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1
Li, Li, Jun Li, Hui Xu, Fengmei Zhu, Zhijun Li, Hongzhi Lu, Jinrong Zhang, Zhengsheng Yang, and Yongsheng Liu. "The Protective Effect of Anthocyanins Extracted from Aronia Melanocarpa Berry in Renal Ischemia-Reperfusion Injury in Mice." Mediators of Inflammation 2021 (January 22, 2021): 1–15. http://dx.doi.org/10.1155/2021/7372893.
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Background. Our previous research showed the antioxidant activity of anthocyanins extracted from Aronia melanocarpa of black chokeberry in vitro. Ischemia acute kidney injury is a significant risk in developing progressive and deterioration of renal function leading to clinic chronic kidney disease. There were many attempts to protect the kidney against this progression of renal damage. Current study was designed to examine the effect of pretreatment with three anthocyanins named cyanidin-3-arabinoside, cyanidin-3-glucodise, and cyaniding-3-galactoside against acute ischemia-reperfusion injury in mouse kidney. Methods. Acute renal injury model was initiated by 30 min clamping bilateral renal pedicle and followed by 24-hour reperfusion in C57Bl/6J mice. Four groups of mice were orally pretreated in 50 mg/g/12 h for two weeks with cyanidin-3-arabinoside, cyanidin-3-glucodise, and cyaniding-3-galactoside and anthocyanins (three-cyanidin mixture), respectively, sham-control group and the renal injury-untreated groups only with saline. Results. The model resulted in renal dysfunction with high serum creatinine, blood urea nitrogen, and changes in proinflammatory cytokines (TNF-ɑ, IL-1β, IL-6, and MCP-1), renal oxidative stress (SOD, GSH, and CAT), lipid peroxidation (TBARS and MDA), and apoptosis (caspase-9). Pretreatment of two weeks resulted in different extent amelioration of renal dysfunction and tubular damage and suppression of proinflammatory cytokines, oxidative stress, lipid peroxidation, and apoptosis, thus suggesting that cyanidins are potentially effective in acute renal ischemia by the decrease of inflammation, oxidative stress, and lipid peroxidation, as well as apoptosis. Conclusion. the current study provided the first attempt to investigate the role of anthocyanins purified from Aronia melanocarpa berry in amelioration of acute renal failure via antioxidant and cytoprotective effects.
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BALLINGTON, J. R., W. E. BALLINGER, E. P. MANESS, and J. J. LUBY. "ANTHOCYANIN, AGLYCONE AND AGLYCONE-SUGAR CONTENT OF THE FRUITS OF FIVE SPECIES OF Vaccinium SECTION Myrtillus." Canadian Journal of Plant Science 68, no. 1 (January 1, 1988): 241–46. http://dx.doi.org/10.4141/cjps88-029.
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HPLC analysis of fruit from the blueberry species Vaccinium chamissonis, V. deliciosum, V. membranaceum and V. ovalifolium identified the 3-monoarabinosides, 3-monogalactosides, and 3-monoglucosides of cyanidin, delphinidin, malvidin, peonidin and petunidin. Vaccinium parvifolium only contained cyanidins, and was very high in cyanidin-3-galactoside (88.7%). Vaccinium membranaceum was also high in cyanidins and cyanidin-3-galactoside. Differences in the relative percentages of galactose, cyanidins and in particular cyanidin-3-galactoside supported current designations of these two taxa as valid species and distinguished them from the other three. Differences in anthocyanin or aglycone percentages were not useful in distinguishing V. deliciosum from V. chamissonis and V. ovalifolium; however, differences in aglycone-sugars were. The similarities among V. chamissonis (2n = 2X = 24) and V. ovalifolium (2n = 4X = 48) support their previous designation as a probably polyploid series.Key words: HPLC, blueberry, chemotaxonomy, taxonomy, biosystematics
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Laksmiani, N. P. L., I. G. P. Putra, I. P. W. I P. W. Nugraha, I. W. Suwartawan, and N. K. S. Ani. "STUDI POTENSI SIANIDIN DAN PEONIDIN DARI UBI JALAR UNGU (ipomoea batatas L.) SEBAGAI AGEN DEPIGMENTASI SECARA IN SILICO." Jurnal Kimia 13, no. 1 (January 16, 2019): 34. http://dx.doi.org/10.24843/jchem.2019.v13.i01.p06.
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Hyperpigmentation is caused by enhancement of melanin production that causes skin darkening. Purple sweet potato is one of the plants that is potentially developed as skin depigmentation agent because it contains anthocyanin. The most common types of anthocyanins in purple sweet potato are cyanidin and peonidin which are in vitro proven to be used as skin lightening. The objective of this study is to determine the potential of cyanidin and peonidin as skin depigmentation agent against target protein D-Dopachrome taumerase through in silico molecular docking method. The research steps include the preparation of target protein using Chimera 1.10.1 program, optimization of cyanidine and peonidin 3D structures using Hyperchem 8 program, validation of molecular docking method, and docking of cyanidine and peonidine on target protein using Autodock 4.2 program. The bond energy between cyanidin and peonidin with the target protein D-Dopachrome taumerase are -7.75 kcal / mol and -8.38 kcal / mol. The cyanidin and peonidin bond values ??are smaller than the native ligand, suggesting that the bond between the test compound (cyanidin and peonidin) with the target protein are stronger and more stable than the native ligand, so that the affinity of the test compound was greater than the native ligand. This suggests that the cyanidin and peonidin compounds in purple sweet potato have potential as a depigmentation agent by inhibiting D-Dopachrome taumerase protein.
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Zannou, Oscar, Hojjat Pashazadeh, Mohamed Ghellam, Salam A. Ibrahim, and Ilkay Koca. "Extraction of Anthocyanins from Borage (Echium amoenum) Flowers Using Choline Chloride and a Glycerol-Based, Deep Eutectic Solvent: Optimization, Antioxidant Activity, and In Vitro Bioavailability." Molecules 27, no. 1 (December 27, 2021): 134. http://dx.doi.org/10.3390/molecules27010134.
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Borage flower (Echium amoenum), an annual herb native to the Mediterranean region, is an excellent source of anthocyanins and is widely used in various forms due to its biological activities. In the present study, a choline chloride and glycerol (CHGLY)-based natural deep eutectic solvent (NADES) was applied in order to extract the anthocyanins from borage flowers. The traditional solvents, including water, methanol, and ethanol, were used to evaluate the efficiency of CHGLY. The results showed that CHGLY was highly efficient compared to the traditional solvents, providing the highest amounts of the total anthocyanin content (TAC), total phenolic content (TPC), total flavonoid content (TFC), individual anthocyanins, and antioxidant activity (DPPH radical scavenging (DPPH) and ferric-reducing antioxidant power (FRAP) assays). The most dominant anthocyanin found in studied borage was cyanidin-3-glucoside, followed by cyanin chloride, cyanidin-3-rutinoside, and pelargonidin-3-glucoside. The bioavailability % was 71.86 ± 0.47%, 77.29 ± 0.57%, 80.22 ± 0.65%, and 90.95 ± 1.01% for cyanidin-3-glucoside, cyanidin-3-rutinoside, by pelargonidin-3-glucoside and cyanin chloride, respectively. However, cyanidin-3-glucoside was the anthocyanin compound showing the highest stability (99.11 ± 1.66%) in the gastrointestinal environment. These results suggested that choline chloride and glycerol-based NADES is not only an efficient, eco-friendly solvent for the extraction of anthocyanins but can also be used to increase the bioavailability of anthocyanins.
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Bitsch, Roland, Michael Netzel, Susanne Sonntag, Gabriele Strass, Thomas Frank, and Irmgard Bitsch. "Urinary Excretion of Cyanidin Glucosides and Glucuronides in Healthy Humans After Elderberry Juice Ingestion." Journal of Biomedicine and Biotechnology 2004, no. 5 (2004): 343–45. http://dx.doi.org/10.1155/s111072430440309x.
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In a pilot study with 6 females and 1 male, the metabolism of various cyanidin glucosides after oral administration of elderberry juice was investigated. The anthocyanin metabolites were detected in urinary excretion. After ingestion of a bolus quantity of3.57g total anthocyanins in a150mL elderberry juice concentrate,0.053% of the administered dose was excreted in urine as glucosidically bound cyanidins within the first 5 hours. Only0.003% of the ingested anthocyanin glucosides was excreted as cyanidin glucuronide, suggesting that this conversion step might be of minor importance in urinary excretion.
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Hssaini, Lahcen, Francisca Hernandez, Manuel Viuda-Martos, Jamal Charafi, Rachid Razouk, Karim Houmanat, Rachida Ouaabou, et al. "Survey of Phenolic Acids, Flavonoids and In Vitro Antioxidant Potency Between Fig Peels and Pulps: Chemical and Chemometric Approach." Molecules 26, no. 9 (April 28, 2021): 2574. http://dx.doi.org/10.3390/molecules26092574.
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In the present study, chromatic coordinates, phenolic acids, flavonoids and antioxidant capacity assessed by 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonate (ABTS) and lipid peroxidation inhibition capacity (LPIC) essays and their relative IC50 were investigated in 25 fig cultivars growing in Morocco. The aims of this study were to determine (i) the variation in these compounds among light and dark-colored cultivars, (ii) their partitioning between fruit peel and pulp and (iii) to display network connections among these variables. Twelve phenolic compounds (PCs) were isolated in peel extract versus eight in pulp samples. Anthocyanins, mainly cyanidin-3,5-diglucoside and cyanidin-3-O-rutinoside, were the predominant compounds in peels, where the mean concentrations were 75.90 ± 18.76 and 77.97 ± 18.95 µg/g dw, respectively. On the other hand, (−)-epicatechin and cyanidin-3-O-rutinoside were the major compounds in the pulp extracts, where the mean values were 5.23 ± 4.03 and 9.01 ± 5.67 µg/g dw, respectively. A two-dimensional hierarchically clustered heatmap was applied to the dataset to explore correlations in the dataset and similarities between cultivars, without dimensionality reduction. Results showed that anthocyanins, particularly pelargonidin-3-O-rutinoside, cyanidin-3,5-diglucoside and cyanidin-3-O-rutinoside, were the main contributors to the peels’ free radical scavenging capacity. This capacity was particularly higher in the peel of dark-colored figs compared to the fruit pulp. The local cultivar “INRA 1301” showed the most promising phenolic profile due to its very high levels of almost all detected PCs, especially (−)-epicatechin, quercetin-3-O-rutinoside, quercetin-3-O-glucoside, cyanidine-3,5-diglucoside, cyanidine-3-O-rutinoside and pelargonidin-3-O-rutinoside (54.66, 141.08, 35.48, 494.08, 478.66, 12.56 µg/g dw, respectively). Having the darkest figs in the collection (L* = 25.72, c* = 22.09 and h° = 20.99), this cultivar has also combined promising IC50 values, which were of 19.85, 40.58 and 124.78 µg/mL for DPPH, ABTS and LPIC essays, respectively.
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Mahmud, Muhammad Nur Maulidin, and Sudarlin Sudarlin. "Theoretical Study of the Use of Cyano Acid Derivatives as Electron Acceptors in Cyanidin as Compounds of Dye Sensitized Solar Cells (DSSC)." Jurnal Kimia Sains dan Aplikasi 22, no. 1 (December 7, 2018): 1–6. http://dx.doi.org/10.14710/jksa.22.1.1-6.
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Theoretical study of the use of cyano acid derivatives as electron acceptor groups in cyanidine as dye compounds of dye sensitized solar cells (DSSC) has been carried out based on energy parameters of HOMO-LUMO, LUMO electron localization, spectra, light absorption efficiency, coupling constants, and sensitizer bond length with TiO2. This study aims to determine the effect of cyanoacetic acid, cyanoacrylic benzothiadizole, cyanovinyl acid and cyanosynamic acid as electron acceptors on the photoelectric characteristics of cyanidine and determine the cyanoic acid derivative which can produce cyanidine photoelectric characteristics better based on energy parameters HOMO-LUMO, LUMO electron localization, spectra, light harvesting efficiency, coupling constant (VRP), and bond length of sensitizer with TiO2. This research begun with molecular optimization using DFT and TDDFT method with basis set of 6.311G *. HOMO-LUMO parameters used the same method with analysis technique using ECCE. The LUMO electron localization parameters use the same method, but the analysis technique used ECCE. Spectra using DFT method, using analytical technique using Chemcraft. Parameters of light absorption efficiency using DFT and TDDFT method with calculation technique using existing equations. Coupling constant parameters using the same method, the calculation technique used the energy equation of dye compounds were calculated in the conditions of HOMO, LUMO and TiO2 energy. Parameter length of the sensitizer bond with TiO2 were calculated used DFT method with avogadro analysis technique. Cyanidin cyanoacetate became the best modification based on HOMO LUMO energy parameter -4.569 and -1.01 eV, respesctively. In the electron localization parameter, the best modification was produced in cyanidine cyanoacetate with an electron-centered pattern on the cyanoacetic group. Spectra parameters produced the best modification, cyanoacetic cyanidine with a wavelength of 378.811 nm with osillator strength of 0.633. The light absorption efficiency parameters resulted in the best modification of cyanidin cyanoacetate with a value of 0.767. For parameter of clutch constant, best modification is cyanidin benzothiadizol sianoakrilik with a value -0.269. The best modification on the parameter length of the sensitizer bond with TiO2 was cyanidine cyanoacetate with a bond length of 1.926 Å.
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Chen, Jian, Jian Sun, Julian Jiang, and Jie Zhou. "Cyanidin Protects SH-SY5Y Human Neuroblastoma Cells from 1-Methyl-4-Phenylpyridinium-Induced Neurotoxicity." Pharmacology 102, no. 3-4 (2018): 126–32. http://dx.doi.org/10.1159/000489853.
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Cyanidin is an anthocyanidin extracted from a variety of fruits and vegetables. Cyanidin showed benefits against diabetes, cancer, and atherosclerosis. However, the potential neuroprotective effects of cyanidin against Parkinson’s disease (PD) have not been examined. Indicated concentrations of cyanidin (1, 3, 10, and 30 μmol/L) were incubated together with 0.5 mmol/L 1-methyl-4-phenylpyridinium (MPP+) to human neuroblastoma SH-SY5Y cells. We found cyanidin prevented MPP+-induced cell demise in a concentration-dependent manner. Cyanidin significantly reduced MPP+-induced apoptosis, this is reflected by decreased TdT-mediated dUTP nick-end labeling staining and caspase-3 expressions. Further, MPP+ increased the Bax/Bcl-2 ratio, which was partly reversed by cyanidin. We also found cyanidin attenuated the MPP+-induced mitochondrial oxidative stress as revealed by decreased MitoSOX staining. Taken together, these data for the first time indicated the neuroprotective effects of cyanidin against MPP+-induced SH-SY5Y cell death. These findings shed light on the potential implications of cyanidin for PD treatment.
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Novotny, Janet A., Beverly A. Clevidence, and Anne C. Kurilich. "Anthocyanin kinetics are dependent on anthocyanin structure." British Journal of Nutrition 107, no. 4 (September 28, 2011): 504–9. http://dx.doi.org/10.1017/s000711451100314x.
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The kinetics of anthocyanin metabolism was investigated in a human feeding trial. Volunteers (n 12) consumed purple carrots containing five anthocyanin forms: cyanidin-3-(xylose-glucose-galactoside), cyanidin-3-(xylose-galactoside), cyanidin-3-(xylose-sinapoyl-glucose-galactoside), cyanidin-3-(xylose-feruloyl-glucose-galactoside) and cyanidin-3-(xylose-coumuroyl-glucose-galactoside). The purple carrots were served as three different treatments in a crossover design with a 3-week washout between treatments. Purple carrot treatments were 250 g raw carrots, 250 g cooked carrots and 500 g cooked carrots. Serial blood and urine samples were collected for 8 and 24 h after the dose, respectively, and analysed for anthocyanins. Of the anthocyanin forms ingested, four were detected in plasma and urine: cyanidin-3-(xylose-glucose-galactoside), cyanidin-3-(xylose-galactoside), cyanidin-3-(xylose-sinapoyl-glucose-galactoside) and cyanidin-3-(xylose-feruloyl-glucose-galactoside). The time courses of plasma and urine anthocyanin contents were evaluated with compartmental modelling. Results showed that absorption, gastrointestinal transit and plasma elimination are dependent on anthocyanin structure. Absorption efficiencies of acylated compounds (cyanidin-3-(xylose-sinapoyl-glucose-galactoside) and cyanidin-3-(xylose-feruloyl-glucose-galactoside)) were less than those for non-acylated anthocyanins (cyanidin-3-(xylose-glucose-galactoside) and cyanidin-3-(xylose-galactoside)). The acylated anthocyanins exhibited a shorter half-life for gastrointestinal absorption than the non-acylated anthocyanins. Fractional elimination of non-acylated compounds was slower than that for acylated anthocyanins. These results provide the first information about the kinetics of individual anthocyanins in human beings.
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Jin, Yuan, Zuoyong Zhang, Hanju Sun, Muwen Wang, Shuyun Liu, Lei Wang, Gang Ma, Tao Zhang, and Shudong He. "Effects of Cyanidin-3-Glucoside Derived from Black Rice (Oryza Sativa L.) and Enzymatically Acylated Cyanidin-3-Glucoside Lauryl Ester on Intestinal Microorganisms In Vitro." Current Topics in Nutraceutical Research 20, no. 1 (March 10, 2021): 159–68. http://dx.doi.org/10.37290/ctnr2641-452x.20:159-168.
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In this paper, cyanidin-3-glucoside was isolated and purified from black rice, then enzymatic acylation with lauric acid to obtain cyanidin-3-glucoside lauryl ester. The structure of cyanidin-3-glucoside lauryl ester was characterized by liquid chromatography electrospray ionization tandem mass spectrometry and Fourier transform infrared spectroscopy. Then the potential proliferative effect on probiotics and inhibitory effect on harmful bacteria of cyanidin-3-glucoside and cyanidin-3-glucoside lauryl ester were studied in vitro. The effects of cyanidin-3-glucoside and cyanidin-3-glucoside lauryl ester on the composition of human fecal intestinal flora and its metabolic pathway were also analyzed through 16S ribosomal ribonucleic acid high-throughput sequencing and gas chromatography-mass spectroscopy, respectively. The results indicated that cyanidin-3-glucoside lauryl ester was better than cyanidin-3-glucoside in promoting the growth of B. adolescentis, B. infantis, L. thermophiles, and L. acidophilus as well as inhibiting the growth of S. dysenteriae, Y. enterocolitica, S. enteritidis, and S. typhi. Additionally, the proliferative effect of cyanidin-3-glucoside lauryl ester was significantly improved in a lower media pH due to the intestinal microbial metabolism to produce more organic acids, such as propionic acid, phenyllactic acid, and lauric acid. The study will provide a theoretical basis for the application of cyanidin-3-glucoside lauryl ester in the intestinal health.
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Delazar, Abbas, Laleh Khodaie, Jalil Afshar, Lutfun Nahar, and Satyajit Sarker. "Isolation and free-radical-scavenging properties of cyanidin 3-O-glycosides from the fruits of Ribes biebersteinii Berl." Acta Pharmaceutica 60, no. 1 (March 1, 2010): 1–11. http://dx.doi.org/10.2478/v10007-010-0007-x.
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Isolation and free-radical-scavenging properties of cyanidin 3-O-glycosides from the fruits of Ribes biebersteinii Berl. The reversed-phase preparative high performance liquid chromatographic purification of the methanol extract of the fruits of Ribes biebersteinii Berl. (Grossulariaceae) afforded five cyanidin glycosides, 3-O-sambubiosyl-5-O-glucosyl cyanidin (1), cyanidin 3-O-sambubioside (2), cyanidin 3-O-glucoside (3), cyanidin 3-O-(2G-xylosyl)-rutinoside (4) and cyanidin 3-O-rutinoside (5). They showed considerable free-radical-scavenging properties in the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay with the RC50 values of 9.29 × 10-6, 9.33 × 10-6, 8.31 × 10-6, 8.96 × 10-6 and 9.55 × 10-6 mol L-1, respectively. The structures of these compounds were elucidated by various chemical hydrolyses and spectroscopic means. The total anthocyanin content was 1.9 g per 100 g dried fruits on cyanidin 3-glucoside basis.
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Gorintha, Adrian Wiryanata, Stevina Debora, and Natasya Eiffeline Chandra. "POTENSI SIANIDIN POLY(LACTIC-CO-GLYCOLIC ACID)-POLYETHYLEN GLYCOL YANG DIMODIFIKASI FUSED FOLLICLE UNTUK MENINGKATKAN SENSITIVITAS DAN SEKRESI INSULIN DALAM MENANGANI PENYAKIT DIABETES MELITUS TIPE 2." Essential: Essence of Scientific Medical Journal 20, no. 1 (July 20, 2022): 19. http://dx.doi.org/10.24843/estl.2022.v20.i01.p01.
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ABSTRACT
Introduction: Type 2 diabetes mellitus is one of the four priority non-communicable diseases according to WHO. WHO data in 2015 showed that as many as 415 million people in the world suffer from type 2 diabetes mellitus. Even in Indonesia in 2013, the prevalence of people with diabetes has increased to 6.9%. Currently, the most common treatment for type 2 diabetes mellitus is the administration of metformin. However, long-term administration will cause lactic acidosis and kidney damage. Because of this, new alternatives are needed that minimize the side effects, for example by using herbal ingredients. Cyanidin is a natural flavonoid that has the effect of increasing insulin sensitivity and secretion.
Discussion: Cyanidin has the potential to increase insulin receptor sensitivity and increase insulin secretion. To increase insulin sensitivity, cyanidin can inhibit the downregulation of Glut4 expression and decrease the level of RBP 4 expression. As an increase in insulin secretion Cyanidin increases the expression of GLUT2, Kir6.2, and Cav1.2 genes that play a role in insulin secretion. Unfortunately, Cyanidin has low bioavailability and is unstable. Therefore, Cyanidin encapsulation will increase the availability of cyanidin in the blood and is easily concentrated into pancreatic cells
Conclusion: The Fc-modified Cyanidin PLGA-PEG combination has the potential to be a new alternative in the treatment of type 2 diabetes mellitus
Keywords: Type 2 Diabetes Mellitus, Cyanidin, Fc-modified Cyanidin PLGA-PEG
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Rakic, Violeta, Mihaela Skrt, Milena Miljkovic, Danijela Kostic, Dusan Sokolovic, and Natasa Poklar-Ulrih. "Effects of pH on the stability of cyanidin and cyanidin 3-O-β-glucopyranoside in aqueous solution." Chemical Industry 69, no. 5 (2015): 511–22. http://dx.doi.org/10.2298/hemind140711072r.
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The colour variation, colour intensity and stability at various pH values (2.0, 4.0, 7.0 and 9.0) of cyanidin 3-O-?-glucopyranoside (Cy3Glc) and its aglycone cyanidin was investigated during a period of 8 hours storage at 25?C. Our data showed that pH of aqueous solution had impact on spectroscopic profile of cyanidin and Cy3Glc. Beginning with the most acidic solutions, increasing the pH induce bathochromic shifts of absorbance maximum in the visible range for all examined pH values (with the exception pH 4.0 for cyanidin), while the presence of the 3-glucosidic substitution induce hypsochromic shift. Compared to cyanidin, Cy3Glc has higher colour intensity and higher stability in the whole pH range, except at pH 7.0. The 3-glucosidic substitution influences on the colour intensity of Cy3Glc in the alkaline region. After 8-hour incubation of Cy3Glc and cyanidin at pH 2.0 and 25 ?C, 99% of Cy3Glc and only 27% of cyanidin remained unchanged.
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Takashina, Yui, Aya Manabe, Yoshiaki Tabuchi, and Akira Ikari. "Cyanidin Increases the Expression of Mg2+ Transport Carriers Mediated by the Activation of PPARα in Colonic Epithelial MCE301 Cells." Nutrients 11, no. 3 (March 16, 2019): 641. http://dx.doi.org/10.3390/nu11030641.
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Mg2+ deficiency may be involved in lifestyle-related diseases, including hypertension, cardiovascular diseases, and diabetes mellitus. Dietary Mg2+ is absorbed in the intestine mediated through transcellular and paracellular pathways. However, there is little research into what factors upregulate Mg2+ absorption. We searched for food constituents that can increase the expression levels of Mg2+ transport carriers using mouse colonic epithelial MCE301 cells. Cyanidin, an anthocyanidin found in black beans and berries, increased the mRNA levels of Mg2+ transport carriers including transient receptor potential melastatin 6 (TRPM6) channel and cyclin M4 (CNNM4). The cyanidin-induced elevation of Mg2+ transport carriers was blocked by GW6471, a peroxisome proliferator-activated receptor α (PPARα) inhibitor, but not by PPARγ, PPARδ, and protein kinase A inhibitors. Cyanidin-3-glucoside showed similar results to cyanidin. Cyanidin increased the protein levels of TRPM6 and CNNM4, which were distributed in the apical and lateral membranes, respectively. The nuclear localization of PPARα and reporter activities of Mg2+ transport carriers were increased by cyanidin, which were inhibited by GW6471. The cyanidin-induced elevation of reporter activity was suppressed by a mutation in a PPAR-response element. Fluorescence measurements using KMG-20, an Mg2+ indicator, showed that Mg2+ influx and efflux from the cells were enhanced by cyanidin, and which were inhibited by GW6471. Furthermore, cyanidin increased paracellular Mg2+ flux without affecting transepithelial electrical resistance. We suggest that cyanidin increases intestinal Mg2+ absorption mediated by the elevation of TRPM6 and CNNM4 expression, and may constitute a phytochemical that can improve Mg2+ deficiency.
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Hicks, Emma, Miranda Mentler, and Brian D. Whitaker. "PSI-22 The effects of cyanidin supplementation during oocyte maturation on the in vitro production of pig embryos." Journal of Animal Science 97, Supplement_2 (July 2019): 243. http://dx.doi.org/10.1093/jas/skz122.428.
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Abstract Oxidative stress has a negative effect on embryonic development during the in vitro production of pig embryos. The imbalance of reactive oxygen species and antioxidants impact oocyte maturation. Berries from the elder plant (Sambucus sp.) have been identified as containing high levels of a broad spectrum of antioxidants. One of the predominant antioxidant classes of compounds found in elderberry extract is anthocyanin, which includes the antioxidant cyanidin. Therefore, the objective of this study was to determine the effects of cyanidin supplementation to the media during oocyte maturation. Oocytes (n = 815, r=3) were supplemented with 100 or 200 μM cyanidin during 40–44 h of maturation and then evaluated at the end of maturation for the formation of reactive oxygen species, fertilization characteristics, and rates of embryonic cleavage and blastocyst development at 48 h and 144 h after IVF, respectively. There were no significant differences between no cyanidin supplementation and 200 μM cyanidin supplementation when comparing reactive oxygen species generation at the end of oocyte maturation. Supplementation of 100 μM cyanidin significantly decreased (P < 0.05) reactive oxygen species generation in oocytes compared to the other groups. There were no significant differences between no cyanidin supplementation and 200 μM cyanidin supplementation when comparing penetration and polyspermic penetration rates and male pronuclear formation. Supplementation of 100 μM cyanidin significantly decreased (P < 0.05) polyspermic penetration rates and significantly increased (P < 0.05) male pronuclear formation rates compared to the other groups. There were no significant differences between the treatment groups when comparing the percentage of cleaved embryos by 48 h after IVF. Supplementation of 100 μM cyanidin significantly increased (P < 0.05) the blastocyst formation rates by 144 h after IVF compared to all other treatment groups. These results indicate that supplementing 100 μM cyanidin to the media during oocyte maturation reduces reactive oxygen species formation and improves in vitro fertilization and early embryonic development in pigs.
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Kay, Colin D., G. Mazza, Bruce J. Holub, and Jian Wang. "Anthocyanin metabolites in human urine and serum." British Journal of Nutrition 91, no. 6 (June 2004): 933–42. http://dx.doi.org/10.1079/bjn20041126.
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In the present study we investigated the metabolic conversion of cyanidin glycosides in human subjects using solid-phase extraction, HPLC–diode array detector, MS, GC, and enzymic techniques. Volunteers consumed approximately 20 g chokeberry extract containing 1·3 g cyanidin 3-glycosides (899 mg cyanidin 3-galactoside, 321 mg cyanidin 3-arabinoside, 51 mg cyanidin 3-xyloside and 50 mg cyanidin 3-glucoside). Blood samples were drawn at 0, 0·5, 1, and 2 h post-consumption of the extract. Urine samples were also collected at 0, 4–5, and 22–24 h. We have confirmed that human subjects have the capacity to metabolise cyanidin 3-glycosides, as we observed at least ten individual anthocyanin metabolites in the urine and serum. Average concentrations of anthocyanins and anthocyanin metabolites in the urine reached levels of 17·9 (range 14·9–20·9) μmol/l within 5 h post-consumption and persisted in 24 h urine samples at levels of 12·1 (range 11·1–13·0) nmol/l. In addition, average total levels of anthocyanins and anthocyanin metabolites detected in the serum were observed at 591·7 (range 197·3–986·1) nmol/l within 2 h post-consumption. Cyanidin 3-galactoside accounted for 55·4 % (9·9 (range 7·2–12·6) μmol/l) and 66·0 % (390·6 (range 119·4–661·9) nmol/l) of the detected anthocyanins in the urine and serum samples, respectively. The metabolites were identified as glucuronide conjugates, as well as methylated and oxidised derivatives of cyanidin 3-galactoside and cyanidin glucuronide. Conjugation probably affects the biological activity of anthocyanins and these metabolic products are likely in part responsible for the reported health benefits associated with the consumption of anthocyanins.
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Suantawee, Tanyawan, Thavaree Thilavech, Henrique Cheng, and Sirichai Adisakwattana. "Cyanidin Attenuates Methylglyoxal-Induced Oxidative Stress and Apoptosis in INS-1 Pancreatic β-Cells by Increasing Glyoxalase-1 Activity." Nutrients 12, no. 5 (May 6, 2020): 1319. http://dx.doi.org/10.3390/nu12051319.
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Recently, the mechanisms responsible for anti-glycation activity of cyanidin and its derivatives on the inhibition of methylglyoxal (MG)-induced protein glycation and advanced glycation-end products (AGEs) as well as oxidative DNA damage were reported. In this study, we investigated the protective effect of cyanidin against MG-induced oxidative stress and apoptosis in rat INS-1 pancreatic β-cells. Exposure of cells to cytotoxic levels of MG (500 µM) for 12 h caused a significant reduction in cell viability. However, the pretreatment of cells with cyanidin alone (6.25–100 μM) for 12 h, or cotreatment of cells with cyanidin (3.13–100 μM) and MG, protected against cell cytotoxicity. In the cotreatment condition, cyanidin (33.3 and 100 μM) also decreased MG-induced apoptosis as determined by caspase-3 activity. Furthermore, INS-1 cells treated with MG increased the generation of reactive oxygen species (ROS) during a 6 h exposure. The MG-induced increase in ROS production was inhibited by cyanidin (33.3 and 100 μM) after 3 h stimulation. Furthermore, MG diminished the activity of glyoxalase 1 (Glo-1) and its gene expression as well as the level of total glutathione. In contrast, cyanidin reversed the inhibitory effect of MG on Glo-1 activity and glutathione levels. Interestingly, cyanidin alone was capable of increasing Glo-1 activity and glutathione levels without affecting Glo-1 mRNA expression. These findings suggest that cyanidin exerts a protective effect against MG-induced oxidative stress and apoptosis in pancreatic β-cells by increasing the activity of Glo-1.
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Laganà, Giuseppina, Davide Barreca, Antonella Smeriglio, Maria Paola Germanò, Valeria D'Angelo, Antonella Calderaro, Ersilia Bellocco, and Domenico Trombetta. "Evaluation of Anthocyanin Profile, Antioxidant, Cytoprotective, and Anti-Angiogenic Properties of Callistemon citrinus Flowers." Plants 9, no. 8 (August 17, 2020): 1045. http://dx.doi.org/10.3390/plants9081045.
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Lemon bottlebrush (Callistemon citrinus (Curtis) Skeels) is one of the most common ornamental plants, diffused worldwide, and characterized by the presence of flowers with an intense red/purple coloration. There is increasing interest in the use and application of anthocyanins for their unique structural/chemical features in both food and pharmaceutical applications. RP-HPLC-DAD-ESI-MS/MS analysis of an enriched fraction of acidified methanolic extract of C. citrinus flowers allow the possibility of identifying, for the first time, the presence of four anthocyanins: cyanidin-3,5-O-diglucoside (cyanin), peonidin-3,5-O-diglucoside (peonin), cyanidin-3-O-glucoside, and cyanidin-coumaroylglucoside-pyruvic acid. Moreover, the evaluation of antioxidant and biological potential showed a remarkable activity of this fraction, able to actively scavenge DPPH, AAPH, and ABTS radicals, and to counteract the β-carotene-bleaching. In addition, it protects human mononuclear cells from oxidative injuries and prevents angiogenesis (acting in the range of few μg/ml); furthermore, it does not show significant iron-chelating ability (up to 200 µg/mL). The easy way of cultivation, robustness, and adaptability to different environments make the flowers of this plant a useful source of anthocyanins, with remarkable health promoting properties.
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Zhu, Fengmei, Jiaxuan Li, Zilong Ma, Jun Li, and Bin Du. "Structural identification and <i>in vitro</i> antioxidant activities of anthocyanins in black chokeberry (<i>Aronia melanocarpa</i> Elliot)." eFood 2, no. 4 (December 20, 2021): 201–8. http://dx.doi.org/10.53365/efood.k/143829.
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Anthocyanins is a natural edible pigment with many health benefits. The aim of this work was the identification of anthocyanins present in <i>Aronia melanocarpa</i> using mass spectrometric features. The anthocyanins of the <i>A. melanocarpa</i> were analyzed by UV-Vis, HPLC-DAD and LC-EIS/MS methods. The four important anthocyanins were identified as follows: cyanidin-3-galactoside (68.68%), cyanidin-3-arabinoside (25.62%), cyanidin-3-glucoside (5.28%) and cyanidin-3-xyloside (0.42%). Among the four anthocyanin monomers, three anthocyanins with the highest content of <i>A. melanocarpa</i> were selected, and the antioxidant activity was studied with the total anthocyanins. The antioxidant capacity was cyanidin-3-galactoside > total anthocyanin > cyanidin-3-arabinoside > cyanidin-3-glucoside. The activity of the four anthocyanin samples was greater than ascorbic acid. The methodology described in this study will provide an effective tool for anthocyanins identification. Our results suggested that anthocyanins from <i>A. melanocarpa</i> exhibited effective antioxidant activity. These findings may be crucial in future research concerning chokeberry based functional food products.
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Kim, Inhwan, and Jihyun Lee. "Variations in Anthocyanin Profiles and Antioxidant Activity of 12 Genotypes of Mulberry (Morus spp.) Fruits and Their Changes during Processing." Antioxidants 9, no. 3 (March 17, 2020): 242. http://dx.doi.org/10.3390/antiox9030242.
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Mulberry fruits are known as rich sources of anthocyanins and are consumed in syrup form after the addition of sugar and acid; however, there is little information on the anthocyanin composition and antioxidant activity of mulberries of different cultivars and their changes during processing. To address this, the antioxidant activity and anthocyanin composition of 12 cultivar mulberry fruit cultivars were investigated by high-performance liquid chromatography and ultra-high-performance liquid chromatography coupled with electrospray ionization/quadrupole time-of-flight. Additionally, different quantities of citric acid were used to evaluate antioxidant activities and anthocyanin composition of mulberry syrup. Sixteen anthocyanins were identified in mulberry fruits using accurate mass spectrometry. Several anthocyanins were tentatively identified for the first time in mulberry fruits and include: malvidin hexoside, cyanidin malonyl hexose hexoside, cyanidin pentoside, cyanidin malonyl hexoside, petunidin deoxyhexose hexoside, and cyanidin deoxyhexoside. The major anthocyanin in mulberries was cyanidin-3-O-glucoside, followed by cyanidin-3-O-rutinoside. Morus Alba L. Iksu showed the highest cyanidin-3-O-glucoside content (8.65 mg/g dry weight) among 12 mulberry fruit cultivars. As citric acid levels increased, mulberry syrup showed significantly higher antioxidant activity (p < 0.05).
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Won Ryu, Hyung, Byoung Ok Cho, Jaihyunk Ryu, Chang Hyun Jin, Jin-Baek Kim, Si Yong Kang, and Ah-Reum Han. "Anthocyanin Contents Enhancement with Gamma Irradiated Mutagenesis in Blackberry (Rubus fructicosus)." Natural Product Communications 12, no. 9 (September 2017): 1934578X1701200. http://dx.doi.org/10.1177/1934578x1701200917.
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Effects of radiation processing on the endogenous phytochemical production in blackberry ( Rubus fructicosus L.) were investigated through a metabolites analysis, using high-performance liquid chromatography with a diode array detector and a triple quadrupole mass spectrometer (HPLC-DAD-ESI-MS/MS). Four mutant cultivar lines (B, C, D, and E) were developed through the treatment of various doses of gamma irradiation (80, 60, 40, and 20 Gy) on the control blackberry cultivar (V3). These mutant cultivar lines were selected according to their different morphological variations in leaf shape and branch color. In the present study, we performed quantitative analyses of the four standard compounds in blackberry mutant cultivars: cyanidin-3- O-glucoside, cyanidin-3- O-xyloside, cyanidin-3- O-malonylglucoside, and cyanidin-3- O-dioxalylglucoside. The HPLC fingerprints displayed different profiles for six blackberry cultivar lines, demonstrating that the accumulation of total anthocyanins was affected by the gamma irradiation. The contents of cyanidin-3- O-glucoside and cyanidin-3- O-xyloside were high in the gamma-irradiated mutant cultivars of blackberries, compared to those of the control cultivar (V3) and the cross breeding cultivar ( R. fructicosus × R. parvifolius; CB). Cyanidin-3- O-malonylglucoside and cyanidin-3- O-dioxalylglucoside were also analyzed for their quantification in six cultivar lines, as metabolites contributing to the discrimination of six cultivar lines. Among gamma irradiated mutant blackberry cultivars, the highest dose level of gamma irradiation (80 Gy) resulted in the highest cyanidin-3- O-glucoside content enhancement. Therefore, these results can be useful to determine the optimized gamma irradiated value at which anthocyanins reaches an abundant level in Rubus species.
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Sitthisak Thongrong, Ratchaniporn Kongsui, and Napatr Sriraksa. "Cyanidin prevents hippocampal cell death and promotes astrocytosis in kainic acid-induced neurodegeneration." International Journal of Research in Pharmaceutical Sciences 11, no. 1 (January 30, 2020): 942–48. http://dx.doi.org/10.26452/ijrps.v11i1.1918.
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Temporal lobe epilepsy (TLE) is one of the non-communicable diseases characterized by dentate granule cell dispersion (GCD) and the loss of the CA1 and CA3 neurons. This study investigated the effects of cyanidin on neurodegeneration after KA injection. Male Wistar rats were divided into a saline-injected group as a control, KA alone and cyanidin treated group at a dose of 10 mg/kg BW seven days before and after KA injection. The histomorphological analysis revealed that GCD was reduced in the ipsilateral hippocampus of cyanidin treated group when compared with KA alone (P<0.05). There was no neurodegeneration observed in the contralateral hippocampus. In contrast, neuronal degeneration was limited in the ipsilateral CA1 (P<0.01) and the hilar interneurons (P<0.001) of cyanidin treated group when compared with KA alone. However, there was no significant difference in the number of CA3 neurons of the ipsilateral between KA alone and cyanidin treated group. GFAP staining revealed a higher number of reactive astrocytes in the ipsilateral hilus (P<0.001) and molecular layer (P<0.05) of cyanidin treated group when compared with KA alone. Taken together, cyanidin could prevent neurodegeneration and promote astrocyte proliferation as well as mitigated GCD following KA-induced hippocampal injury.
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Hashimoto, Masanori, Toshisada Suzuki, and Tsukasa Iwashina. "New Acylated Anthocyanins and Other Flavonoids from the Red Flowers of Clematis Cultivars." Natural Product Communications 6, no. 11 (November 2011): 1934578X1100601. http://dx.doi.org/10.1177/1934578x1100601118.
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Six new acylated cyanidin glycosides, cyanidin 3- O-β-(2′′- E-caffeoylglucopyranosyl)-(1→2)- O-β-galactopyranoside (1), cyanidin 3- O-β-(2′′- E-caffeoylglucopyranosyl)-(1→2)- O-β-(6′′-malonylgalactopyranoside) (2), cyanidin 3- O-β-(2′′- E-caffeoylglucopyranosyl)- (1→2)- O-β-(6″-succinylgalactopyranoside) (3), cyanidin 3- O-β-(2′'- E-caffeoylglucopyranosyl)-(1→2)- O-β-galactopyranoside-3′- O-β-glucuronopyranoside (4), cyanidin 3- O-β-(2′′- E-caffeoylglucopyranosyl)-(1→2)- O-β-(6′'-malonylgalactopyranoside)-3′- O-β-glucuronopyranoside (5), and cyanidin 3- O-β-(2′'- E-feruloylglucopyranosyl)-(1→2)- O-β-(6′'-malonylgalactoside)-3′- O-β-glucuronopyranoside (6), were isolated from the red flowers of two Clematis cultivars, ‘Niobe'and ‘Madame Julia Correvon'. The chemical structures of the isolated anthocyanins were determined by UV, LC-MS, HPLC, TLC, characterization of hydrolysates, and 1H and 13C NMR spectroscopy, including H-H COSY, C-H COSY, HMBC, HMQC and NOESY. The last three anthocyanins were widely distributed in 37 red flower Clematis cultivars. On the other hand, the first three compounds were found only in two cultivars. Five known flavonol glycosides, kaempferol 3- O-glucoside, kaempferol 3- O-rutinoside, quercetin 3- O-galactoside, quercetin 3- O-glucoside and quercetin 3- O-rutinoside, were isolated from the flowers of ‘Madame Julia Correvon'.
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Sapers, Gerald M., Kevin B. Hicks, Anita M. Burgher, Donna L. Hargrave, Scott M. Sondey, and Alexander Bilyk. "Anthocyanin Patterns in Ripening Thornless Blackberries." Journal of the American Society for Horticultural Science 111, no. 6 (November 1986): 945–50. http://dx.doi.org/10.21273/jashs.111.6.945.
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Abstract The pigments of thornless blackberry fruit were investigated by analytical and preparative high performance liquid chromatography (HPLC) to characterize anthocyanin patterns in representative cultivars and to determine the effects of ripening on these patterns. Cyanidin-3-glucoside and cyanidin-3-rutinoside were positively identified. In addition, a cyanidin derivative containing xylose and 2 dicarboxylic acid-acylated derivatives of cyanidin-3-glucoside were tentatively identified. Five different anthocyanin patterns were seen among the 33 cultivars and selections compared. During ripening, cyanidin-3-glucoside increased to a greater extent than the other pigments. The accumulation of individual anthocyanins was linearly related to the total anthocyanin content and to the soluble solids : acidity ratio. Cultivar differences in anthocyanin patterns and changes in individual anthocyanins in fruit approaching full ripeness are insufficient to influence fruit color.
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Rakic, Violeta, Ajda Ota, Mihaela Skrt, Milena Miljkovic, Danijela Kostic, Dusan Sokolovic, and Natasa Poklar-Ulrih. "Investigation of fluorescence properties of cyanidin and cyanidin 3-o-β-glucopyranoside." Chemical Industry 69, no. 2 (2015): 155–63. http://dx.doi.org/10.2298/hemind140203030r.
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The absorption and fluorescence emission spectra of cyanidin and cyanidin 3-O-?-glucopyranoside (Cy3Glc) at pH 5.5 in aqueous solution have been studied. The most effective fluorescence excitations of cyanidin were at the UV absorption maxima at 220 and at 230 nm and at higher wavelengths at 270 and at 280 nm. Cyanidin exhibits fluorescence emission maxima at 310 nm and in the visible range at 615 nm. For the Cy3Glc most effective fluorescence excitation was at 220 and at 230 nm and at higher wavelengths at 300 and at 310 nm. Cy3Glc has fluorescence emission spectra with the maximum at 380 nm and does not show fluorescence emission in the visible range. If compare fluorescence emission spectra of cyanidin and Cy3Glc it can be seen that fluorescence emission intensity for cyanidin is significantly higher than that for Cy3Glc. These results reveals the impact of 3-glucosidic substitution at C-3 of aglycone (to form Cy3Glc) on the significantly decrease in fluorescence emission intensity, and disappearance of the fluorescence emission in visible wavelength range.
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Sritalahareuthai, Varittha, Piya Temviriyanukul, Nattira On-nom, Somsri Charoenkiatkul, and Uthaiwan Suttisansanee. "Phenolic Profiles, Antioxidant, and Inhibitory Activities of Kadsura heteroclita (Roxb.) Craib and Kadsura coccinea (Lem.) A.C. Sm." Foods 9, no. 9 (September 2, 2020): 1222. http://dx.doi.org/10.3390/foods9091222.
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Kadsura spp. in the Schisandraceae family are woody vine plants, which produce edible red fruits that are rich in nutrients and antioxidant activities. Despite their valuable food applications, Kadsura spp. are only able to grow naturally in the forest, and reproduction handled by botanists is still in progress with a very low growth rate. Subsequently, Kadsura spp. were listed as endangered species by the International Union for Conservation of Nature and Natural Resources (IUCN) in 2011. Two different Kadsura spp., including Kadsura coccinea (Lem.) A.C. Sm. and Kadsura heteroclita (Roxb.) Craib, are mostly found in northern Thailand. These rare, wild fruits are unrecognizable to outsiders, and there have only been limited investigations into its biological properties. This study, therefore, aimed to comparatively investigate the phenolic profiles, antioxidant activities, and inhibitory activities against the key enzymes involved in diabetes (α-glucosidase and α-amylase) and Alzheimer’s disease (acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and beta-secretase 1 (BACE-1)) in different fruit parts (exocarp, mesocarp (edible part), seed, and core) of Kadsura coccinea (Lem.) A.C. Sm. and Kadsura heteroclita (Roxb.) Craib. The results suggested that Kadsura spp. extracts were rich in flavonol (quercetin), flavanone (naringenin), anthocyanidins (cyanidin and delphinidin), and anthocyanins (cyanidin 3-O-glucoside (kuromanin), cyanidin 3-O-galactoside (ideain), cyanidin 3-O-rutinoside (keracyanin), and cyanidin 3,5-di-O-glucoside (cyanin)). These flavonoids were found to be responsible for the high antioxidant activities and key enzyme inhibitions detected in Kadsura spp. extracts. The findings of the present study can support further development of Kadsura spp. as a potential source of phenolics and anti-oxidative agents with health benefits against diabetes and Alzheimer’s disease. Besides, exocarp and the core of Kadsura spp. exhibited higher phenolic contents, antioxidant activities, and key enzyme inhibitory activities compared to the mesocarp and seeds, respectively. This information can promote the use of fruit parts other than the edible mesocarp for future food applications using Kadsura spp. rather than these being wasted.
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Vega, Erika N., Adriana K. Molina, Carla Pereira, Maria Inês Dias, Sandrina A. Heleno, Paula Rodrigues, Isabel P. Fernandes, et al. "Anthocyanins from Rubus fruticosus L. and Morus nigra L. Applied as Food Colorants: A Natural Alternative." Plants 10, no. 6 (June 10, 2021): 1181. http://dx.doi.org/10.3390/plants10061181.
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Given the importance of colour in the general acceptance or rejection of a product, the use of colorants is a widespread practice, particularly in the food industry. At the same time, with the increasing consumers’ awareness of the health effects that some artificial colorants can exert, there is a growing tendency to prioritize foodstuffs containing natural additives. In this work, Morus nigra L. and Rubus fruticosus L. fruit juices were characterized in terms of anthocyanins, organic acids, free sugars, and tocopherols, as also regarding their bioactive properties. Given their richness in anthocyanins, this study also aimed to prepare different solid colouring formulations by the spray-drying technique, using as stabilizers maltodextrin and arabic gum. Six free sugars and two organic acids were detected in the fruit juices, as well as the four tocopherol isoforms. Two cyanidin derivatives were found in M. nigra (cyanidin-3-O-glucoside and cyanidin-O-rhamnoside) and other four in R. fruticosus (cyanidin-O-hexoside, cyanidin-3-O-glucoside, cyanidin-O-pentoside, and cyanidin-3-O-dioxaloilglucoside). The developed colouring formulations revealed a good stability over time, in terms of anthocyanin concentration and colour parameters, and revealed to be safe for consumption, either concerning their low microbial load and lack of cytotoxicity. Thus, they represent a promising natural alternative to the massively used artificial colorants.
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Khattab, Rabie, Amyl Ghanem, and Marianne Su-Ling Brooks. "Stability of Haskap Berry (Lonicera Caerulea L.) Anthocyanins at Different Storage and Processing Conditions." Journal of Food Research 5, no. 6 (October 24, 2016): 67. http://dx.doi.org/10.5539/jfr.v5n6p67.
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The effect of freezing, frozen storage (–18 °C for 6 months), thawing, juice extraction, and hot-air drying on the anthocyanin profile of haskap berry (Lonicera caerulea L.) was investigated using RP-HPLC. Five anthocyanins (ANCs) were quantified: cyanidin 3,5-di-glucoside (4.27 % of the total ANCs), cyanidin 3-glucoside (89.39 %), cyanidin 3-rutinoside (2.07 %), pelargonidin 3-glucoside (0.83 %), and peonidin 3-O-glucoside (3.44 %). Freezing did not significantly affect the content of individual ANCs, while frozen storage resulted in significant reductions (16.00-24.50 %). Thawing the frozen berries in the microwave oven retained the highest content of different ANCs. The highest degradation, however, occurred while thawing at room temperature. Extracting juice from the berries significantly reduced the content of individual ANCs. Drying the berries to 25 % moisture content at 60, 100, and 140 ºC reduced the individual ANCs by 73.85-76.19, 78.46-80.95 and 90.77-95.40 %, respectively. The overall stability of the five ANCs during storage and processing is summarized by the following trend (from most to least stable): peonidin 3-O-glucoside > pelargonidin 3-glucoside > cyanidin 3,5-diglucoside > cyanidin 3-rutinoside > cyanidin 3-glucoside.
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Zhao, Changling, Weiming Guo, Junyu Chen, and Zhongchun Jiang*. "Anthocyanins From the Flowers of Prunus mume Sieb. et Zucc." HortScience 39, no. 4 (July 2004): 771C—771. http://dx.doi.org/10.21273/hortsci.39.4.771c.
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Mei (Prunus mume Sieb. et Zucc.) flower is one of the candidates for the national flower of the People's Republic of China. Several major anthocyanins from the flowers of P. mume Sieb. et Zucc. were isolated with MeOH-HOAc-water (10:1:9, v/v), and purified by paper chromatography and subsequent column chromatography. Specific chemical reactions, chromatographic and spectroscopic analyses indicated that the anthocyanins in `Nanjing Hongxu' (Nanjing red-bearded) were cyanidin 3-O-(6'-O-α-rhamnopyranosyl-β-glucopyranoside) and cyanidin 3-O-(6'-O-galloyl-3'-O-β-glucopyranosyl-β-glucopyranoside). Anthocyanins in `Nanjing Hong' (Nanjing red) were cyanidin 3-O-(6'-O-α-rhamnopyranosyl-β-glucopyranoside), cyanidin 3-O-(6'-O-galloyl-β-glucopyranoside) and cyanidin 3-O-(6'-O-E-feruloyl-βglucopyranoside). In addition to contributing to the blue flower color, the anthocyanins may improve the ability of the two cultivars to survive at low temperatures.
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Wang*, Shiow, and Wei Zheng. "Preharvest Application of Methyl Jasmonate Increases Content of Antioxidant Compounds and Oxygen Absorbing Capacities in Raspberries." HortScience 39, no. 4 (July 2004): 829B—829. http://dx.doi.org/10.21273/hortsci.39.4.829b.
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The effects of preharvest methyl jasmonate (MJ) application on fruit quality, flavonoid content and antioxidant capacity (ORAC) in black raspberry cv. Jewel (Rubus occidentalis L) were studied under field conditions. Raspberries treated with 0.1 mm methyl jasmonate had 20% higher soluble solids content, 20% higher total sugars, 16% higher fructose, 34% higher glucose and 30% lower titratable acids, 31% lower malic acid and 17% lower citric acid than untreated fruit. El-lagic acid, quercetin 3-glucoside, kaempferol 3-glucoside, kaempferol 3-glucuronide, cyanidin 3-glucoside and cyaniding 3-rutinoside were found in raspberry fruit extract. Cyanidin 3-rutinoside was the most dominant anthocyanin and was the major contributor to antioxidant activity in Jewel raspberries. MJ treatments significantly enhanced the content of anthocyanins by 92%, total phenolics by 53%, flavonoids by 98% and the antioxidant capacities by 74% in the fruit. The ORAC value was positively correlated with anthocyanins and total phenolics. In this study, the correlation coefficient for ORAC (y) vs anthocyanins (x) was 0.977 (y = 0.056x + 27.874), and that for ORAC (y) vs. total phenolics (x) was 0.988.
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Andoni, Mihaiela, Mihai Medeleanu, Mariana Ştefănuţ, Adina Căta, Ioana Ienaşcu, Cristian Tănasie, and Raluca Pop. "Theoretical determination of the redox electrode potential of cyanidin." Journal of the Serbian Chemical Society 81, no. 2 (2016): 177–86. http://dx.doi.org/10.2298/jsc150715075a.
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The electrode potential of cyanidin was determined both by experimental (cyclic voltammetry) and theoretical methods, at HF/6-311G(d) level of theory. An isodesmic reaction scheme, involving 1,2-benzoquinone as reference molecules, has been proposed for the computation of electrode potential of cyanidin. The results of the ab initio computations are in reasonable agreement with available experimental measurements; the differences between experiment and theory are within the range of 0.02-0.05V. Geometric parameters of the six more stable conformers of cyanidin are computed, as well as properties like atomic charges and contribution to the HOMO (Highest Occupied Molecular Orbital) energies of each hydroxyl group of the cyanidin.
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Iwashina, Tsukasa, Rinchen Yangzom, Yoshinori Murai, Kencho Dorji, Takayuki Mizuno, and Choki Wangmo. "Anthocyanins from the Red Flowers of Meconopsis wallichi in Bhutan." Natural Product Communications 13, no. 3 (March 2018): 1934578X1801300. http://dx.doi.org/10.1177/1934578x1801300322.
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Three anthocyanins were isolated from the red flowers of Meconopsis wallichi in Bhutan. They were characterized as cyanidin 3- O-glucoside, cyanidin 3- O-sambubioside and cyanidin 3- O-(succinylsambubioside) by UV-VIS, LC-MS, acid hydrolysis, alkaline saponification, and HPLC comparisons with authentic samples. The latter anthocyanin was reported in nature for the first time. However, flavonoids except for anthocyanins were not found in the flowers, showing that the red color is due to three cyanidin glycosides alone, without copigments and metals. Although the anthocyanins were reported from the blue flowers of three Meconopsis species, those of red flower Meconopsis species were characterized for the first time.
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Liu, Xiaobing, Dangling Zhang, Yaxing Hao, Qian Liu, Yuqi Wu, Xin Liu, Jing Luo, et al. "Cyanidin Curtails Renal Cell Carcinoma Tumorigenesis." Cellular Physiology and Biochemistry 46, no. 6 (2018): 2517–31. http://dx.doi.org/10.1159/000489658.
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Background/Aims: Cyanidin is an anthocyanin found in many foods. Although its variable antioxidant levels are well-documented, little is known about its effects on renal cell carcinoma (RCC) tumorigenesis. This study, therefore, investigated the effects of cyanidin on the proliferation, migration, and invasion of renal cell carcinoma lines and demonstrated, for the first time, significant inhibitory effects of cyanidin on RCC tumorigenesis. Methods: RCC cells were treated with different doses of cyanidin and the effects were tested by Cell Counting Kit-8 reagent, clone formation assay, transwell assay, and flow cytometry. Moreover, the cyanidin-mediated mechanism that curtailed tumorigenesis was analyzed by RNA sequencing (RNA-seq). Sequencing data from The Cancer Genome Atlas (TCGA) were used to compare the expression of both early growth response protein 1 (EGR1) and selenoprotein W (SEPW1) in RCC and tumor-free adjacent normal tissue samples. Real-time PCR (RT-PCR) and/or western blot were used to assess the expression of E-cadherin, cleaved-caspase3, Bcl2, p62, and ATG4. Results: We found significantly greater induction of cell-cycle arrest, apoptosis, and suppression of RCC cell invasion and migration at concentrations of 25 µM and 100 µM than at a concentration of 50 µM. It was also discovered, first through RNA-seq then confirmed by RT-PCR, that cyanidin (100 µM) inhibited RCC carcinogenesis through EGR1 and SEPW1. TCGA data indicated that the expression level of EGR1 was lower and that of SEPW1 was higher in RCC tumor tissue than in normal tissues. Moreover, western blot and/or RT-PCR indicated that cleaved-caspase3 was enhanced and E-cadherin was inhibited by cyanidin treatment. Furthermore, western blot and RT-PCR also showed regulation of p62 and ATG4, which are associated with autophagy. Cyanidin in vivo significantly inhibited the growth of xenografts in nude mice. Conclusions: The results of this study showed the therapeutic potential of cyanidin for the treatment of RCC and the prevention of recurrence and metastasis.
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Neves, Cláudia M. B., António Pinto, Fernando Gonçalves, and Dulcineia F. Wessel. "Changes in Elderberry (Sambucus nigra L.) Juice Concentrate Polyphenols during Storage." Applied Sciences 11, no. 15 (July 28, 2021): 6941. http://dx.doi.org/10.3390/app11156941.
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Elderberry (Sambucus nigra L.) juice concentrate is highly rich in polyphenols, particularly anthocyanins and flavonols, which have been associated with a wide range of health-promoting properties. Phenolic compounds, in particular anthocyanins, are unstable and may change during storage, which might influence the product color quality and its potential health effects. The aim of this study was to evaluate the changes in the polyphenols profile of elderberry juice concentrate produced at an industrial scale during seven months of storage at 5 °C and at room temperature. The total phenolic content, the total monomeric anthocyanins, the percent polymeric color, and the ABTS•+ scavenging activity were monitored over time. In addition, the profile and content of the main individual phenolic compounds were also assessed by HPLC-DAD. The results show that cyanidin-3-O-sambubioside, cyanidin-3-O-glucoside, cyanidin-3-O-sambubioside-5-O-glucoside, cyanidin-3,5-O-diglucoside, chlorogenic acid, rutin, and quercetin-3-O-glucoside were the main phenolic compounds identified. Storage at room temperature resulted in a strong reduction in total monomeric anthocyanin content accompanied by an increase in percent polymeric color values. Cyanidin-3-O-sambubioside and cyanidin-3-O-glucoside degraded faster than cyanidin-3,5-O-diglucoside and cyanidin-3-O-sambubioside-5-O-glucoside. Concentration of chlorogenic acid also decreased over storage, whereas rutin and quercetin-3-O-glucoside were quite stable. Storage at 5 °C caused a lower impact on the contents of anthocyanins and chlorogenic acid and the percent polymeric color was not affected. The total phenolic content and the in vitro antioxidant activity remained quite similar over the time, for both temperatures, suggesting that elderberry concentrates still preserve their health benefits of antioxidant capacity after seven months of storage.
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Werner, D. J., E. P. Maness, and W. E. Ballinger. "Fruit Anthocyanins in Three Sections of Prunus (Rosaceae)." HortScience 24, no. 3 (June 1989): 488–89. http://dx.doi.org/10.21273/hortsci.24.3.488.
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Abstract Fruit anthocyanins (ACY) of eight Prunus spp. representing two subgenera (subg.) and three sections (sect.) were analyzed using high-performance liquid chromatography (HPLC). Fruit of P. angustifolia Marsh., P. hortulana Bailey, and P. maritima Marsh. all North American members of subg. Prunus sect. Prunocerasus, were qualitatively identical in ACY composition, containing cyanidin-3-glucoside and cyanidin-3-rutinoside. Fruit of P. cerasifera Ehrh. and P. spinosa L., both Eurasian members of subg. Prunus sect. Prunus, contained small amounts of peonidin-3-gIuco-side and peonidin-3-rutinoside, in addition to the 3-glucoside and 3-rutinoside of cyanidin. Fruit of P. besseyi Bailey and P. pumila L. (subg. Lithocerasus sect. Microcerasus) contained cyanidin-3-glucoside and cyanidin-3-rutinoside. Fruit of P. pumila also contained trace amounts of peonidin-3-rutinoside. Fruit of P. japonica Thunb., a Chinese member of subg. Lithocerasus sect. Microcerasus, showed a complex ACY profile distinct from P. besseyi and P. pumila.
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Straßmann, Sarah, Maike Passon, and Andreas Schieber. "Chemical Hemisynthesis of Sulfated Cyanidin-3-O-Glucoside and Cyanidin Metabolites." Molecules 26, no. 8 (April 8, 2021): 2146. http://dx.doi.org/10.3390/molecules26082146.
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The metabolism of anthocyanins in humans is still not fully understood, which is partly due to the lack of reference compounds. It is known that sulfation is one way of the complex phase II biotransformation mechanism. Therefore, cyanidin-3-O-glucoside and the cyanidin aglycone were chemically converted to their sulfates by reaction with sulfur trioxide-N-triethylamine complex in dimethylformamide. The reaction products were characterized by UHPLC coupled to linear ion trap and IMS-QTOF mass spectrometry. Based on MS data, retention times, and UV-Vis spectra, the compounds could tentatively be assigned to A-, C-, or B-ring sulfates. Analysis of urine samples from two volunteers after ingestion of commercial blackberry nectar demonstrated the presence of two sulfated derivatives of the cyanidin aglycone and one sulfated derivative of the cyanidin-3-O-glucoside. It was found that both the A ring and the B ring are sulfated by human enzymes. This study marks an important step toward a better understanding of anthocyanin metabolism.
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Saito, Norio, Kenjiro Toki, Toshio Honda, and Koshiro Kawase. "Cyanidin 3-malonylglucuronylglucoside in Bellis and cyanidin 3-malonylglucoside in Dendranthema." Phytochemistry 27, no. 9 (January 1988): 2963–66. http://dx.doi.org/10.1016/0031-9422(88)80697-6.
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Bushmeleva, Kseniya, Alexandra Vyshtakalyuk, Dmitriy Terenzhev, Timur Belov, Evgeny Nikitin, and Vladimir Zobov. "Antioxidative and Immunomodulating Properties of Aronia melanocarpa Extract Rich in Anthocyanins." Plants 11, no. 23 (December 1, 2022): 3333. http://dx.doi.org/10.3390/plants11233333.
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The fruits of Aronia melanocarpa are well known due to their high anthocyanin content that may be effective in preventing certain health disorders arising from oxidative stress. Various polyphenolic compounds such as anthocyanins and flavonoids are responsible for the multiple effects of chokeberry. The aim of this study was to determine in vitro how active the black chokeberry anthocyanins are in scavenging radicals and to evaluate in vivo their immunomodulating capacity. Using the method of column chromatography, we extracted the anthocyanins of black chokeberries, i.e., cyanidin-3-O-galactoside with a purity of over 93.7%. Using HPLC and spectrophotometric analysis, the flavonoid content was determined. Following the analysis of the tests with AAPH and DPPH, the chokeberry cyanidin-3-O-galactoside was found much better than individual anthocyanins in regard to antioxidant capacity. The range of concentrations was revealed, showing the protective effect of anthocyanins on the RPMI-1788 cell culture against cyclophosphamide, as well as against osmotic and peroxide hemolysis. An immunomodulating effect on the functional activity of phagocytes was revealed in vivo as a result of oral administration of chokeberry cyanidin-3-O-galactoside and a mixture composed of cyanidin-3-O-glucoside and cyanidin-3-O-galactoside standards. Consequently, anthocyanins, in particular cyanidin-3-O-galactoside, play an important role, demonstrating immunomodulating effects when chokeberries are consumed.
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Hicks, E., M. Mentler, and B. D. Whitaker. "184 Effects of cyanidin supplementation on invitro maturation of pig oocytes." Reproduction, Fertility and Development 32, no. 2 (2020): 220. http://dx.doi.org/10.1071/rdv32n2ab184.
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Oxidative stress can have a negative effect on oocyte maturation during invitro production of pig embryos. Imbalance of reactive oxygen species and antioxidant levels can affect the progression of oocyte maturation up to the point of fertilization. Antioxidants are effective in maintaining more ideal reactive oxygen species levels, which help to protect oocytes from potential harmful effects of oxidative stress. Berries from the elder plant (Sambucus sp.) contain high levels of a broad spectrum of antioxidants. One of these antioxidants, cyanidin, when supplemented to maturation medium at 100μM concentrations, reduces reactive oxygen species formation and improves IVF and early embryonic development in pigs. However, changes in the enzyme mechanisms of action during oocyte maturation due to cyanidin supplementation are unknown. Therefore, the objective of this study was to characterise the intracellular oocyte enzyme mechanisms between oocytes supplemented with 100μM cyanidin during 40 to 44h of maturation (n=600) and oocytes without supplementation of cyanidin during maturation (n=558). At the end of maturation, oocytes were evaluated for either glutathione peroxidase (n=300), catalase (n=564), or superoxide dismutase (n=294) activities. Glutathione peroxidase activity was determined by following the rate of NADPH oxidation, catalase activity was determined by following the rate of hydrogen peroxide decomposition, and superoxide dismutase activity was determined by following the reduction rate of cytochrome c, utilising the xanthine-xanthine oxidase system. Data were analysed using ANOVA and Tukey's test. There were no significant differences between oocytes matured with 100μM cyanidin and those that were not when comparing glutathione peroxidase and superoxide dismutase activities. Supplementation of 100μM cyanidin to maturation medium increased (P<0.05) catalase activity in oocytes (0.78±0.15 units/oocyte) compared with no cyanidin supplementation (0.14±0.11 units/oocyte). These results indicate that supplementing 100μM cyanidin to the maturation medium of pig oocytes could reduce the negative effects of oxidative stress by increasing intracellular catalase activity during oocyte maturation.
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Song, Bo, Hai Xu, Longzheng Chen, Xiaoxue Fan, Zange Jing, Song Chen, and Zhigang Xu. "Study of the Relationship between Leaf Color Formation and Anthocyanin Metabolism among Different Purple Pakchoi Lines." Molecules 25, no. 20 (October 19, 2020): 4809. http://dx.doi.org/10.3390/molecules25204809.
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Purple pakchoi (Brassica rapa ssp. Chinensis) is particularly appreciated due to its high edible quality and ornamental value, but there are few studies on the underlying mechanisms of leaf color formation. To comprehensively assess the differences in purple formation in pakchoi, four lines of pakchoi with different purple leaves were used in this experiment to determine the pigment content and to investigate the distribution and components of anthocyanin using LCMS (Liquid Chromatography Mass Spectrometry) and leaf cross-sections. Moreover, the expression levels of anthocyanin synthesis-related genes in four lines were calculated by qRT-PCR. The results showed that three new purple lines rich in anthocyanin and of high-quality were bred, and the anthocyanin were mainly distributed in both the upper epidermis and lower epidermis of leaves. Thirteen anthocyanin components were separated and identified, all the anthocyanins were acylated and glycosylated cyanidins; the main anthocyanins in purple pakchoi were a diacylated form of cyanidin 3-trans-(feruloyl)diglucoside-5-(malonyl)glucoside. Both the ratio of non-aromatic acylated cyanidin to aromatic acylated cyanidin and the ratio of anthocyanin content to chlorophyll content were responsible for the color formation in different purple pakchoi lines. When the ratio was high, the leaf appeared reddish purple, and when the ratio was low, the leaf appeared deep purple, even blackish purple. The expression level of BrF3H was significantly correlated with the content of anthocyanin through the correlation coefficient, which was speculated to be the main anthocyanin synthesis-related gene resulting in color differences among the four purple pakchoi lines. These results will enhance our understanding for the cultivation of new purple pakchoi varieties.
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Kaurkovska, Veronika, and Kateryna Kaurkovska. "Interaction of cyanidin with a hydroxylated surface (kaolin), modeling the effect of pН." EUREKA: Life Sciences, no. 3 (October 3, 2022): 39–44. http://dx.doi.org/10.21303/2504-5695.2022.002583.
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The development of interest in anthocyanins in recent years is associated with an increase in the range of applications of these natural glycosides, contained in plants and berries, the color changes from red to blue with increasing pH. In addition to coloring properties (clay, fabric, hair), the use of anthocyanins – components of red and blue berries (including blueberries) – helps to reduce the risk of cardiovascular disease, Parkinson's disease and more.Most practical studies concern the interaction of anthocyanins with surfaces (clay, tissue, gastrointestinal mucosa, etc.) that have many hydroxyl groups. Therefore, the question of determining the approximate pH range is relevant, in which such an interaction is most likely. The aim of the work was to determine the priority form of the dye (according to the pH of the medium), which can be better fixed on the surface of kaolinSimulation of the interaction of cyanidin with the surface of white clay was performed by the Hartree-Fock-Rutaan method, using the GAMESS software package.The paper presents the results of modeling the interaction of different forms of the anthocyanin model – cyanidin (the content of cyanidin in plants is 50 % of the mass of all types of anthocyanins) in solutions with pH<3 (red – forms of cyanidin), 3<pH<7 (violet) and pH>7 (blue) with a hydroxylated surface of white clay – kaolin, having different types of hydroxyl groups.
The aglycone part of the cyanidin molecule artificially was approached at a distance of approximately 2.5 Å to the surface of kaolin.
It was shown, that the quinoid form of cyanidin (violet) was the most active of the three forms, mainly in interaction with the silanol groups of the kaolin surface. The form of cyanidin at pH<3 (red) have the lowest energies of interaction with the surface of kaolin
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Jakopič, Jerneja, Franci Štampar, and Robert Veberič. "Influence of Hail Net and Reflective Foil on Cyanidin Glycosides and Quercetin Glycosides in ‘Fuji’ Apple Skin." HortScience 45, no. 10 (October 2010): 1447–52. http://dx.doi.org/10.21273/hortsci.45.10.1447.
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The objective of this work was to compare the contents of cyanidin glycosides and quercetin glycosides in the skin of apples grown with or without hail nets and using reflective foil or not. Under hail nets, photosynthetically active radiation was 10% to 30% lower in comparison with the control treatment. Covering the orchard floor with reflective foil had a positive effect on lighting, particularly on the lower parts of the fruit. Fruit coloration depends on the contents of anthocyanins copigmented with flavonols, the synthesis of which is light-dependent. The content of the main cyanidin glycoside in ‘Fuji’ apple, cyanidin galactoside, was lowest in the control treatment as well as concentrations of cyanidin arabinoside and two other cyanidin pentosides. Reflective foil caused a higher cyanidin glycoside content. Among flavonols, quercetin galactoside, quercetin glucoside, quercetin pentoside, quercetin arabinofuranoside, quercetin xyloside, quercetin rutinoside, quercetin rhamnoside, and quercetin were detected. Hail net and reflective foil both affected the increasing quercetin–glycosides contents. The highest amounts were achieved in the treatment under the hail net, where the orchard floor was covered with reflective foil. We also analyzed catechin, epicatechin, and chlorogenic acid. The lowest amounts of these were measured in the skin of fruit grown on trees under hail nets. In the control treatment, contents of those phenolic compounds were equal or higher, whereas the highest concentrations were detected in the treatments using reflective foil, where lighting was also higher in comparison with the treatments without it.
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Thuy, Nguyen Minh, Vo Minh, Tran Ben, My Tuyen Thi Nguyen, Ho Ha, and Ngo Tai. "Identification of Anthocyanin Compounds in Butterfly Pea Flowers (Clitoria ternatea L.) by Ultra Performance Liquid Chromatography/Ultraviolet Coupled to Mass Spectrometry." Molecules 26, no. 15 (July 27, 2021): 4539. http://dx.doi.org/10.3390/molecules26154539.
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Butterfly pea flower have great sensory attraction, but they have not yet been used widely in Vietnam. Extracts of butterfly pea flowers can be used conveniently as a natural blue colorant for food products. In this study, the identification of anthocyanin compounds in butterfly pea flowers was performed by UPLC coupled with a UV and Mass spectrometer instrument. Positive and negative ion electrospray MS/MS chromatograms and spectra of the anthocyanin compounds were determined. By analyzing the chromatograms and spectra for each ion, five anthocyanins were identified in the butterfly pea flower extract; these were delphinidin-3-(6”‐p-coumaroyl)-rutinoside, cyanidin 3-(6”-p-coumaroyl)-rutinoside, delphinidin-3-(p-coumaroyl) glucose in both cis- and trans- isomers, cyanidin-3-(p-coumaroyl-glucoside) and delphinidin-3-pyranoside. Additionally, based on their intensity, it was determined that cyanidin-3-(p-coumaroyl-glucoside) was the most abundant anthocyanin, followed by cyanidin 3-(6”-p-coumaroyl)-rutinoside, delphinidin-3-(p-coumaroyl-glucoside), delphinidin-3-(6”-p-coumaroyl)-rutinoside and delphinidin-3-pyranoside. In this study, cyanidin derivatives were discovered in butterfly pea flower extract, where these compounds had not been detected in previous studies.
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Ilic, Stefan, and Vesna Paunovic. "Characteristics of curcumin dye used as a sensitizer in dye-sensitized solar cells." Facta universitatis - series: Electronics and Energetics 32, no. 1 (2019): 91–104. http://dx.doi.org/10.2298/fuee1901091i.
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Dye-sensitized solar cells are the closest mankind has come to replicating nature?s photosynthesis. The type of a dye influences the efficiency of these cells. In this paper we studied curcumin dye as a sensitizer in dye-sensitized solar cells and compared it with most often used cyanidin. The results have shown that curcumin has higher efficiency and higher absorption in the visible part of the spectrum compared to cyanidin. Simulation models of dye molecules, curcumin and cyanidin, are deprotonated upon adsorption on the titanium dioxide surface. The energy levels obtained from the calculation indicate a higher probability of electron transition from molecule to titanium dioxide surface in case of curcumin than in case of cyanidin. Based on these results, we concluded that curcumin dye has better properties as sensitizer in dye-sensitized solar cells.
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Marutani, M., C. S. Tang, R. Paull, and H. Kamemoto. "Anthocyanins in the Lavender Anthurium." HortScience 22, no. 4 (August 1987): 620–22. http://dx.doi.org/10.21273/hortsci.22.4.620.
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Abstract Two anthocyanins from Anthurium amnicola (Dressler) were identified as cyanidin 3-rutinoside and peonidin 3-rutinoside. HPLC chromatograms from spathe and spadix were similar. Cyanidin 3-rutinoside occurred in much larger amounts than peonidin 3-rutinoside.
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Rakic, Violeta, Ajda Ota, Spela Bornsek-Moze, Milena Miljkovic, Dusan Sokolovic, and Natasa Ulrih-Poklar. "The colour and stability of cyanidin and cyanidin 3-O-Β-glucopyranoside." Savremene tehnologije 3, no. 2 (2014): 5–9. http://dx.doi.org/10.5937/savteh1402005r.
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TAKEUCHI, Masayuki, Katsuki OHTANI, Yanju MA, Sanae KATO, Shingo SEMBA, Tsuyoshi KATOH, Nobutaka WAKAMIYA, and Takanobu TANIGUCHI. "Differential Effects of Cyanidin and Cyanidin-3-glucoside on Human Cell Lines." Food Science and Technology Research 17, no. 6 (2011): 515–21. http://dx.doi.org/10.3136/fstr.17.515.
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Rakić, Violeta, Åsmund Rinnan, Tomaž Polak, Mihaela Skrt, Milena Miljković, and Nataša Poklar Ulrih. "pH-induced structural forms of cyanidin and cyanidin 3-O-β-glucopyranoside." Dyes and Pigments 165 (June 2019): 71–80. http://dx.doi.org/10.1016/j.dyepig.2019.02.012.
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Vorsa, Nicholi, James Polashock, David Cunningham, and Robin Roderick. "Genetic Inferences and Breeding Implications from Analysis of Cranberry Germplasm Anthocyanin Profiles." Journal of the American Society for Horticultural Science 128, no. 5 (September 2003): 691–97. http://dx.doi.org/10.21273/jashs.128.5.0691.
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A diversity of anthocyanins exists among angiosperm species. Studies indicate that various anthocyanins differ in antioxidant potential, their bioavailability, and stability during processing. The fruit of the American cranberry, Vaccinium macrocarpon Ait., is recognized as having six anthocyanins, composed largely of 3-O-galactosides and 3-O-arabinosides, and to lesser amount (≈6%), 3-O-glucosides of the aglycones cyanidin and peonidin. This study analyzed proportions of these six anthocyanins from >250 accessions of a germplasm collection over harvest dates. Fruit samples from 78 selected accessions, based on the first year analysis, were also analyzed a second year. Principal component analysis identified general negative relationships between the proportions of cyanidin versus peonidin, arabinosides versus glucosides, and galactosides versus arabinosides and glucosides. These relationships were consistent across the 2 years. Most variation in germplasm anthocyanin profiles reflected variation of cyanidin versus peonidin proportions, with cyanidin to peonidin ratios ranging from 3.6:1 to 0.5:1. Variation for glycosylation profiles was also evident, with galactoside proportions ranging from 64% to 75%, arabinoside proportions ranging from 20% to 33%, and glucoside proportions ranging from 3% to 9%. Evidence for both significant qualitative and quantitative genetic variation exists for the methoxylation of cyanidin to peonidin. Significant quantitative genetic variation is also apparent for glycosylation.
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Araki, Risa, Akira Yada, Hirotsugu Ueda, Kenichi Tominaga, and Hiroko Isoda. "Differences in the Effects of Anthocyanin Supplementation on Glucose and Lipid Metabolism according to the Structure of the Main Anthocyanin: A Meta-Analysis of Randomized Controlled Trials." Nutrients 13, no. 6 (June 10, 2021): 2003. http://dx.doi.org/10.3390/nu13062003.
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The effectiveness of anthocyanins may differ according to their chemical structures; however, randomized clinical controlled trials (RCTs) or meta-analyses that examine the consequences of these structural differences have not been reported yet. In this meta-analysis, anthocyanins in test foods of 18 selected RCTs were categorized into three types: cyanidin-, delphinidin-, and malvidin-based. Delphinidin-based anthocyanins demonstrated significant effects on triglycerides (mean difference (MD): −0.24, p < 0.01), low-density lipoprotein cholesterol (LDL-C) (MD: −0.28, p < 0.001), and high-density lipoprotein cholesterol (HDL-C) (MD: 0.11, p < 0.01), whereas no significant effects were observed for cyanidin- and malvidin-based anthocyanins. Although non-significant, favorable effects on total cholesterol (TC) and HDL-C were observed for cyanidin- and malvidin-based anthocyanins, respectively (both p < 0.1). The ascending order of effectiveness on TC and LDL-C was delphinidin-, cyanidin-, and malvidin-based anthocyanins, and the differences among the three groups were significant (both p < 0.05). We could not confirm the significant effects of each main anthocyanin on glucose metabolism; however, insulin resistance index changed positively and negatively with cyanidin- and delphinidin-based anthocyanins, respectively. Therefore, foods containing mainly unmethylated anthocyanins, especially with large numbers of OH groups, may improve glucose and lipid metabolism more effectively than those containing methylated anthocyanins.