Log in

Relevant bibliographies by topics / C-glycosides / Journal articles

To see the other types of publications on this topic, follow the link: C-glycosides.

Journal articles on the topic 'C-glycosides'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 May 2024

Create a spot-on reference in APA, MLA, Chicago, Harvard, and other styles

Select a source type:

Consult the top 50 journal articles for your research on the topic 'C-glycosides.'

Next to every source in the list of references, there is an 'Add to bibliography' button. Press on it, and we will generate automatically the bibliographic reference to the chosen work in the citation style you need: APA, MLA, Harvard, Chicago, Vancouver, etc.

You can also download the full text of the academic publication as pdf and read online its abstract whenever available in the metadata.

Browse journal articles on a wide variety of disciplines and organise your bibliography correctly.

1

Iguchi, Tomoki, Naoki Takahashi, and Yoshihiro Mimaki. "A Total of Eight Novel Steroidal Glycosides Based on Spirostan, Furostan, Pseudofurostan, and Cholestane from the Leaves of Cestrum newellii." Molecules 25, no. 19 (September 28, 2020): 4462. http://dx.doi.org/10.3390/molecules25194462.

Full text

Abstract:

Previously, various steroidal glycosides were reported from plants of Cestrum species. However, phytochemical investigation has not been conducted on Cestrum newellii. A systematic phytochemical investigation of the leaves of C. newellii resulted in the isolation of eight novel steroidal glycosides (1–8), which were classified into three spirostanol glycosides (1–3), two furostanol glycosides (4 and 5), two pseudofurostanol glycosides (6 and 7), and one cholestane glycoside (8). In addition, three known cholestane glycosides (9–11) were isolated and identified. The structures of the new compounds were determined based on spectroscopic data and chemical transformations. Compounds 1 and 2 are spirostanol glycosides having hydroxy groups at C-2, C-3, C-12, and C-24 of the aglycone moiety. Although C. newellii is known to be a poisonous plant, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide assay exhibited that none of the isolated compounds were cytotoxic to HL-60 human promyelocytic leukemia cells.

APA, Harvard, Vancouver, ISO, and other styles

2

Peng, Wenwen, Xiaoxiang Fu, Yuyan Li, Zhonghua Xiong, Xugen Shi, Fang Zhang, Guanghua Huo, and Baotong Li. "Phytochemical Study of Stem and Leaf of Clausena lansium." Molecules 24, no. 17 (August 28, 2019): 3124. http://dx.doi.org/10.3390/molecules24173124.

Full text

Abstract:

Clausena lansium Lour. Skeels (Rutaceae) is widely distributed in South China and has historically been used as a traditional medicine in local healthcare systems. Although the characteristic components (carbazole alkaloids and coumarins) of C. lansium have been found to possess a wide variety of biological activities, little attention has been paid toward the other components of this plant. In the current study, phytochemical analysis of isolates from a water-soluble stem and leaf extract of C. lansium led to the identification of 12 compounds, including five aromatic glycosides, four sesquiterpene glycosides, two dihydrofuranocoumarin glycosides, and one adenosine. All compounds were isolated for the first time from the genus Clausena, including a new aromatic glycoside (1), a new dihydrofuranocoumarin glycoside (6), and two new sesquiterpene glycosides (8 and 9). The phytochemical structures of the isolates were elucidated using spectroscopic analyses including NMR and MS. The existence of these compounds demonstrates the taxonomic significance of C. lansium in the genus Clausena and suggests that some glycosides from this plant probably play a role in the anticancer activity of C. lansium to some extent.

APA, Harvard, Vancouver, ISO, and other styles

3

Avilov, Sergey A., Olga A. Drozdova, Vladimir I. Kalinin, Anatoly I. Kalinovsky, Valentin A. Stonik, Elena N. Gudimova, Ricardo Riguera, and Carlos Jiménez. "Article." Canadian Journal of Chemistry 76, no. 2 (February 1, 1998): 137–41. http://dx.doi.org/10.1139/v97-218.

Full text

Abstract:

Frondoside C (1) is a new sulfated nonholostane triterpene glycoside obtained (with the glycosides closed by aglycone structure as impurities) from the sea cucumber Cucumaria frondosa. Its structure has been elucidated on the basis of spectral data (NMR and MS) of compound 1 and of its desulfated derivative (2) obtained by solvolysis. Frondoside C (1) is just the seventh glycoside reported from sea cucumbers, having a lanostane-type aglycone devoid of the typical 18(20)- lactone ring.Key words: Cucumaria frondosa, sea cucumbers, frondosides, triterepene glycosides, antitumor activity.

APA, Harvard, Vancouver, ISO, and other styles

4

Wang, Xiaojing, and Paul H. Gross. "C-Glycoside Syntheses. 3. Diastereo-diversified C-Glycosides from D-Glucose." Journal of Organic Chemistry 60, no. 5 (March 1995): 1201–6. http://dx.doi.org/10.1021/jo00110a024.

Full text

APA, Harvard, Vancouver, ISO, and other styles

5

Wu, Tse Chong, Peter G. Goekjian, and Yoshito Kishi. "Preferred conformation of C-glycosides. 1. Conformational similarity of glycosides and corresponding C-glycosides." Journal of Organic Chemistry 52, no. 21 (October 1987): 4819–23. http://dx.doi.org/10.1021/jo00230a038.

Full text

APA, Harvard, Vancouver, ISO, and other styles

6

Goekjian, Peter G., Tse Chong Wu, and Yoshito Kishi. "Preferred conformation of C-glycosides. 6. Conformational similarity of glycosides and corresponding C-glycosides." Journal of Organic Chemistry 56, no. 22 (October 1991): 6412–22. http://dx.doi.org/10.1021/jo00022a038.

Full text

APA, Harvard, Vancouver, ISO, and other styles

7

Prakash, Indra, Sangphyo Hong, Gil Ma, Cynthia Bunders, Krishna P. Devkota, Romila D. Charan, Catherine Ramirez, and Tara M. Snyder. "Complete Structure Elucidation of New Steviol Glycosides Possessing 9 Glucose Units Isolated from Stevia rebaudiana." Natural Product Communications 12, no. 10 (October 2017): 1934578X1701201. http://dx.doi.org/10.1177/1934578x1701201008.

Full text

Abstract:

In our continued effort to discover new diterpene glycoside sweeteners from Stevia rebaudiana Bertoni with a better taste profile than that of rebaudioside M, we have isolated three novel steviol glycosides with 9 glucose units, 3 at the C-13 site of the aglycone backbone and 6 at the C-19 site. Compounds 2-4 contain an additional tri-glucosyl unit attached to the C-19 glycoside region of rebaudioside M. For compounds 2 and 3 this unit is attached via the relatively rare 1→6 α-glycoside linkage. For compound 4 this additional unit is attached via the uncommon 1→3 α-glycoside linkage. In this paper, we describe the complete structure elucidation of novel diterpene glycosides with 9 sugar moieties by NMR (1H, 13C, COSY, HSQC-DEPT, HMBC, 1D TOCSY, NOESY) and mass spectral data.

APA, Harvard, Vancouver, ISO, and other styles

8

Xie, Liangqin, Zeyuan Deng, Jie Zhang, Huanhuan Dong, Wei Wang, Banghuai Xing, and Xiaoru Liu. "Comparison of Flavonoid O-Glycoside, C-Glycoside and Their Aglycones on Antioxidant Capacity and Metabolism during In Vitro Digestion and In Vivo." Foods 11, no. 6 (March 20, 2022): 882. http://dx.doi.org/10.3390/foods11060882.

Full text

Abstract:

Flavonoids are well known for their extensive health benefits. However, few studies compared the differences between flavonoid O-glycoside and C-glycoside. In this work, flavonoid O-glycoside (isoquercitrin), C-glycoside (orientin), and their aglycones (quercetin and luteolin) were chosen to compare their differences on antioxidant activities and metabolism during in vitro digestion and in vivo. In vitro digestion, the initial antioxidant activity of the two aglycones was very high; however, they both decreased more sharply than their glycosides in the intestinal phase. The glycosidic bond of flavonoid O-glycoside was broken in the gastric and intestinal stage, while the C-glycoside remained unchanged. In vivo, flavonoid O-glycoside in plasma was more elevated than C-glycoside on the antioxidant activity; however, flavonoid C-glycoside in urine was higher than O-glycoside. These results indicate that differences of flavonoid glycosides and their aglycones on antioxidant activity are closely related to their structural characteristics and metabolism in different samples. Aglycones possessed higher activity but unstable structures. On the contrary, the sugar substituents reduced the activity of flavonoids while improving their stability and helping to maintain antioxidant activities after digestion. Especially the C-glycoside was more stable because the stability of the C–C bond is higher than that of the C–O bond, which contributes to the difference between flavonoid O-glycoside and C-glycoside on the absorption and metabolism in vivo. This study provided a new perspective for comparing flavonoid O-glycoside, flavonoid C-glycoside, and their aglycones on their structure–activity relationship and metabolism.

APA, Harvard, Vancouver, ISO, and other styles

9

Soriano, I. R., R. E. Asenstorfer, O. Schmidt, and I. T. Riley. "Inducible Flavone in Oats (Avena sativa) Is a Novel Defense Against Plant-Parasitic Nematodes." Phytopathology® 94, no. 11 (November 2004): 1207–14. http://dx.doi.org/10.1094/phyto.2004.94.11.1207.

Full text

Abstract:

The induction of defense compounds in oats (Avena sativa) in response to invasion by parasitic nematodes and to application of the wound hormone methyl jasmonate was examined. Oats cv. Quoll seedlings were challenged with Pratylenchus neglectus, Heterodera avenae, and Ditylenchus dipsaci and treated with 1 × 10-4 M methyl jasmonate. Three compounds, isolated in methanolic root and shoot extracts of oats, exhibiting an absorbance spectrum typical of flavone glycosides, were induced by nematode invasion and methyl jasmonate. These were identified as flavone-C-glycosides by mass spectrometry. The effect of the flavone-C-glycosides on the invasion by and development of cereal cyst nematode H. avenae was assessed using methanolic extracts of shoots and roots from methyl jasmonate-treated plants. Both extracts impaired nematode invasion and development. When the extracts were fractionated by high voltage paper electrophoresis, only one flavone-C-glycoside, O-methyl-apigenin-C-deoxyhexoside-O-hexoside, inhibited nematode invasion. The protective effect of the induction of flavone-C-glycosides in oats by methyl jasmonate was evaluated against H. avenae and P. neglectus. Treatment with methyl jasmonate reduced invasion of both nematodes and increased plant mass, compensating for damage caused by the nematodes, and is attributed to the active flavone-C-glycoside. The active compound, O-methyl-apigenin-C-deoxyhexoside-O-hexoside, has not been implicated previously in plant defense against any pest or pathogen, and appears to provide protection against the major cereal nematodes Heterodera and Pratylenchus.

APA, Harvard, Vancouver, ISO, and other styles

10

Zhang, Ruiqin, Ruiqi Tang, Jiahua Bi, Shanshan Shen, Qin Wu, Qihe Chen, and Yanjun Li. "Efficient Bioconversion of Stevioside and Rebaudioside A to Glucosylated Steviol Glycosides Using an Alkalihalobacillus oshimesis-Derived Cyclodextrin Glucanotransferase." Molecules 28, no. 3 (January 27, 2023): 1245. http://dx.doi.org/10.3390/molecules28031245.

Full text

Abstract:

The enzymatic transglycosylation of steviol glycosides can improve the edulcorant quality of steviol glycosides. Cyclodextrin glucanotransferase (CGTase) is one of the most popular glucanotransferases applied in this reaction. Herein, the CGTase-producing strain Alkalihalobacillus oshimensis CGMCC 23164 was isolated from Stevia planting soil. Using mass spectrometry-based secretome profiling, a high-efficiency CGTase that converted steviol glycosides to glucosylated steviol glycosides was identified and termed CGTase-13. CGTase-13 demonstrated optimal transglycosylation activity with 10 g/L steviol glycoside and 50 g/L soluble starch as substrates at <40 °C. Under the above conditions, the conversion rate of stevioside and rebaudioside A, two main components of steviol glycosides, reached 86.1% and 90.8%, respectively. To the best of our knowledge, this is the highest conversion rate reported to date. Compared with Toruzyme® 3.0 L, the commonly used commercial enzyme blends, glucosylated steviol glycosides produced using CGTase-13 exhibited weaker astringency and unpleasant taste, faster sweetness onset, and stronger sweetness intensity. Thus, CGTase provides a novel option for producing high-quality glucosylated steviol glycoside products and has great potential for industrial applications.

APA, Harvard, Vancouver, ISO, and other styles

11

Kalinovsky, Anatoly I., Alexandra S. Silchenko, Sergey A. Avilov, and Vladimir I. Kalinin. "The Assignment of the Absolute Configuration of C-22 Chiral Center in the Aglycones of Triterpene Glycosides from the Sea Cucumber Cladolabes schmeltzii and Chemical Transformations of Cladoloside C." Natural Product Communications 10, no. 7 (July 2015): 1934578X1501000. http://dx.doi.org/10.1177/1934578x1501000707.

Full text

Abstract:

The absolute R-configuration of the C-22 chiral center in cladoloside C (1) and therefore in all related glycosides isolated from the sea cucumber Cladolabes schmeltzii has been assigned by Mosher‘s method. Some chemical transformations of the native glycoside 1 were carried out to apply this method. This resulted in the isolation and elucidation of chemical structures of progenin 2 and artefact aglycones 3 and 4, obtained from 1 and assignment of the absolute R-configuration of C-22 in the progenin 2. The coincidence of C-22 configurations in the studied compounds with those of the earlier known lanostane-type aglycone of frondoside C and holostane-type aglycone of cladoloside C (1) confirms the generic biosynthetic pathways to different types of sea cucumber glycoside aglycones. It suggests the same R-configuration of C-22 chiral centers in all the sea cucumber glycosides having C-22 functionalities.

APA, Harvard, Vancouver, ISO, and other styles

12

Liu, Chen-Fu. "Recent Advances on Natural Aryl-C-glycoside Scaffolds: Structure, Bioactivities, and Synthesis—A Comprehensive Review." Molecules 27, no. 21 (November 1, 2022): 7439. http://dx.doi.org/10.3390/molecules27217439.

Full text

Abstract:

Aryl-C-glycosides, of both synthetic and natural origin, are of great significance in medicinal chemistry owing to their unique structures and stability towards enzymatic and chemical hydrolysis as compared to O-glycosides. They are well-known antibiotics and potent enzyme inhibitors and possess a wide range of biological activities such as anticancer, antioxidant, antiviral, hypoglycemic effects, and so on. Currently, a number of aryl-C-glycoside drugs are on sale for the treatment of diabetes and related complications. This review summarizes the findings on aryl-C-glycoside scaffolds over the past 20 years, concerning new structures (over 200 molecules), their bioactivities—including anticancer, anti-inflammatory, antioxidant, antivirus, glycation inhibitory activities and other pharmacological effects—as well as their synthesis.

APA, Harvard, Vancouver, ISO, and other styles

13

Berin, A., and N. M. S. Sunyoto. "The effect of methods and drying temperature on glycoside content (Stevioside and Rebaudioside A) in Stevia (Stevia rebaudiana): A systematic review." IOP Conference Series: Earth and Environmental Science 924, no. 1 (November 1, 2021): 012044. http://dx.doi.org/10.1088/1755-1315/924/1/012044.

Full text

Abstract:

Abstract The utilization of Stevia rebaudiana as an alternative sweetener in Indonesia is still low, this is caused by a lack of information about its processing from raw material until the extraction process to obtain the glycosides content. Glycosides are the sweetener compound in Stevia rebaudiana with a sweet taste up to 300 times of sucrose, which are stevioside and rebaudioside A. To obtain the glycosides content in stevia, stevia needs to be dried after harvest. Then, dried Stevia will be extracted to obtain the glycosides content. The research method used in this study was a systematic review of selected journals on a specific topic, then were analysed in both the theory and content. The purpose of this research is to analysing the effect of drying temperature on different drying methods on the glycoside compound of Stevia rebaudiana, observing drying temperature that is useful to obtain the optimal glycoside compound in Stevia rebaudiana, and to recommend the utilization of Stevia rebaudiana as an alternative sweetener in Indonesia. The result is the high temperature and low temperature can decrease the glycoside compound in Stevia rebaudiana. The dried temperature that is effective for drying stevia leaves to obtain the maximal glycosides is in the range of 40-60°C. The drying method that is effectively used is by an oven at 60°C as the suggested temperature. Stevia’s sweetener is potentially applied and developed in Indonesia and can be served in powder form because it is more efficient and decrease defect in dried condition and a much longer lifetime.

APA, Harvard, Vancouver, ISO, and other styles

14

Morris, Sandra A., Peter T. Northcote, and Raymond J. Andersen. "Triterpenoid glycosides from the Northeastern Pacific marine sponge Xestospongia vanilla." Canadian Journal of Chemistry 69, no. 9 (September 1, 1991): 1352–64. http://dx.doi.org/10.1139/v91-201.

Full text

Abstract:

Isoxestovanin A (6), xestovanin B (7), xestovanin C (8), dehydroxestovanin A (9), epidehydroxestovanin A (10), dehydroxestovanin C (11), and secodehydroxestovanin A (12), seven new triterpenoid glycosides, have been isolated from the Northeastern Pacific sponge Xestospongia vanilla. The structures of the metabolites were determined by a combination of spectroscopic analysis and chemical degradation. The aglycone of 6 has the new isoxestovanane triterpenoid carbon skeleton. Compounds 7, 8, and 11 are the first X. vanilla triterpenoid glycosides known to contain three monosaccharide subunits. Key words: triterpenoid, glycoside, sponge, Xestospongia.

APA, Harvard, Vancouver, ISO, and other styles

15

Kirmizibekmez, Hasan, Ihsan Çaliş, Pinar Akbay, and Otto Sticher. "Iridoid and Bisiridoid Glycosides from Globularia cordifolia." Zeitschrift für Naturforschung C 58, no. 5-6 (June 1, 2003): 337–41. http://dx.doi.org/10.1515/znc-2003-5-608.

Full text

Abstract:

Abstract From the methanolic extract of the underground parts of Globularia cordifolia, a new iridoid glycoside, 5-hydroxydavisioside (1) and a new bisiridoid glycoside, globuloside C (2) were isolated along with six known iridoid glycosides, aucubin, melampyroside, monomelittoside, globularifolin, alpinoside and asperuloside. The structures of the isolates were established by 1D and 2D NMR spectroscopy in combination with IR, UV and MS analyses.

APA, Harvard, Vancouver, ISO, and other styles

16

Brandle, Jim. "Genetic control of rebaudioside A and C concentration in leaves of the sweet herb, Stevia rebaudiana." Canadian Journal of Plant Science 79, no. 1 (January 1, 1999): 85–91. http://dx.doi.org/10.4141/p98-048.

Full text

Abstract:

Stevia rebaudiana Bertoni produces steviol glycoside sweeteners in its leaves that are up to 240 times sweeter than sugar. Understanding the genetic basis of glycoside proportions will aid in their manipulation through plant breeding. The experiments conducted in this study were focused on the genetic control of the proportions of two of those glycosides, rebaudioside A and rebaudioside C. The study was conducted using F2 population from crosses between two sets of parents with divergent glycoside profiles. Segregation in the first set of F2s showed that the presence/absence of rebaudioside A is controlled by a single dominant gene, but that the actual proportions of rebaudioside A may be controlled by multiple loci or alleles. In a second cross, proportions of rebaudioside A and rebaudioside C were found to co-segregate and were shown to be controlled by a single additive gene. This result suggests that both rebaudioside A and C are synthesized by the same enzyme. The results were used to propose a model for glycosylation of steviol glycosides. Key words: Diterpene glycoside, genetic analysis, glycosylation, biosynthetic model

APA, Harvard, Vancouver, ISO, and other styles

17

Titova, A. A., and V. S. Batyuk. "C-glycosides ofCrataegus curvisepala." Chemistry of Natural Compounds 22, no. 3 (1986): 348. http://dx.doi.org/10.1007/bf00598320.

Full text

APA, Harvard, Vancouver, ISO, and other styles

18

Boguslavskaya, L. I., A. I. Tikhonov, P. D. Pashnev, Bekkari Zhemal, and V. I. Sklyar. "C-glycosides ofStellaria holostea." Chemistry of Natural Compounds 21, no. 3 (1985): 385. http://dx.doi.org/10.1007/bf00574225.

Full text

APA, Harvard, Vancouver, ISO, and other styles

19

WANG, X., and P. H. GROSS. "ChemInform Abstract: C-Glycoside Syntheses. Part 3. Diastereodiversified C-Glycosides from D-Glucose." ChemInform 26, no. 35 (August 17, 2010): no. http://dx.doi.org/10.1002/chin.199535252.

Full text

APA, Harvard, Vancouver, ISO, and other styles

20

Zou, Wei. "C-Glycosides and Aza-C-Glycosides as Potential Glycosidase and Glycosyltransferase Inhibitors." Current Topics in Medicinal Chemistry 5, no. 14 (November 1, 2005): 1363–91. http://dx.doi.org/10.2174/156802605774642999.

Full text

APA, Harvard, Vancouver, ISO, and other styles

21

Яковишин (Yakovishin), Леонид (Leonid) Александрович (Aleksandrovich), and Владимир (Vladimir) Иванович (Ivanovich) Гришковец (Grishkovets). "MOLECULAR COMPLEXES OF IVY TRITERPENE GLYCOSIDES WITH CHOLESTEROL." chemistry of plant raw material, no. 4 (December 11, 2018): 133–40. http://dx.doi.org/10.14258/jcprm.2018043607.

Full text

Abstract:

Molecular complexes of cholesterol with dominant triterpene saponins from members of the ivy genus Hedera L. (Araliaceae Juss.) – monodesmosidic glycoside α-hederin (hederagenin 3-O-α-L-rhamnopyranosyl-(1→2)-O-α-L-arabinopyranoside) and bisdesmosidic glycoside hederasaponin C (hederagenin 3-O-α-L-rhamnopyranosyl-(1→2)-O-α-L-arabinopyranosyl-28-О-α-L-rhamnopyranosyl-(1→4)-О-β-D-glucopyranosyl-(1→6)-О-β-D-glucopyranoside) as well as with minor monodesmosidic glycoside hederoside F (hederagenin 3-О-β-D-glucopyranosyl-(1→2)-О-β-D-glucopyranoside) have been prepared. The complexation has been investigated by methods of isomolar series in the spectrophotometric version and FT-IR spectroscopy with a universal optical attenuated total reflection (ATR) accessory. It was shown that a-hederin, hederasaponin C and hederoside F form a 1 : 1 complexes with cholesterol, having a stability constants (5.6±0.1)×104, (4.7±0.1)×104 and (6.0±0.6)×104 M–1 respectively (in 70% aqueous ethanol et 25 °С). The constants are calculated on the basis of isomolar curves. The complexes of cholesterol with ivy monodesmosidic glycosides are more stable. Intermolecular interaction in the complexes is carried out by hydrogen bonds formation of type –С=О···Н–О– (for monodesmosidic glycosides) and –(Н)О···Н–О– (for bisdesmosidic glycoside). Hydrophobic contacts of the aglycone part of glycosides (hederagenin) with a lipophilic cholesterol molecule are possible. As a result, changes in some frequencies of the absorption bands of CH bonds are observed, which was established by IR spectroscopy.

APA, Harvard, Vancouver, ISO, and other styles

22

Kostelac, Anja, Leander Sützl, Jolanta Puc, Valentina Furlanetto, Christina Divne, and Dietmar Haltrich. "Biochemical Characterization of Pyranose Oxidase from Streptomyces canus—Towards a Better Understanding of Pyranose Oxidase Homologues in Bacteria." International Journal of Molecular Sciences 23, no. 21 (November 6, 2022): 13595. http://dx.doi.org/10.3390/ijms232113595.

Full text

Abstract:

Pyranose oxidase (POx, glucose 2-oxidase; EC 1.1.3.10, pyranose:oxygen 2-oxidoreductase) is an FAD-dependent oxidoreductase and a member of the auxiliary activity (AA) enzymes (subfamily AA3_4) in the CAZy database. Despite the general interest in fungal POxs, only a few bacterial POxs have been studied so far. Here, we report the biochemical characterization of a POx from Streptomyces canus (ScPOx), the sequence of which is positioned in a separate, hitherto unexplored clade of the POx phylogenetic tree. Kinetic analyses revealed that ScPOx uses monosaccharide sugars (such as d-glucose, d-xylose, d-galactose) as its electron-donor substrates, albeit with low catalytic efficiencies. Interestingly, various C- and O-glycosides (such as puerarin) were oxidized by ScPOx as well. Some of these glycosides are characteristic substrates for the recently described FAD-dependent C-glycoside 3-oxidase from Microbacterium trichothecenolyticum. Here, we show that FAD-dependent C-glycoside 3-oxidases and pyranose oxidases are enzymes belonging to the same sequence space.

APA, Harvard, Vancouver, ISO, and other styles

23

Utami, Prawesty Diah, Herin Setianingsih, and Dewi Ratih Tirto Sari. "In Silico Approach Triterpene Glycoside of H. atra Targeting Orotidine 5-Monophosphate Decarboxylase Protein (PfOMPDC) in P. falciparum Infection Mechanism." BioMed Research International 2024 (April 1, 2024): 1–14. http://dx.doi.org/10.1155/2024/5924799.

Full text

Abstract:

This study accessed the potential antimalarial activity of triterpene glycoside of H. atra through targeting orotidine 5-monophosphate decarboxylase protein (PfOMPDC) in P. falciparum by molecular docking. Nine triterpene glycosides from H. atra extract modeled the structure by the Corina web server and interacted with PfOMPDC protein by using Hex 8.0.0. The docking results were visualized and analyzed by Discovery Studio version 21.1.1. 17-Hydroxyfuscocineroside B showed the lowest binding energy in PfOMPDC interaction, which was -1,098.13 kJ/mol. Holothurin A3, echinoside A, and fuscocineroside C showed low binding energy. Nine triterpene glycosides of H. atra performed interaction with PfOMPDC protein at the same region. Holothurin A1 posed interaction with PfOMPDC protein by 8 hydrogen bonds, 3 hydrophobic interactions, and 8 unfavorable bonds. Several residues were detected in the same active sites of other triterpene glycosides. Residue TYR111 was identified in all triterpene glycoside complexes, except holothurin A3 and calcigeroside B. In summary, the triterpene glycoside of H. atra is potentially a drug candidate for malaria therapeutic agents. In vitro and in vivo studies were required for further investigation.

APA, Harvard, Vancouver, ISO, and other styles

24

Whaley, Andrey Kennet, Anastasiya Olegovna Ponkratova, Anastasiya Andreyevna Orlova, Evgeni Borisovich Serebryakov, Stanislav Ivanovich Selivanov, Sergey Vladimirovich Krivoshchekov, Mikhail Valer'yevich Belousov, Peter Proksch, and Владимир Геннадьевич Luzhanin. "ANALYSIS OF FLAVONES C-GLYCOSIDES AND AND STEPWISE HYDROLYSIS OF THEIR ACETATES IN THE LEAVES OF RUBUS CHAMAEMORUS L." chemistry of plant raw material, no. 2 (June 10, 2021): 257–65. http://dx.doi.org/10.14258/jcprm.2021029185.

Full text

Abstract:

The C-glycoside embinin and its mono- and diacetate derivatives have immunotropic and cardiotonic activity, which makes the search for plants that contain them interesting. Embinin and its acetate derivatives were previously isolated only from some plants of the genus Iris, the habitat and growing conditions of which are very different from those of the genus Rubus. As a result of the study, the structure of seven C-glycosides, embinin derivatives, isolated from the leaves of Rubus chamaemorus L. (Rosaceae) was established. Using HR-ESI-MS, HPLC-MS, as well as one- and two-dimensional NMR spectroscopy, the structure of three substances isolated in individual form was established: embinin (1) and its diacetyl derivatives – 2''',3'''-diacetylembinin (5) and 3''',4'''-diacetylembinin (7). The method of stepwise hydrolysis of C-glycoside acetate residues proposed in this study, followed by HPLC analysis of the resulting hydrolysis products, made it possible to establish the structure of minor flavone C-glycosides contained in the leaves of Rubus chamaemorus L.: 2'''-acetylembinin (2), 3'''-acetylembinin (3), 4'''-acetylembinin (4) and 2''',4'''-diacetylembinin (6). All these compounds were found in the leaves of Rubus chamaemorus L. for the first time. The C-glycosides - embinin and its acetate derivatives are rare metabolites of higher plants, the presence of which is determined by the peculiarity of their physiology, and the biological activity determines the prospects for medical use.

APA, Harvard, Vancouver, ISO, and other styles

25

Redpath, Philip, Kerry A. Ness, Joanne Rousseau, Simon J. F. Macdonald, and Marie E. Migaud. "Facile access to new C-glycosides and C-glycoside scaffolds incorporating functionalised aromatic moieties." Carbohydrate Research 402 (January 2015): 25–34. http://dx.doi.org/10.1016/j.carres.2014.10.030.

Full text

APA, Harvard, Vancouver, ISO, and other styles

26

Krzaczek, Tadeusz, and Monika Gawrońska-Grzywacz. "Flavonoids and coumarins from Hieracium pilosella L. (Asteraceae)." Acta Societatis Botanicorum Poloniae 78, no. 3 (2011): 189–95. http://dx.doi.org/10.5586/asbp.2009.023.

Full text

Abstract:

Typical chromatographic methods were successfully applied to isolate nine flavonoid compounds and two coumarin glycosides from the inflorescences and the herb of <em>Hieracium pilosella</em> L. Repeated column chromatography, occasionally paper chromatography and recrystallization made the separation of three flavonoid aglycones and six glycosides - possible. Coumarin glycosides were isolated by preparative thin layer chromatography. Subsequent UV, NMR and MS analyses have led to identification of the following flavonoid derivatives: known for the species - apigenin, luteolin, luteolin 7-O- ß-glucopyranoside, luteolin 4’-O-ß-glucopyranoside, isoetin 7-O-ß- -glucopyranoside, isoetin 4’-O-ß-glucuronide and new for the species – kaempferol 3-methyl ether and apigenin 7-O-ß-glucopyranoside. Third isoetin glycoside contained two different sugar moieties: xylose and glucose, probably attached to the hydroxyl groups at C-4’ or C-4’ and C-2’(or 5’) of an aglycone. Umbelliferone 7-O-ß-glucopyranoside (skimmin) and new for the genus Hieracium esculetin 7-O-ß-glucopyranoside (cichoriin) were determined by NMR and MS methods.

APA, Harvard, Vancouver, ISO, and other styles

27

Itoh, Tomohiro, Mai Muramatsu, Daiki Miyazono, Mamoru Koketsu, Shingo Fujita, and Toshiharu Hashizume. "Phenolic Glycosides Citrulluside H and Citrulluside T Isolated From Young Watermelon (Citrullus lanatus) Fruit Have Beneficial Effects Against Cutibacterium acnes-Induced Skin Inflammation." Natural Product Communications 18, no. 1 (December 30, 2022): 1934578X2211432. http://dx.doi.org/10.1177/1934578x221143202.

Full text

Abstract:

Acne vulgaris, typically caused by Cutibacterium acnes ( C. acnes) involves chronic inflammation of the sebaceous follicles and is the most common skin disease, afflicting 85% of adolescents. We previously isolated 2 novel phenolic glycosides, 2-caffeoyl-3-hydroxy-3-methylbutyric 4′-β-D-glucopyranosyloxy-3′-hydroxybenzyl ester (citrulluside H [CH]) and 2-caffeoyl-3-hydroxy-3-methylbutyric 4′-β-d-glucopyranosyloxybenzyl ester (citrulluside T [CT]), from young fruits of watermelon ( Citrullus lanatus). Both compounds suppressed UVB-induced photoaging in human fibroblasts by scavenging intracellular reactive oxygen species (ROS) and thus might be useful as natural skin care ingredients. In this study, we examined the inhibitory effects of these phenolic glycosides on C. acnes growth and C.acnes-induced inflammation. Neither phenolic glycoside inhibited the growth of C. acnes. However, they both significantly suppressed toll-like receptor (TLR) 1/2 or TLR2/6/nuclear factor κB (NF-κB) signaling in heat-killed C. acnes (hk- C. acnes) -stimulated RAW264.7 cells. Additionally, both phenolic glycosides decreased the expression of M1 macrophage biomarkers (cluster of differentiation [ CD] 80, CD86, and inducible NO synthase [ iNOS]), suggesting that they attenuate M1 macrophage activation. These results indicated that both CH and CT are potential therapeutic substances against C. acnes-induced skin inflammation.

APA, Harvard, Vancouver, ISO, and other styles

28

Cipolla, Laura, Amalia Palma, Barbara La Ferla, and Francesco Nicotra. "Synthesis of nojirimycin C-glycosides." Journal of the Chemical Society, Perkin Transactions 1, no. 19 (August 29, 2002): 2161–65. http://dx.doi.org/10.1039/b206623h.

Full text

APA, Harvard, Vancouver, ISO, and other styles

29

Witczak, Zbigniew J. "The Chemistry of C-Glycosides." Journal of Carbohydrate Chemistry 15, no. 5 (July 1996): 651–52. http://dx.doi.org/10.1080/07328309608005682.

Full text

APA, Harvard, Vancouver, ISO, and other styles

30

Adinarayana, D., and P. Ramachandraiah. "C-Glycosides of Rhynchosia cana." Journal of Natural Products 49, no. 6 (November 1986): 1158–59. http://dx.doi.org/10.1021/np50048a048.

Full text

APA, Harvard, Vancouver, ISO, and other styles

31

Gallagher, T. C. "The Chemistry of C-Glycosides." Carbohydrate Research 289 (August 1996): C1—C2. http://dx.doi.org/10.1016/0008-6215(96)00104-8.

Full text

APA, Harvard, Vancouver, ISO, and other styles

32

El Telbani, Emad, Sayed El Desoky, Mahmoud Ahmed Hammad, Abdel Rahman Hassan Abdel Rahman, and Richard R. Schmidt. "C-Glycosides of Visnagin Analogues." European Journal of Organic Chemistry 1998, no. 11 (November 1998): 2317–22. http://dx.doi.org/10.1002/(sici)1099-0690(199811)1998:11<2317::aid-ejoc2317>3.0.co;2-i.

Full text

APA, Harvard, Vancouver, ISO, and other styles

33

Martin, S. F. "Unified strategy for the synthesis of C-aryl glycosides." Pure and Applied Chemistry 75, no. 1 (January 1, 2003): 63–70. http://dx.doi.org/10.1351/pac200375010063.

Full text

Abstract:

A unified approach for the synthesis of the four major groups of C-aryl glycosides has been developed. The strategy incorporates two integrated approaches, the first of which features the [4+2] cycloaddition of a glycosyl furan with a substituted benzyne followed by the acid-catalyzed opening of the resultant adduct. The second route involves the sequential palladium-catalyzed opening of a benzyne-furan cycloadduct with an iodo glycal followed by oxidation of the resultant dihydronaphthol ring and reduction of the glycal moiety. The utility of this strategy has been established by a concise formal synthesis of the C-aryl glycoside antibiotic galtamycinone.

APA, Harvard, Vancouver, ISO, and other styles

34

Santos, Javier de, Ana M. Díaz Lanza, Lidia Fernández, and Angel Rumbero. "Isoangoroside C, a Phenylpropanoid Glycoside from Scrophularia scorodonia Roots." Zeitschrift für Naturforschung C 55, no. 5-6 (June 1, 2000): 333–36. http://dx.doi.org/10.1515/znc-2000-5-606.

Full text

Abstract:

A new phenylpropanoid glycoside isoangoroside C was isolated from the roots of Scrophularia scorodonia. Its structure was determined on the basis of spectral data as: 3-hydroxy- 4-methoxy-β-phenylethoxy-O-α-ʟ-arabinopyranosyl-(1→6)α ʟ-rhamnopyranosyl-(l→3)-4-O- Z-feruloyl-β-ᴅ -glucopyranoside. Additionally, one known phenylpropanoid, angoroside C, and five known iridoid glycosides, harpagoside, bartsioside, 8-O-acetyl-harpagide, aucuboside and harpagide were isolated and identified.

APA, Harvard, Vancouver, ISO, and other styles

35

Aranda-González, Irma, David Betancur-Ancona, Luis Chel-Guerrero, and Yolanda Moguel-Ordóñez. "Effect of different drying methods on the composition of steviol glycosides in Stevia rebaudiana Bertoni leaves." International Agrophysics 31, no. 1 (January 1, 2017): 139–44. http://dx.doi.org/10.1515/intag-2016-0036.

Full text

Abstract:

Abstract Drying techniques can modify the composition of certain plant compounds. Therefore, the aim of the study was to assess the effect of different drying methods on steviol glycosides in Stevia rebaudiana Bertoni leaves. Four different drying methods were applied to Stevia rebaudiana Bertoni leaves, which were then subjected to aqueous extraction. Radiation or convection drying was performed in stoves at 60°C, whereas shade or sun drying methods were applied at 29.7°C and 70% of relative humidity. Stevioside, rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, dulcoside A, and steviolbioside were quantified by a validated HPLC method. Among steviol glycosides, the content (g 100 g−1 dry basis) of stevioside, rebaudioside A, rebaudioside B, and rebaudioside C varied according to the drying method. The total glycoside content was higher in sun-dried samples, with no significant differences compared to shade or convection drying, whereas radiation drying adversely affected the content of rebaudioside A and rebaudioside C (p <0.01) and was therefore a method lowering total glycoside content. The effect of the different drying methods was also reflected in the proportion of the sweetener profile. Convection drying could be suitable for modern food processing industries while shadow or sun drying may be a low-cost alternative for farmers.

APA, Harvard, Vancouver, ISO, and other styles

36

Watanabe, Kazuki, Yoshihiro Mimaki, Haruhiko Fukaya, and Yukiko Matsuo. "Cycloartane and Oleanane Glycosides from the Tubers of Eranthis cilicica." Molecules 24, no. 1 (December 25, 2018): 69. http://dx.doi.org/10.3390/molecules24010069.

Full text

Abstract:

Phytochemical analysis of the tubers of Eranthis cilicica was performed as part of our continuous study on the plants of the family Ranunculaceae, which resulted in the isolation of eleven new cycloartane glycosides (1–11) and one new oleanane glycoside (13), together with one known oleanane glycoside (12). The structures of the new compounds were determined by extensive spectroscopic analysis, including two-dimensional (2D) NMR, and enzymatic hydrolysis followed by either X-ray crystallographic or chromatographic analysis. The aglycone (1a) of 2 and its C-23 epimer (8a), and the oleanane glycosides (12 and 13) showed cytotoxic activity against HL-60 leukemia cells with IC50 values ranging from 10.6 μM to 101.6 μM. HL-60 cells were much more sensitive to 8a (IC50 14.8 μM) than 1a (IC50 101.1 μM), indicating that the C-23 configuration is associated with the cytotoxicity of these cycloartane derivatives. Compound 12 was revealed so as to partially induce apoptotic cell death in HL-60 cells, as was evident from morphology of HL-60 cells treated with 12.

APA, Harvard, Vancouver, ISO, and other styles

37

Wang, Fengqin, Fuxia Hu, Zhenjia Zheng, Haoyan Zhao, Qitong An, and Zhaosheng Wang. "Extraction, Purification, and Component Identification of Monoterpene Glycosides from Paeonia suffruticosa Seed Meal." Molecules 28, no. 8 (April 15, 2023): 3498. http://dx.doi.org/10.3390/molecules28083498.

Full text

Abstract:

Paeonia suffruticosa (P. suffruticosa) seed meal is a byproduct of P. suffruticosa seed processing, which contains bioactive substances such as monoterpene glycosides, and has not been effectively utilized at present. In this study, monoterpene glycosides were extracted from P. suffruticosa seed meal using an ultrasound-assisted ethanol extraction process. The monoterpene glycoside extract was then purified by macroporous resin and identified using HPLC-Q-TOF-MS/MS. The results indicated the following optimal extraction conditions: ethanol concentration, 33%; ultrasound temperature, 55 °C; ultrasound power, 400 W; liquid–material ratio, 33:1; and ultrasound time, 44 min. Under these conditions, the yield of monoterpene glycosides was 121.03 mg/g. The purity of the monoterpene glycosides increased from 20.5% (crude extract) to 71.2% (purified extract) when using LSA-900C macroporous resin. Six monoterpene glycosides (oxy paeoniflorin, isomaltose paeoniflorin, albiflorin, 6′-O-β-D-glucopyranoside albiflorin, paeoniflorin, and Mudanpioside i) were identified from the extract using HPLC-Q-TOF-MS/MS. The main substances were albiflorin and paeoniflorin, and the contents were 15.24 mg/g and 14.12 mg/g, respectively. The results of this study can provide a theoretical basis for the effective utilization of P. suffruticosa seed meal.

APA, Harvard, Vancouver, ISO, and other styles

38

Silchenko, Kalinovsky, Avilov, Kalinin, Andrijaschenko, Dmitrenok, Popov, and Chingizova. "Structures and Bioactivities of Psolusosides B1, B2, J, K, L, M, N, O, P, and Q from the Sea Cucumber Psolus fabricii. The First Finding of Tetrasulfated Marine Low Molecular Weight Metabolites." Marine Drugs 17, no. 11 (November 6, 2019): 631. http://dx.doi.org/10.3390/md17110631.

Full text

Abstract:

Ten new di-, tri- and tetrasulfated triterpene glycosides, psolusosides B1 (1), B2 (2), J (3), K (4), L (5), M (6), N (7), O (8), P (9), and Q (10), were isolated from the sea cucumber Psolus fabricii collected in the Sea of Okhotsk near the Kurile Islands. Structures of these glycosides were established by two-dimensional (2D) NMR spectroscopy and HR-ESI mass-spectrometry. It is particularly interesting that highly polar compounds 9 and 10 contain four sulfate groups in their carbohydrate moieties, including two sulfates in the same terminal glucose residue. Glycoside 2 has an unusual non-holostane aglycone with 18(16)-lactone and a unique 7,8-epoxy fragment. Cytotoxic activities of compounds 1–10 against several mouse cell lines such as Ehrlich ascites carcinoma cells, neuroblastoma Neuro 2A, normal epithelial JB-6 cells, and erythrocytes were quite different depending both on structural peculiarities of these glycosides and the type of cells subjected to their actions. Psolusoside L (5), pentaoside, with three sulfate groups at C-6 of two glucose and one 3-O-methylglucose residue and holostane aglycone, is the most active compound in the series. The presence of a sulfate group at C-2 of the terminal glucose residue attached to C-4 of the first (xylose) residue significantly decreases activities of the corresponding glycosides. Psolusosides of group B (1, 2, and known psolusoside B) are inactive in all tests due to the presence of non-holostane aglycones and tetrasaccharide-branched sugar chains sulfated by C-2 of Glc4.

APA, Harvard, Vancouver, ISO, and other styles

39

Anhut, Siegbert, Jutta Biehl, Tassilo Seeger, Rüdiger Mues, and H. Dietmar Zinsmeister. "Flavone-C-Glycosides from the Mosses Plagiomnium elatum and Plagiomnium cuspidatum." Zeitschrift für Naturforschung C 47, no. 9-10 (October 1, 1992): 654–60. http://dx.doi.org/10.1515/znc-1992-9-1002.

Full text

Abstract:

In Plagiomnium elatum the new di-C-glycosides 6-C-β-D-glucopyranosyl-8-C-α-L-rhamnopyranosyl- luteolin (Elatin) and 6-C-hexosyl-8-C-rhamnosyl-chrysoeriol were detected. Furthermore four known flavone-C-glycosides were identified. The main glycosides of Plagiomnium cuspidatum are 6-C-glucosyl-7-O-glucosides of apigenin, luteolin and chrysoeriol respectively.

APA, Harvard, Vancouver, ISO, and other styles

40

Liu, Yan, and Timothy Gallagher. "C-Glycosides of 2-Amino-2-deoxy Sugars. β-C-Glycosides and 1,1-Disubstituted Variants." Organic Letters 6, no. 14 (July 2004): 2445–48. http://dx.doi.org/10.1021/ol0491540.

Full text

APA, Harvard, Vancouver, ISO, and other styles

41

Dondoni, Alessandro, Alessia Boscarato, and Helene Zuurmond. "Synthesis of C-disaccharides from C-formyl glycosides." Tetrahedron Letters 37, no. 42 (October 1996): 7587–90. http://dx.doi.org/10.1016/0040-4039(96)01667-x.

Full text

APA, Harvard, Vancouver, ISO, and other styles

42

Xu, Ting, Yangjun Lv, Yuhan Cui, Dongchen Liu, Tao Xu, Baiyi Lu, and Xuan Yang. "Properties of Dietary Flavone Glycosides, Aglycones, and Metabolites on the Catalysis of Human Endoplasmic Reticulum Uridine Diphosphate Glucuronosyltransferase 2B7 (UGT2B7)." Nutrients 15, no. 23 (November 28, 2023): 4941. http://dx.doi.org/10.3390/nu15234941.

Full text

Abstract:

Flavone glycosides, their aglycones, and metabolites are the major phytochemicals in dietary intake. However, there are still many unknowns about the cellular utilization and active sites of these natural products. Uridine diphosphate glucuronosyltransferases (UGTs) in the endoplasmic reticulum have gene polymorphism distribution in the population and widely mediate the absorption and metabolism of endogenous and exogenous compounds by catalyzing the covalent addition of glucuronic acid and various lipophilic chemicals. Firstly, we found that rutin, a typical flavone O-glycoside, has a stronger UGT2B7 binding effect than its metabolites. After testing a larger number of flavonoids with different aglycones, their aglycones, and metabolites, we demonstrated that typical dietary flavone O-glycosides generally have high binding affinities towards UGT2B7 protein, but the flavone C-glycosides and the phenolic acid metabolites of flavones had no significant effect on this. With the disposition of 4-methylumbelliferone examined by HPLC assay, we determined that 10 μM rutin and nicotifiorin could significantly inhibit the activity of recombinant UGT2B7 protein, which is stronger than isovitexin, vitexin, 3-hydroxyphenylacetic acid and 3,4-dihydroxyphenylacetic acid. In addition, in vitro experiments showed that in normal and doxorubicin-induced lipid composition, both flavone O-glycosides rutin and flavone C-glycosides isovitexin at 10 μM had no significant effect on the expression of UGT1A1, UGT2B4, UGT2B7, and UGT2B15 genes for 24 h exposure. The obtained results enrich the regulatory properties of dietary flavone glycosides, aglycones, and metabolites towards the catalysis of UGTs and will contribute to the establishment of a precise nutritional intervention system based on lipid bilayers and theories of nutrients on endoplasmic reticulum and mitochondria communication.

APA, Harvard, Vancouver, ISO, and other styles

43

Malyarenko, Timofey V., Alla A. Kicha, Anatoly I. Kalinovsky, Pavel S. Dmitrenok, Olesya S. Malyarenko, Alexandra S. Kuzmich, Valentin A. Stonik, and Natalia V. Ivanchina. "New Triterpene Glycosides from the Far Eastern Starfish Solaster pacificus and Their Biological Activity." Biomolecules 11, no. 3 (March 14, 2021): 427. http://dx.doi.org/10.3390/biom11030427.

Full text

Abstract:

Three new triterpene glycosides, pacificusosides A–C (1–3), and three previously known triterpene glycosides, cucumariosides C1 (4), C2 (5), and A10 (6), were isolated from the alcoholic extract of the Far Eastern starfish Solaster pacificus. The structures of 1–3 were elucidated by extensive NMR and ESIMS techniques and chemical transformations. Compound 1 has a novel, unique structure, containing an aldehyde group of side chains in its triterpene aglycon. This structural fragment has not previously been found in the sea cucumber triterpene glycosides or starfish steroidal glycosides. Probably, pacificusoside A (1) is a product of the metabolism of the glycoside obtained through dietary means from a sea cucumber in the starfish. Another two new triterpene glycosides (2, 3) have closely related characteristics to sea cucumber glycosides. The cytotoxicity of compounds 1–6 was tested against human embryonic kidney HEK 293 cells, colorectal carcinoma HT-29 cells, melanoma RPMI-7951 cells, and breast cancer MDA-MB-231 cells using MTS assay. Compounds 4–6 revealed the highest cytotoxic activity against the tested cell lines, while the other investigated compounds had moderate or slight cytotoxicity. The cytotoxic effects of 2–6 were reduced by cholesterol like the similar effects of the previously investigated individual triterpene glycosides. Compounds 3, 4, and 5 almost completely suppressed the colony formation of the HT-29, RPMI-7951, and MDA-MB-231 cells at a nontoxic concentration of 0.5 µM.

APA, Harvard, Vancouver, ISO, and other styles

44

Yang, Zheng, Brandon Uhler, and Tristan Lipkie. "Microwave-Assisted Subcritical Water Extraction of Steviol Glycosides From Stevia rebaudiana Leaves." Natural Product Communications 14, no. 6 (June 2019): 1934578X1986000. http://dx.doi.org/10.1177/1934578x19860003.

Full text

Abstract:

A rapid method that combines microwave heating and subcritical water extraction to extract steviol glycosides from Stevia rebaudiana (Bertoni) or stevia leaves was developed and compared to conventional thermal solvent extraction methods. Within only 1 minute after subcritical water condition at 140°C being reached, the yields of major steviol glycoside, rebaudioside A and stevioside, and less polar steviol glucoside, rebaudioside C, from stevia leaves were comparable to conventional extraction method that used 70% ethanol under sonication for 45 minutes. This new hybrid extraction technique may provide a cost-effective and green approach for commercial production of high-purity steviol glycoside sweeteners and their “organic” versions without the use of highly expensive “organic” ethanol.

APA, Harvard, Vancouver, ISO, and other styles

45

Sakaguchi, Keisuke, Junichi Kitajima, and Tsukasa Iwashina. "Kaempferol 3,7,4’-glycosides from the Flowers of Clematis Cultivars." Natural Product Communications 8, no. 8 (August 2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800815.

Full text

Abstract:

A new kaempferol glycoside, kaempferol 3- O-α-rhamnopyranosyl-(1→6)-β-glucopyranoside-7,4’-di- O-β-glucopyranoside (1) was isolated from the flowers of Clematis cultivars ‘'Jackmanii Superba'’ and ‘'Fujimusume'’, together with the known compound kaempferol 3,7,4’-tri- O-β-glucopyranoside (2). The chemical structures of the isolated kaemferol glycosides were established by UV, 1H and 13 C NMR spectroscopy, LC-MS, and characterization of acid hydrolysates.

APA, Harvard, Vancouver, ISO, and other styles

46

Chusova, Alla, Tatiana Romanyuk, Alexey Yakovlev, Natalia Zueva, Inna Novikova, and Mikhail Tararykov. "Optimization of extraction parameters of diterpene glycosides from stevia leaves by mathematical modeling." BIO Web of Conferences 103 (2024): 00083. http://dx.doi.org/10.1051/bioconf/202410300083.

Full text

Abstract:

The parameters and modes of extraction of stevioside – hydromodule, temperature and duration of the process were selected in the work. The object of the study was dried stevia leaves of the Ramon Sweetmeat variety. The determination of diterpene glycosides in the extract was carried out by the modified Komissarenko method. To optimize the technological parameters of extraction, regression models of the second order were built using orthogonal central composition planning. The degree of crushing of stevia leaves was 1-3 mm. The extraction at a temperature below 76 ° C reduces the amount of diterpene glycosides in the aqueous extract, and an increase in the extraction temperature above 92 ° C does not increase the yield of glycoside. The maximum extraction of diterpene glycosides is achieved at an extraction temperature of 92 ° C. When selecting a hydromodule, extraction was carried out at the ratio of stevia leaves and water 1:5, 1:10, 1:15. The highest yield of extractive substances was observed with a hydromodule of 1:10. With an increase in the duration of extraction from 60 to 180 minutes, an increase in the extract is observed. The optimal duration of the extraction process is 120 min. Based on the experimental data obtained, a second-order mathematical model was constructed, suitable for optimizing the process of obtaining stevia extract. The main factors influencing the process of stevioside transition from leaves to solution were considered: extraction temperature, °C; extraction duration, min; hydromodule. The criteria for evaluating the efficiency of the extraction process were: the yield of diterpene glycosides % by weight of stevia and energy consumption kW/dm3 extract. The first criterion is desirable to maximize, the second – to minimize. Optimal extraction modes are obtained:hydromodule - 1:10.8, temperature - 79.8 ° C, duration - 94.1 min.

APA, Harvard, Vancouver, ISO, and other styles

47

Matsumoto, Takashi, Takamitsu Hosoya, and Keisuke Suzuki. "O → C-Glycoside Rearrangement of Resorcinol Derivatives. Versatile Intermediates in the Synthesis of Aryl C-Glycosides." Synlett 1991, no. 09 (1991): 709–11. http://dx.doi.org/10.1055/s-1991-20847.

Full text

APA, Harvard, Vancouver, ISO, and other styles

48

Ma, Zhong-Lian, Zhi-Pu Yu, Yao-Yao Zheng, Na Han, Ya-Hui Zhang, Shu-Yue Song, Jun-Qiu Mao, Jiao-Jiao Li, Guang-Shan Yao, and Chang-Yun Wang. "Bioactive Alpha-Pyrone and Phenolic Glucosides from the Marine-Derived Metarhizium sp. P2100." Journal of Fungi 9, no. 1 (December 23, 2022): 28. http://dx.doi.org/10.3390/jof9010028.

Full text

Abstract:

Glycoside compounds have attracted great interest due to their remarkable and multifarious bioactivities. In this study, four hitherto unknown 4-methoxy-β-D-glucosyl derivatives were obtained and identified from the marine-derived fungus Metarhizium sp. P2100, including three alpha-pyrone glycosides (1–3) and one phenolic glycoside (4). Their planar structures were elucidated by comprehensive spectroscopic analysis, including 1D/2D NMR and HRESIMS. The absolute configurations of 1–3 were determined by a single-crystal X-ray crystallographic experiment, a comparison of the experimental, and a calculated electronic circular dichroism (ECD) spectra, respectively. Compounds 2 and 3 are a pair of rare epimeric pyranoside glycosides at C-7 with a core of aglycone as 2H-pyrone. Compounds 1–4 exhibited weak anti-inflammatory activities. In particular, compounds 1–3 displayed inhibitory activities against α-amylase, showing a potential for the development of a new α-amylase inhibitor for controlling diabetes.

APA, Harvard, Vancouver, ISO, and other styles

49

Ati, Jihen, Pierre Lafite, and Richard Daniellou. "Enzymatic synthesis of glycosides: from natural O- and N-glycosides to rare C- and S-glycosides." Beilstein Journal of Organic Chemistry 13 (September 5, 2017): 1857–65. http://dx.doi.org/10.3762/bjoc.13.180.

Full text

Abstract:

Carbohydrate related enzymes, like glycosyltransferases and glycoside hydrolases, are nowadays more easily accessible and are thought to represent powerful and greener alternatives to conventional chemical glycosylation procedures. The knowledge of their corresponding mechanisms has already allowed the development of efficient biocatalysed syntheses of complex O-glycosides. These enzymes can also now be applied to the formation of rare or unnatural glycosidic linkages.

APA, Harvard, Vancouver, ISO, and other styles

50

Riemann, I., W. D. Fessner, M. A. Papadopoulos, and M. Knorst. "C-Glycosides by Aqueous Condensation of β-Dicarbonyl Compounds with Unprotected Sugars." Australian Journal of Chemistry 55, no. 2 (2002): 147. http://dx.doi.org/10.1071/ch02012.

Full text

Abstract:

Condensation of 1,3-diketones with unprotected aldoses in water, under mildly alkaline conditions, provides a�convenient and effective route to C-glycosidic ketones in high yields. Reactions usually proceed with high β`anomeric' stereoselectivity because product composition is determined by thermodynamic control. Mechanistically, the condensation follows a typical Knoevenagel scheme, after which an intramolecular oxa-Michael cyclization determines C-glycoside configuration by following an exo- or endo-trig pathway. With open-chain 1,3-diketones, an ensuing retro-Claisen fragmentation occurs to furnish simple glycosyl monoketones. The C-glycosides then slowly further dehydrate under the reaction conditions to give 2,5-disubstituted furans.

APA, Harvard, Vancouver, ISO, and other styles

We offer discounts on all premium plans for authors whose works are included in thematic literature selections. Contact us to get a unique promo code!