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Journal articles on the topic 'Calceolarioside E'

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Published: 4 June 2025
Last updated: 23 June 2025

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1

Pieretti, Stefano, Anella Saviano, Adriano Mollica, Azzurra Stefanucci, Anna Maria Aloisi, and Marcello Nicoletti. "Calceolarioside A, a Phenylpropanoid Glycoside from Calceolaria spp., Displays Antinociceptive and Anti-Inflammatory Properties." Molecules 27, no. 7 (2022): 2183. http://dx.doi.org/10.3390/molecules27072183.

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Phenylpropanoid glycosides are a class of natural substances of plant origin with interesting biological activities and pharmacological properties. This study reports the antinociceptive and anti-inflammatory effects of calceolarioside A, a phenylpropanoid glycoside previously isolated from various Calceolaria species. In models of acute nociception induced by thermal stimuli, such as the hot plate and tail flick test, calceolarioside administered at doses of 1, 5, and 10 μg in the left cerebral ventricles did not modify the behavioral response of mice. In an inflammatory based persistent pain model as the formalin test, calceolarioside A at the high dose tested (100 μg/paw) reduced the licking activity induced by formalin by 35% in the first phase and by 75% in the second phase of the test. In carrageenan-induced thermal hyperalgesia, calceolarioside A (50 and 100 μg/paw) was able to significantly reverse thermal hyperalgesia induced by carrageenan. The anti-inflammatory activity of calceolarioside A was then assessed using the zymosan-induced paw edema model. Calceolarioside A (50 and 100 μg/paw) induced a significant reduction in the edema from 1 to 4 h after zymosan administration. Measuring IL-6, TNFα, and IL-1β pro-inflammatory cytokines released from LPS-stimulated THP-1 cells, calceolarioside A in a concentration-dependent manner reduced the release of these cytokines from THP-1 cells. Taken together, our results highlight, for the first time, the potential and selective anti-inflammatory properties of this natural-derived compound, prompting its rationale use for further investigations.
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2

Amirova, Kristiana M., Petya A. Dimitrova, Andrey S. Marchev, et al. "Biotechnologically-Produced Myconoside and Calceolarioside E Induce Nrf2 Expression in Neutrophils." International Journal of Molecular Sciences 22, no. 4 (2021): 1759. http://dx.doi.org/10.3390/ijms22041759.

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The pathological manifestation of various diseases can be suppressed by the activation of nuclear factor erythroid 2 p45-related factor 2 (Nrf2), a transcriptional regulator of the cellular redox balance. Haberlea rhodopensis Friv. is a resurrection plant species endemic for Bulgaria, containing biologically active phenylethanoid glycosides that might possess antioxidant or redox activity. This study aimed to analyze the metabolic profile of in vitro cultured H. rhodopensis and to identify molecules that increase Nrf2 expression in bone marrow neutrophils. Fractions B, D, and E containing myconoside, or myconoside and calceolarioside E in ratios 1:0.6 and 0.25:1 were found to be the most active ones. Fraction B (200 µg/mL) improved neutrophil survival and strongly increased the Nrf2 intracellular level, while D and E, as well as, myconoside and calceolarioside E at the same ratios had a superior effect. Calceolarioside E (32 µg/mL) had stronger activity than myconoside, the effect of which was very similar to that of 2-cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid methyl ester (CDDO-Me), used as a positive control. These data indicate that both molecules, used alone or in combination have stimulatory activity on the endogenous Nrf2 level, indicating their therapeutic potential to regulate the cellular redox homeostasis oxidative stress-associated pathologies.
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3

Amirova, Kristiana, Petya Dimitrova, Andrey Marchev, et al. "Biotechnologically-Produced Myconoside and Calceolarioside E Induce Nrf2 Expression in Neutrophils." International Journal of Molecular Sciences 22, no. 4 (2021): 1759. https://doi.org/10.3390/ijms22041759.

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The pathological manifestation of various diseases can be suppressed by the activation of nuclear factor erythroid 2 p45-related factor 2 (Nrf2), a transcriptional regulator of the cellular redox balance. Haberlea rhodopensis Friv. is a resurrection plant species endemic for Bulgaria, containing biologically active phenylethanoid glycosides that might possess antioxidant or redox activity. This study aimed to analyze the metabolic profile of in vitro cultured H. rhodopensis and to identify molecules that increase Nrf2 expression in bone marrow neutrophils. Fractions B, D, and E containing myconoside, or myconoside and calceolarioside E in ratios 1:0.6 and 0.25:1 were found to be the most active ones. Fraction B (200 µg/mL) improved neutrophil survival and strongly increased the Nrf2 intracellular level, while D and E, as well as, myconoside and calceolarioside E at the same ratios had a superior effect. Calceolarioside E (32 µg/mL) had stronger activity than myconoside, the effect of which was very similar to that of 2-cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid methyl ester (CDDO-Me), used as a positive control. These data indicate that both molecules, used alone or in combination have stimulatory activity on the endogenous Nrf2 level, indicating their therapeutic potential to regulate the cellular redox homeostasis oxidative stress-associated pathologies.
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4

Kim, Do-Sung, Hyung-Ryong Kim, Eun-Rhan Woo, et al. "Protective effect of calceolarioside on adriamycin-induced cardiomyocyte toxicity." European Journal of Pharmacology 541, no. 1-2 (2006): 24–32. http://dx.doi.org/10.1016/j.ejphar.2006.04.045.

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5

Judeh, Zaher, and Duc Khong. "Short Synthesis of Phenylpropanoid Glycosides Calceolarioside A and Syringalide B." Synlett 29, no. 08 (2018): 1079–83. http://dx.doi.org/10.1055/s-0036-1591753.

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An efficient and practical three-step synthesis of phenylpropanoid glycosides calceolarioside A and syringalide B in >62% overall yield is disclosed. The key step involves the chemoselective and regio­selective direct O-4 cinnamoylation of unprotected 2-phenylethyl-β-d-glucosides with cinnamic anhydrides using a chiral 4-pyrrolidinopyridine organocatalyst. This approach serves as a model for the short synthesis of phenylpropanoid glycosides acylated at O-4 without protection/deprotection steps.
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6

Khong, Duc Thinh, and Zaher M. A. Judeh. "Short synthesis of phenylpropanoid glycosides calceolarioside-B and eutigoside-A." Tetrahedron Letters 58, no. 1 (2017): 109–11. http://dx.doi.org/10.1016/j.tetlet.2016.11.116.

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7

Poddar, Avijit, Anindita Banerjee, Srijani Ghanta, and Sharmila Chattopadhyay. "In vivo Efficacy of Calceolarioside A against Experimental Visceral Leishmaniasis." Planta Medica 74, no. 5 (2008): 503–8. http://dx.doi.org/10.1055/s-2008-1034373.

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8

Zhou, Yang, Junxin Zhou, Jianyong Chen, et al. "Effects of Zinc, Manganese, and Molybdenum Fertilizers on Growth and Main Medicinal Metabolites of Stauntonia leucantha Leaves." Horticulturae 11, no. 2 (2025): 123. https://doi.org/10.3390/horticulturae11020123.

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Zinc, manganese, and molybdenum have a significant impact on plant growth and the accumulation of metabolites. However, the impact of zinc, manganese, and molybdenum on the growth and metabolic substances of Stauntonia leucantha leaves is still unclear. To explore the effects of zinc, manganese, and molybdenum on growth and main medicinal metabolites of Stauntonia leucantha leaves, to provide a reference for the fertilizer application method of Stauntonia leucantha, a three-factor, three-level orthogonal design with five-year-old field Stauntonia leucantha as the test material. The results showed that fertilization with zinc and molybdenum significantly enhanced the medicinal value of Stauntonia leucantha leaves. The leaf growth of Stauntonia leucantha mainly concentrated in 0–120 days after fertilizer application and gradually slowed down in 120–180 days after fertilizer application, significantly affected by zinc and manganese. Zinc significantly increased the content of chlorophyll, oleanolic acid, rutin, and calceolarioside B. Manganese significantly increased the content of chlorophyll and rutin while inhibiting the accumulation of oleanolic acid and calceolarioside B. Molybdenum significantly increased the content of oleanolic acid and rutin but did not affect chlorophyll b content. Based on a comprehensive analysis, the optimum fertilizer combination for leaf quality of Stauntonia leucantha leaves was identified as Zn3Mn1Mo3 (T7), 6 g/plant of zinc sulfate, 3 g/plant of ammonium molybdate, but no manganese sulfate.
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9

Ali, Iqra, Muhammad Asif Rasheed, Simona Cavalu, et al. "Identification of Natural Lead Compounds against Hemagglutinin-Esterase Surface Glycoprotein in Human Coronaviruses Investigated via MD Simulation, Principal Component Analysis, Cross-Correlation, H-Bond Plot and MMGBSA." Biomedicines 11, no. 3 (2023): 793. http://dx.doi.org/10.3390/biomedicines11030793.

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The pandemic outbreak of human coronavirus is a global health concern that affects people of all ages and genders, but there is currently still no effective, approved and potential drug against human coronavirus, as many other coronavirus vaccines have serious side effects while the development of small antiviral inhibitors has gained tremendous attention. For this research, HE was used as a therapeutic target, as the spike protein displays a high binding affinity for both host ACE2 and viral HE glycoprotein. Molecular docking, pharmacophore modelling and virtual screening of 38,000 natural compounds were employed to find out the best natural inhibitor against human coronaviruses with more efficiency and fewer side effects and further evaluated via MD simulation, PCA, DCCR and MMGBSA. The lead compound ‘Calceolarioside B’ was identified on the basis of pharmacophoric features which depict favorable binding (ΔGbind −37.6799 kcal/mol) with the HE(5N11) receptor that describes positive correlation movements in active site residues with better stability, a robust H-bond network, compactness and reliable ADMET properties. The Fraxinus sieboldiana Blume plant containing the Calceolarioside B compound could be used as a potential inhibitor that shows a higher efficacy and potency with fewer side effects. This research work will aid investigators in the testing and identification of chemicals that are effective and useful against human coronavirus.
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10

Hennebelle, Thierry, Sevser Sahpaz, Henry Joseph, and François Bailleul. "Phenolics and Iridoids of Lippia Alba." Natural Product Communications 1, no. 9 (2006): 1934578X0600100. http://dx.doi.org/10.1177/1934578x0600100906.

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The phytochemical investigation of polar extracts of Lippia alba led to the isolation of a new acetylated flavonoid, apigenin-7-O-[(3-O-acetyl)β-D-glucopyranuronyl(1→2)]-β-D-glucopyranuronide, and of seventeen known compounds: seven iridoids (theveside, geniposidic acid, shanzhiside methyl ester, caryoptoside, 8-epi-loganin, mussaenoside and geniposide), six phenylpropanoids (cistanoside F, forsythoside B, calceolarioside E, acteoside, isoacteoside and 2-acetylacteoside) and four flavonoids (apigenin-7-O-glucuronide, luteolin-7-O-glucuronide, apigenin-7-O-diglucuronide and luteolin-7-O-diglucuronide).
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11

Capasso, A., A. Di Giannuario, S. Pieretti, and M. Nicoletti. "Platelet Aggregation Induced by Calceolarioside Ain vitro: Role of Platelet Intracellular Calcium." Planta Medica 59, no. 04 (1993): 337–39. http://dx.doi.org/10.1055/s-2006-959695.

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12

Amorim, Magali S., Alessandra F. Serain, Marcos José Salvador, and Maria Élida A. Stefanello. "Chemical Constituents of Sinningia hatschbachii." Natural Product Communications 12, no. 11 (2017): 1934578X1701201. http://dx.doi.org/10.1177/1934578x1701201128.

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A new naphthoquinone, 6-hydroxy-7-methoxy-2- O-methylduniol (1), was isolated from the tubers of Sinningia hatschbachii Chautems (Gesneriaceae), together with 10 known compounds: 7-hydroxy-α-dunnione, 7-hydroxy-6-methoxy-α-dunnione, 2,4,4’,6-tetramethoxydihydrochalcone, 4’-hydroxy-2,4,6-trimethoxydihydrochalcone, 4’,2-dihydroxy-4,6-dimethoxydihydrochalcone, methyl 1-hydroxy-4-methoxy-2-naphthoate, methyl 1,4-dimethoxy-2-naphthoate, methyl 4-hydroxybenzoate, calceolarioside B, and conandroside. All compounds were identified by spectroscopic techniques, and comparison with literature. Extracts in hexane, CH2Cl2, EtOAc and EtOH were evaluated for antimicrobial activity against Staphylococcus aureus, S. epidermidis, Escherichia coli, Pseudomonas aeruginosa, Candida albicans, C. dubliniensis, C. glabrata, and C. parapsilosis. All extracts were inactive.
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13

Stoykova, Iva D., Ivanka K. Koycheva, Biser K. Binev, et al. "Myconoside and Calceolarioside E Restrain UV-Induced Skin Photoaging by Activating NRF2-Mediated Defense Mechanisms." International Journal of Molecular Sciences 25, no. 4 (2024): 2441. http://dx.doi.org/10.3390/ijms25042441.

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Chronic and excessive ultraviolet (UVA/UVB) irradiation exposure is known as a major contributor to premature skin aging, which leads to excessive reactive oxygen species generation, disturbed extracellular matrix homeostasis, DNA damage, and chronic inflammation. Sunscreen products are the major preventive option against UVR-induced photodamage, mostly counteracting the acute skin effects and only mildly counteracting accelerated aging. Therefore, novel anti-photoaging and photopreventive compounds are a subject of increased scientific interest. Our previous investigations revealed that the endemic plant Haberlea rhodopensis Friv. (HRE) activates the antioxidant defense through an NRF2-mediated mechanism in neutrophiles. In the present study, we aimed to investigate the photoprotective potential of HRE and two of its specialized compounds—the phenylethanoid glycosides myconoside (MYC) and calceolarioside E (CAL)—in UVA/UVB-stimulated human keratinocytes in an in vitro model of photoaging. The obtained data demonstrated that the application of HRE, MYC, and CAL significantly reduced intracellular ROS formation in UVR-exposed HaCaT cells. The NRF2/PGC-1α and TGF-1β/Smad/Wnt signaling pathways were pointed out as having a critical role in the observed CAL- and MYC-induced photoprotective effect. Collectively, CAL is worth further evaluation as a potent natural NRF2 activator and a promising photoprotective agent that leads to the prevention of UVA/UVB-induced premature skin aging.
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14

Liu, Xuan Li, Dan Dan Wang, Zi Hao Wang, and Da Li Meng. "Diuretic Properties and Chemical Constituent Studies onStauntonia brachyanthera." Evidence-Based Complementary and Alternative Medicine 2015 (2015): 1–8. http://dx.doi.org/10.1155/2015/432419.

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The pharmacological evaluation demonstrated that the extracts from the stem ofS. brachyantheracould significantly increase the outputs of urine of rats compared to those of furosemide treated group, and the effect could last for a longer period of time. The best effect appeared in the first two hours, which scientifically confirmed the diuretic effect of the plant. The comparative pharmacognosy study showed that the characters of the crude drugs of the stem ofS. brachyantherawere similar to those ofAkebia caulis. Further systemic work on its chemical constituents by chromatographic methods and NMR elucidations led to the isolation of 10 triterpenoids, 6 flavonoids, 4 lignanoids, and 3 phenylethanoid glycosides, whose structural types were much similar to those ofA. quinata. Among them, 7 compounds were firstly reported in the genus ofStauntoniaand calceolarioside B was the common characteristic constituent in both plants. From the similar pharmacognosy characters, pharmacological effects, and chemical constituents, it could be concluded thatS. brachyantherahave a great possibility to be a succedaneum ofAkebia caulis, whose supply is extremely short in recent years.
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15

Ekaterina, Serikova, Oliveira Evangelho Victor Gustavo, Kremenevskaya Marianna, et al. "In silico phytochemicals analysis as inhibitors of the SARS-COV-2 main protease." International Journal of Pharmaceutical Sciences and Developmental Research 8, no. 1 (2022): 038–45. http://dx.doi.org/10.17352/ijpsdr.000041.

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Background: The world population's full immunization with vaccines against SARS-CoV-2 is still challenging. Therefore, more research must be needed to find an active antiviral drug against the virus, including new mutated strains. Results: Therefore, this research analyzes 35 natural compounds isolated from various plants against SARS-CoV-2 main protease (Mpro) using an in silico strategy. According to the results, it was possible to identify promising molecules using a molecular docking strategy. Furthermore, the results showed that the interaction of these molecules with protease-specific residues, including (2S)-Eriodictyol 7-O-(6''-O-galloyl)-beta-D-glucopyranoside (Trp207, Ser284, and Glu288), Hypericin (Glu166, Arg188, and Thr190), Calceolarioside B (Gly143, Ser144, Cys145, Glu166, Arg188, and Gln192), Epicatechin (Ser144, His163, and Leu167) and Myricitrin (Thr190) with ΔG was -8.5, -9.6, -8.5, -9.3 and -9.3 kcal/mol, respectively. In addition, analyzing all compounds for their ADME properties shows that compounds present an excellent pharmacokinetic profile. Conclusion: In conclusion, the results of this study indicated that these major natural compounds can be considered potential inhibitors of Mpro and should be further explored in vitro and in vivo in accordance with our data.
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Kırmızıbekmez, Hasan, Norbert Kúsz, Nursenem Karaca, Fatih Demirci, and Judit Hohmann. "Secondary Metabolites from the Leaves of Digitalis viridiflora." Natural Product Communications 12, no. 1 (2017): 1934578X1701200. http://dx.doi.org/10.1177/1934578x1701200117.

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A new phenylethanoid glycoside, named digiviridifloroside (1), was isolated from the leaves of Digitalis viridiflora Lindley along with a known phenylethanoid glycoside calceolarioside A (2), two flavonoid glycosides, scutellarein 7- O-β-D-glucopyranoside (3) and hispidulin 7- O-β-D-glucopyranoside (4), two cleroindicins, cleroindicins B (5) and F (6), a nucleoside, adenosine (7), as well as a mixture of β-glucopyranosyl-(1→6)-4- O-caffeoyl-α/β -glucopyranose and 3,4-dihydroxyphenylethanol. The structure of the new compound was established as 3,4-dihydroxy-β-phenylethoxy-6- O-( E)-feruloyl-glucopyranosyl-(1→6)-4- O-( E)-caffeoyl-β-glucopyranoside (1) based on extensive 1D- and 2D-NMR spectroscopy, as well as HR-ESI-MS. Digiviridifloroside represents a rare type of phenylethanoid glycoside which bears two aromatic acyl units in its structure. In addition to phytochemical studies, the isolates were evaluated for their in vitro antimicrobial activities against three pathogenic bacteria and three yeast strains using a microdilution method. Among the tested compounds, 5 exhibited moderate antibacterial activity against Bacillus cereus NRRLB 3711 with a MIC value of 25 μg/mL, whereas compounds 5 and 6 showed relatively high anticandidal activity against Candida strains with MIC values down to 12.5 μg/mL, in comparison to the standard antimicrobial compounds.
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17

Hwang, Seung Hwan, Shin Hwa Kwon, Set Byeol Kim, and Soon Sung Lim. "Inhibitory Activities ofStauntonia hexaphyllaLeaf Constituents on Rat Lens Aldose Reductase and Formation of Advanced Glycation End Products and Antioxidant." BioMed Research International 2017 (2017): 1–8. http://dx.doi.org/10.1155/2017/4273257.

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Stauntonia hexaphylla(Thunb.) Decne. (Lardizabalaceae) leaves (SHL) have been used traditionally as analgesics, sedatives, diuretics, and so on, in China. To date, no data have been reported on the inhibitory effect of SHL and its constituents on rat lens aldose reductase (RLAR) and advanced glycation end products (AGEs). Therefore, the inhibitory effect of compounds isolated from SHL extract on RLAR and AGEs was investigated to evaluate potential treatments of diabetic complications. The ethyl acetate (EtOAC) fraction of SHL extract showed strong inhibitory activity on RLAR and AGEs; therefore, EtOAc fraction (3.0 g) was subjected to Sephadex LH-20 column chromatography, for further fractionation, with 100% MeOH solvent system to investigate its effect on RLAR and AGEs. Phytochemical investigation of SHL led to the isolation of seven compounds. Among the isolated compounds, chlorogenic acid, calceolarioside B, luteolin-3′-O-β-D-glucopyranoside, quercetin-3-O-β-D-glucopyranoside, and luteolin-7-O-β-D-glucopyranoside exhibited significant inhibitory activity against RLAR with IC50in the range of 7.34–23.99 μM. In addition, 3-(3,4-dihydroxyphenyl) propionic acid, neochlorogenic acid, and luteolin-3′-O-β-D-glucopyranoside exhibited the most potent inhibitory activity against formation of AGEs, with an IC50value of 115.07–184.06 μM, compared to the positive control aminoguanidine (820.44 μM). Based on these findings, SHL dietary supplements could be considered for the prevention and/or treatment of diabetes complication.
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18

Bagde, Sandhya, Priyanka Matte, Ajay G. Pise, and Smita Mujbaile. "Revisiting the Emerging Pharmacological Perspectives of Nyctanthes arbor-tristis." International Journal of Ayurvedic Medicine 14, no. 1 (2023): 14–21. http://dx.doi.org/10.47552/ijam.v14i1.3347.

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A mythical plant indigenous to the southern Asian area known as Nyctanthes arbor-tristis (Oleaceae) is highly valued for its therapeutic properties in Ayurveda. The plant contains a number of Phytoconstituents, and almost every part of the plant has pharmacological properties. In order to identify therapeutic potential and gaps requiring more study, the current review includes an ethnopharmacological evaluation that focuses on data on the chemical components, pharmacological activities, and toxicity. In India most significant use of N. arbor-tristis for the treatment of intractable sciatica, arthritis, and intermittent fevers. The plant's crude extracts and isolated components have pharmacological activity against inflammation, malaria, viral infection, leishmaniasis, and as an immunostimulant. Iridoid glucosides, including Arbortristoside A, B, and C from the seeds, are a prominent family of physiologically active substances that have anticancer, anti-leishmania, anti-inflammatory, anti-allergic, immunomodulatory, and antiviral properties. It has been stated that the leaves' calceolarioside A, 4-hydroxyhexahydrobenzofuran-7one, and β-sitosterol are each effective against leishmaniasis, cancer, and inflammation, respectively. While arbortristoside-A isolated from the seeds had an LD50 of 0.5 g/kg, the crude extracts were determined to be safe with an LD50 of 16 gm/kg.The majority of the time, in-vitro or occasionally in-vivo models offer some evidence, particularly when it comes to the treatment of inflammatory illnesses like arthritis, fevers associated with malaria, and protozoan infections, particularly leishmaniasis. The sole clinical trial discovered only used crude extract to treat malaria. For crude extracts or pure chemicals, more thorough safety data must also be collected on cardiotoxicity, immunotoxicity and acute and subacute toxicity.
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19

Alruwad, Manal I., Riham Salah El Dine, Abdallah M. Gendy, et al. "Insights into Clematis cirrhosa L. Ethanol Extract: Cytotoxic Effects, LC-ESI-QTOF-MS/MS Chemical Profiling, Molecular Docking, and Acute Toxicity Study." Pharmaceuticals 17, no. 10 (2024): 1347. http://dx.doi.org/10.3390/ph17101347.

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Background: In Jordanian traditional medicine, Clematis cirrhosa is commonly employed for the management of different diseases. Numerous investigations have documented the cytotoxic properties of different Clematis species against numerous types of cancer. Previously, we demonstrated the potential cytotoxicity of Clematis cirrhosa against HT-29 colorectal cancer cells. Extending our work, the current research aimed to explore the possible mechanisms underlying its antiproliferative activity with a plant safety evaluation. Methods: This study evaluates the extract’s impact on the cell cycle, apoptosis, and cell migration through in vitro assays, LC-ESI-QTOF-MS/MS analysis, docking studies, and an acute toxicity evaluation. Results: The Clematis cirrhosa ethanol extract (CEE) induced G2/M phase cell cycle arrest (19.63%), triggered significant apoptosis (41.99%), and inhibited cell migration/wound healing by 28.15%. Quantitative reverse transcription polymerase chain reaction (qRT-PCR) analysis revealed increased expression of the proapoptotic markers BAX (6.03-fold) and caspase-3 (6.59-fold), along with the reduced expression of the antiapoptotic BCL-2, in CEE-treated cells. Moreover, CEE significantly restrained angiogenesis by reducing VEGF mRNA expression by 63.9%. High-resolution LC-ESI-QTOF-MS/MS studies identified 26 metabolites, including phenolic compounds, fatty acids, and triterpenoids. Docking studies suggested that manghaslin had the highest binding affinity for VEGFR-2, followed by calceolarioside B, quercetin 7-O-rhamnopyranoside, luteolin, and quercetin-3,7-O-diglucoside. On the other hand, salvadoraside exhibited the highest binding affinity for the inhibition of caspase-3, followed by quercetin-3,7-O-diglucoside, kaempferol-3,7-O-α-L-dirhamnoside, manghaslin, and tectoridin, supporting the observed apoptotic effects. Interestingly, the outcomes further indicate that a single oral administration of up to 5000 mg/kg CEE is safe for consumption. Conclusions: These outcomes point to the potential of Clematis cirrhosa as a promising candidate for further exploration in cancer therapy.
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20

Kristiana, M. Amirova, A. Dimitrova Petya, S. Marchev Andrey, et al. "Biotechnologically-Produced Myconoside and Calceolarioside E Induce Nrf2 Expression in Neutrophils." February 10, 2021. https://doi.org/10.3390/ ijms22041759.

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The pathological manifestation of various diseases can be suppressed by the activation of nuclear factor erythroid 2 p45-related factor 2 (Nrf2), a transcriptional regulator of the cellular redox balance. Haberlea rhodopensis Friv. is a resurrection plant species endemic for Bulgaria, containing biologically active phenylethanoid glycosides that might possess antioxidant or redox activity. This study aimed to analyze the metabolic profile of in vitro cultured H. rhodopensis and to identify molecules that increase Nrf2 expression in bone marrow neutrophils. Fractions B, D, and E containing myconoside, or myconoside and calceolarioside E in ratios 1:0.6 and 0.25:1 were found to be the most active ones. Fraction B (200 μg/mL) improved neutrophil survival and strongly increased the Nrf2 intracellular level, while D and E, as well as, myconoside and calceolarioside E at the same ratios had a superior effect. Calceolarioside E (32 μg/mL) had stronger activity than myconoside, the effect of which was very similar to that of 2-cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid methyl ester (CDDO-Me), used as a positive control. These data indicate that both molecules, used alone or in combination have stimulatory activity on the endogenous Nrf2 level, indicating their therapeutic potential to regulate the cellular redox homeostasis oxidative stress-associated pathologies.
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21

XUE, GANG, YU-JUAN CHEN, XIANG-NAN MENG, and CHENG-HONG MA. "Pharmacokinetic Profile of Calceolarioside A Administration to Mice." DEStech Transactions on Biology and Health, icmsb (February 1, 2018). http://dx.doi.org/10.12783/dtbh/icmsb2017/17973.

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22

Faradilla, Meutia, Irda Fidrianny, and Maria Immaculata Iwo. "Medicinal Plants as Immunosuppressive agents." Research Journal of Pharmacy and Technology, February 20, 2024, 920–26. http://dx.doi.org/10.52711/0974-360x.2024.00143.

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Medicinal plants have been used in the treatment of various diseases including immune disorders. Researchers have investigated some of those plants for their immunosuppressive properties in the form of crude extract, fractions, or isolated compounds. Various plants like Boswelliancarteri, Terminalia catappa, Sarcococcasaligna, Cannabis sativa have been investigated for their immunosuppressive activities. Some compounds have also been isolated and examined as immunosuppressants such as manindicins A and B, vaticaffinol, calceolarioside A, periploside A, zerumbone, artesunate, catechol, and stigmasterol. This study highlights the findings on natural immunosuppressive agents found in several different plants’ species.
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23

Biswas, Shreosi, Aditi Kundu, S. B. Suby, et al. "Lippia alba—a potential bioresource for the management of Spodoptera frugiperda (Lepidoptera: Noctuidae)." Frontiers in Plant Science 15 (August 8, 2024). http://dx.doi.org/10.3389/fpls.2024.1422578.

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Fall armyworm (FAW), Spodoptera frugiperda (J.E. Smith), a threat to maize production systems, is a polyphagous pest of global significance. There is no registered bioinsecticide of botanical origin to provide green remedy against this pest of concern. The present study reports for the first time the potency of the polar and non-polar bioinsecticidal leads sourced from Lippia alba (Mill.) N.E. Br. leaves. Shade-dried leaves of L. alba were extracted and evaluated; based on preliminary bioassay, the ethyl acetate leaf extract of L. alba (LEAE) was found to be the most potent against FAW in the in vitro and in vivo studies. Ultraperformance liquid chromatography–quadrupole time-of-flight–mass spectrometric (UPLC-QToF-MS) analysis of LEAE revealed the rich chemical profile of 28 compounds, dominated by flavones, namely, naringenin, trihydroxy-dimethoxy flavone, and dihydroxy-trimethoxy flavone. Among others, glycosides, such as clerodendrin, calceolarioside E, forsythoside B, geniposide, and martynoside, and glucuronides, such as luteolin-7-diglucuronide, tricin-7-O-glucuronide, and luteolin-7-O-glucuronide, were also identified. LEAE exhibited exceptionally high in vitro [LC50 = 6,900 parts per million (ppm)] and in vivo (computed as damage score on a scale of 1–9) insecticidal activity against S. frugiperda, with no phytotoxicity at a dose as high as 20 times of LC50. LEAE also exhibited significant antifeedant, ovicidal, and growth regulatory activity at the 70–16,000 ppm (w/v) concentration range. In silico assessment revealed strong binding of martynoside, calceolarioside E, and forsythoside B with acetylcholinesterase-, sodium-, and chloride-dependent γ-aminobutyric acid (GABA) receptor and ryanodine receptor, respectively, facilitated by hydrogen bonds (conventional and C–H bonds) stabilized by hydrophobic pi–sigma, pi–pi stacked, pi–alkyl, and alkyl interactions. The present study established L. alba as a potential bioresource and secondary metabolite enriched LEAE as bioinsecticide for further product development.
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24

Lin, Xiao-bin, Yu-zhi Yao, Qi-rong Wen, et al. "Calceolarioside B inhibits SARS-CoV-2 Omicron BA.2 variant cell entry and modulates immune response." Virology Journal 21, no. 1 (2024). https://doi.org/10.1186/s12985-024-02566-w.

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25

Chen, Yujuan, Kaige Qu, Ying Wang, Qinghan Zhang, Ying Xie та Zuobing Wang. "Study on Calceolarioside A anti‐Aβ25‐35‐induced Damage in SH‐SY5Y Cells by Atomic Force Microscopy". Chemistry & Biodiversity, 11 травня 2023. http://dx.doi.org/10.1002/cbdv.202300430.

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26

Morshed, Niaz, Rumman Reza, Md Nazmus Samdani, and Muhammad Asaduzzaman. "Phytochemicals from Bangladeshi Medicinal Plants Potentially Targeting Non-Structural Protein 2/Non-Structural Protein 3 Chimera of Dengue Virus: An in silico study." Dhaka University Journal of Pharmaceutical Sciences, June 9, 2022, 417–26. http://dx.doi.org/10.3329/dujps.v20i3.59805.

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In Bangladesh, the incidence and death rate of patients suffering from dengue infection are escalating. To date, there is no effective antiviral against dengue virus. Treatment regimen mostly includes symptomatic management of the disease. In this study, we performed molecular docking with 36 phytochemicals extracted from Bangladeshi medicinal plants namely Averrhoa carambola L., Curcuma longa L., Nyctanthes arbor-tristis L. and Zingiber officinale against dengue virus non-structural protein 2/non-structural protein 3 (NS2/NS3) chimera. The NS2/NS3 complex functions simultaneously as helicase/protease and/or RNA-tri-phosphatase. The compounds calceolarioside A, ᵞ-elemene, β-sitosterol, β-elemene and curcuminoid-D exhibited high binding affinity (ranging from -8.3 to -7.2 kJ/mol) towards the selected protein and their drug-likeness was confirmed via ADMET analysis. Hence, these compounds have the potential to inhibit viral replication as indicated by computational calculation. However, further in vitro and in vivo studies can be undertaken to confirm such inhibitory properties of the reported phytochemicals. Dhaka Univ. J. Pharm. Sci. 20(3): 417-426, 2022 (June) Centennial Special Issue
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27

Cao, Linna, Miaomiao Shao, Yifei Gu, et al. "Calceolarioside B targets MMP12 in the tumor microenvironment to inhibit M2 macrophage polarization and suppress hepatocellular carcinoma progression." Phytomedicine, April 2025, 156805. https://doi.org/10.1016/j.phymed.2025.156805.

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28

Chen, Liqin, Dan Han, ChunYan Gu, and Wei Huang. "Biological Effects of Calceolarioside A as a Natural Compound: Anti-Ovarian Cancer, Anti-Tyrosinase, and Anti-HMG-CoA Reductase Potentials with Molecular Docking and Dynamics Simulation Studies." Molecular Biotechnology, January 17, 2025. https://doi.org/10.1007/s12033-025-01369-w.

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29

Wu, Chu, Yujie Yang, Yun Wang, Wenying Zhang, and Honggang Sun. "Colonization of root endophytic fungus Serendipita indica improves drought tolerance of Pinus taeda seedlings by regulating metabolome and proteome." Frontiers in Microbiology 15 (March 15, 2024). http://dx.doi.org/10.3389/fmicb.2024.1294833.

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Pinus taeda is an important forest tree species for plantations because of its rapid growth and high yield of oleoresins. Although P. taeda plantations distribute in warm and wet southern China, drought, sometime serious and long time, often occurs in the region. To explore drought tolerance of P. taeda and usage of beneficial microorganisms, P. taeda seedlings were planted in pots and were inoculated with root endophytic fungus Serendipita indica and finally were treated with drought stress for 53 d. Metabolome and proteome of their needles were analyzed. The results showed that S. indica inoculation of P. taeda seedlings under drought stress caused great changes in levels of some metabolites in their needles, especially some flavonoids and organic acids. Among them, the levels of eriocitrin, trans-aconitic acid, vitamin C, uric acid, alpha-ketoglutaric acid, vitamin A, stachydrine, coumalic acid, itaconic acid, calceolarioside B, 2-oxoglutaric acid, and citric acid were upregulated more than three times in inoculated seedlings under drought stress, compared to those of non-inoculated seedlings under drought stress. KEGG analysis showed that some pathways were enriched in inoculated seedlings under drought stress, such as flavonoid biosynthesis, ascorbate and aldarate metabolism, C5-branched dibasic acid metabolism. Proteome analysis revealed some specific differential proteins. Two proteins, namely, H9X056 and H9VDW5, only appeared in the needles of inoculated seedlings under drought stress. The protein H9VNE7 was upregulated more than 11.0 times as that of non-inoculated seedlings under drought stress. In addition, S. indica inoculation increased enrichment of water deficient-inducible proteins (such as LP3-1, LP3-2, LP3-3, and dehydrins) and those involved in ribosomal structures (such as A0A385JF23). Meanwhile, under drought stress, the inoculation caused great changes in biosynthesis and metabolism pathways, mainly including phenylpropanoid biosynthesis, cutin, suberine and wax biosynthesis, and 2-oxocarboxylic acid metabolism. In addition, there were positive relationships between accumulation of some metabolites and enrichment of proteins in P. taeda under drought stress. Altogether, our results showed great changes in metabolome and proteome in inoculated seedlings under drought stress and provided a guideline to further study functions of metabolites and proteins, especially those related to drought stress.
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