Extensive fractionation of -hexane extract from the dried powdered-trunks of Pierre ex A.Froehner (Rubiaceae) led to the isolation of a new oleanane-skeleton triterpene, coffecanolic acid (), along with three known analogues sumaresinolic acid (), oleanolic acid (), and 3--acetyloleanolic acid (). The chemical structures were elucidated using FT-IR, 1D and 2D NMR and HR-ESI-MS data analysis. The isolated compounds were assayed for α-glucosidase inhibitory activity by determining their half-maximal inhibitory concentration (IC, µM). Compounds - exhibited higher inhibitory activities when compared with acarbose, a positive control. Compound was found to be the most potent molecule against α-glucosidase, with the IC = 83.0 ± 1.2 µM, which improved by 2.5-fold over acarbose (IC = 209.8 ± 0.3 µM) in this assay.[Formula: see text].
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http://dx.doi.org/10.1080/14786419.2021.1921767 | DOI Listing |
Bioorg Chem
December 2024
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, PR China. Electronic address:
An exploration of antibacterial components from the whole plant of Euphorbia humifusa led to the isolation of 14 new triterpenoids, euphohumifusoids A-N (1-7 and 9-15), as well as four known analogues (8 and 16-18). Their structures were elucidated by extensively analysis of the spectroscopic data and X-ray crystallography using Cu Kα radiation. Among them, euphohumifusoid A (1) bears an unique 6(7 → 8)abeo scaffold originated from a D:C-friedo-oleanane skeleton for the first time, euphohumifusoids H and I (9 and 10) possess a rare α,β-unsaturated-γ-lactone chain originated from 25,26,27-trinordammaranes, and euphohumifusoid L (13) is a highly modified 3,4-seco-25,26,27-trinorcycloartane.
View Article and Find Full Text PDFJ Agric Food Chem
March 2023
School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
Eleven oleanane-type triterpenoids named soyasapogenols B1-B11 have been obtained unexpectedly from a marine actinomycete sp. MYH522. Their structures have been determined by extensive analysis of spectroscopic experiments and X-ray crystallographic data.
View Article and Find Full Text PDFNat Prod Res
October 2022
Department of Chemical Technology, Ho Chi Minh University of Technology and Education, Ho Chi Minh City, Vietnam.
Extensive fractionation of -hexane extract from the dried powdered-trunks of Pierre ex A.Froehner (Rubiaceae) led to the isolation of a new oleanane-skeleton triterpene, coffecanolic acid (), along with three known analogues sumaresinolic acid (), oleanolic acid (), and 3--acetyloleanolic acid (). The chemical structures were elucidated using FT-IR, 1D and 2D NMR and HR-ESI-MS data analysis.
View Article and Find Full Text PDFChem Biol Interact
September 2019
Department of Pharmaceutical Biochemistry, Poznan University of Medical Sciences, Poland. Electronic address:
Naturally occurring oleanolic acid (OA) possesses a hepatoprotective activity and ability to inhibit proliferation of human hepatocellular carcinoma cells. Both properties might be related to its anti-inflammatory activity. Its low bioavailability justifies the search for more hydrophilic OA derivatives.
View Article and Find Full Text PDFMolecules
June 2019
Southeast Asia Biodiversity Research Institute, Chinese Academy of Sciences, Yezin, Nay Pyi Taw 05282, Myanmar.
Four new triterpenoids, 3β,12β,16β,21β,22-pentahydroxyhopane (), 12β,16β,21β,22-tetrahydroxyhopan-3-one (), 3-oxo-olean-12-ene-28,30-dioic acid (), and 3β-hydroxyoleana-11,13(18)-diene-28,30-dioic acid 30-methyl ester (); 21 new triterpenoid saponins, glinusopposides A-U (-); and 12 known compounds (-) were isolated from the whole plants of . The structures of the new compounds were elucidated based on the analysis of one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) and mass spectrometry (MS) data. All compounds from the plants were measured for antifungal activities against and .
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