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Bioactive dammarane-type triterpenoids derived from the acid hydrolysate of Gynostemma pentaphyllum saponins
Authors:Ming-Sheng Bai   Jin-Min Gao   Chen Fan   Sheng-Xiang Yang   Gao Zhang  Cheng-Dong Zheng  
Affiliation:aResearch Centre for Natural Medicinal Chemistry, College of Science, Northwest A&F University, Yangling, Shaanxi 712100, China;bCollege of Life Sciences, Northwest A&F University, Yangling, Shaanxi 712100, China;cCollege of Life Sciences, Ningxia University, Yinchuan, Ningxia 750021, China;dCentre for Analysis and Detection, Xi’an Institute of Modern Chemistry, Xi’an, Shaanxi 710065, China
Abstract:From an acid hydrolysate of the crude saponins of Gynostemma pentaphyllum, three triterpenes, including a new compound (23S)-3β-hydroxydammar-20,24-dien-21-oic acid 21,23-lactone (1) and two known aglycons (20S, 23R)-3β,20β-dihydroxydamma-24-dien-21-oic acid 21,23-lactone (2) and (20S, 24S)-20,24-epoxydammarane-3β,12β,25-triol (3), were isolated. Their structures were established on the basis of extensive spectral evidence (HR-ESI-MS, IR, 1D and 2D-NMR experiments). In bioactive assays in vitro, compound 1 was found to have potent cytotoxicity against the human breast cancer cells MDA-MB-435, whereas compounds 2 and 3 exhibited modest inhibitory activity toward porcine pancreatic lipase. The results indicated that acid treatment of G. pentaphyllum extract could produce diverse structures with interesting bioactivity.
Keywords:Gynostemma pentaphyllum   Cucurbitaceae   Hydrolysate   Dammarane triterpenoid   Cytotoxicity   Porcine pancreatic lipase inhibitor   (23S)-3β  -Hydroxydammar-20,24-dien-21-oic acid 21,23-lactone
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