New ent-kaurane diterpenes with chiral epoxyangelate moieties from Wedelia prostrata |
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| Authors: | Zhongnan Wu Yubo Zhang Wen Li Nenghua Chen Qianwen Niu Yingying Li Qingguo Li Dan Yang Yaolan Li Guocai Wang |
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| Institution: | 1. Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, China;2. Integrated Chinese and Western Medicine Postdoctoral Research Station, Jinan University, Guangzhou 510632, China;3. School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, China;4. Department of Specific Diagnosis, The 324th Military Hospital, Chongqing 400020, China |
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| Abstract: | Four new ent-kaurane diterpenes with chiral epoxyangelate moieties, (2'R,3'R)-3α-(2',3'-epoxyangeloyloxy)-kaur-16-en-19-oic acid (1), (2'S,3'S)-3α-(2',3'-epoxyangeloyloxy)-kaur-16-en-19-oic acid (2), (2'S,3'S)-3α-(2',3'-epoxyangeloyloxy)-kaur-16-en-19-oic acid (3) and (2'R,3'S)-3α-(2',3'-epoxyangeloyloxy)-kaur-16-en-19-oic acid (4), along with eight known diterpenes (5-12), were isolated from Wedelia prostrata. The absolute configurations of the new structures were determined by X-ray crystallography, ECD calculations and chemical methods. All compounds were evaluated for their cytotoxicity activities on human HepG-2 cells, with IC50 values of 11.72±0.22 μmol/L to 54.75±1.12 μmol/L. |
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| Keywords: | Wedelia prostrata Chiral epoxyangelate moieties Ent-kaurane diterpenes Absolute configuration Cytotoxicity activities |
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