Citation: Wu Zhongnan, Zhang Yubo, Li Wen, Chen Nenghua, Niu Qianwen, Li Yingying, Li Qingguo, Yang Dan, Li Yaolan, Wang Guocai. New ent-kaurane diterpenes with chiral epoxyangelate moieties from Wedelia prostrata[J]. Chinese Chemical Letters, ;2019, 30(2): 451-453. doi: 10.1016/j.cclet.2018.05.038 shu

New ent-kaurane diterpenes with chiral epoxyangelate moieties from Wedelia prostrata

Wu Zhongnan ^a ,
Zhang Yubo ^a,b ,
Li Wen ^a ,
Chen Nenghua ^a ,
Niu Qianwen ^a ,
Li Yingying ^a ,
Li Qingguo ^c ,
Yang Dan ^d ,
Li Yaolan ^a,*, ,
Wang Guocai ^a,b,*,

a.
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
b.
Integrated Chinese and Western Medicine Postdoctoral Research Station, Jinan University, Guangzhou 510632, China
c.
School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, China
d.
Department of Specific Diagnosis, The 324th Military Hospital, Chongqing 400020, China

tliyl@jnu.edu.cn

twangguocai@jnu.edu.cn

Received Date: 26 March 2018
Revised Date: 23 May 2018
Accepted Date: 24 May 2018
Available Online: 24 February 2018

Figures(4)

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.
- Wedelia prostrata,
- Chiral epoxyangelate moieties,
- Ent-kaurane diterpenes,
- Absolute configuration,
- Cytotoxicity activities
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