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

New ent-kaurane diterpenes with chiral epoxyangelate moieties from Wedelia prostrate
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具有来自蟛蜞菊的手性环氧当归酸酯部分的新型对映贝壳杉烷二萜

DOI:
10.1016/j.cclet.2018.05.038
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发表时间:
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影响因子:
9.1
通讯作者:
Wang Guo-Cai
Wang Guo-Cai
中科院分区:
化学1区
文献类型:
--
作者:
Wu Zhong-Nan;Zhang Yu-Bo;Li Wen;Chen Neng-Hua;Niu Qian-Wen;Li Ying-Ying;Li Qing-Guo;Yang Dan;Li Yao-Lan;Wang Guo-Cai

文献摘要

相似文献

四个具有手性环氧乙烷基团的新龙烷二萜,(2′R,3′R)-3α-(2′,3′-epoxyangeloyloxy)-kaur-16-en-19-oic酸(1),(2′S,3′S)-3α-(2′,3′-epoxyangeloyloxy)-kaur-16-en-19-oic酸(2),(2′S,3′R)-3α-(2′,3′-epoxyangeloyloxy)-kaur-16-en-19-oic酸(3)和(2‘R,3′S)-3α-(2′,3′-epoxyangeloyloxy)-kaur-16-en-19-oic酸(4)和8个已知的二萜化合物(5−12)是从黄花水母中分离得到的。新结构的绝对构型由X射线结晶学、ECD计算和化学方法确定。对所有化合物进行了细胞毒活性测定,IC50值分别为11.72±0.22μμ/L~54.75±1.12×10~(-6)mol/L。
Four newent-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′R)-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 fromWedelia 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 IC50values of 11.72 ± 0.22 μmol/L to 54.75 ± 1.12 μmol/L.