来自元宝草的具有金刚烷基骨架的生物活性酰基间苯三酚

Bioactive acylphloroglucinols with adamantyl skeleton from Hypericum sampsonii.

作者信息

Zhu Hucheng, Chen Chunmei, Yang Jing, Li Xiao-Nian, Liu Junjun, Sun Bin, Huang Sheng-Xiong, Li Dongyan, Yao Guangmin, Luo Zengwei, Li Yan, Zhang Jinwen, Xue Yongbo, Zhang Yonghui

机构信息

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, China.

出版信息

Org Lett. 2014 Dec 19;16(24):6322-5. doi: 10.1021/ol5030579. Epub 2014 Dec 2.

DOI:10.1021/ol5030579

PMID:25453445

Abstract

Hyperisampsins A-D (1-4), with tetracyclo[6.3.1.1(3,10).0(3,7)]tridecane skeletons and seven biogenetically related congeners (5-11), were isolated from Hypericum sampsonii. Their structures were elucidated by comprehensive spectroscopic techniques. The absolute configuration of 1 was established by ECD calculations, and those of 5 and 9 were confirmed by single X-ray crystallographic analyses. Hyperisampsins A and D showed potent anti-HIV activities with EC50 of 2.97 and 0.97 μM and selectivity index of 4.80 and 7.70, respectively.

摘要

从元宝草中分离得到了具有四环[6.3.1.1(3,10).0(3,7)]十三烷骨架的金丝桃辛A - D（1 - 4）以及7个生源相关的同系物（5 - 11）。通过综合光谱技术阐明了它们的结构。通过电子圆二色（ECD）计算确定了1的绝对构型，通过单晶X射线晶体学分析证实了5和9的绝对构型。金丝桃辛A和D表现出较强的抗HIV活性，其半数有效浓度（EC50）分别为2.97和0.97 μM，选择性指数分别为4.80和7.70。