文献类型：期刊文献

英文题名：Unprecedented Quassinoids with Promising Biological Activity from Harrisonia perforata

作者：Fang, Xin[1];Di, Ying Tong[1];Zhang, Yu[1];Xu, Zhi Ping[3];Lu, Yang[2];Chen, Qian Qian[2];Zheng, Qi Tai[2];Hao, Xiao Jiang[1]

机构：[1]Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China;[2]Chinese Acad Med Sci, Inst Mat Med, Beijing 100050, Peoples R China;[3]E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

年份：2015

卷号：54

期号：19

起止页码：5592

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20151900826514);WOS:【SCI-EXPANDED(收录号:WOS:000354193300010)】；

基金：This research was supported financially by grants from the National Science Foundation of China (21432010), the Science Foundation of Yunnan (2014A050), the Technological leading talent project of Yunnan, and the Xibuzhiguang Project (grant to Y.T.D.).

语种：英文

外文关键词：biosynthetic pathways; insecticidal activity; natural products; nicotinic acetylcholine receptors; structure elucidation

摘要：Perforalactone A (1), a new 20S quassinoid with a unique cagelike 2,4-dioxaadamantane ring system and a migrated side chain, was isolated from the plant Harrisonia perforata together with two biosynthetically related new quassinoids. The structures of these natural products were elucidated by NMR spectroscopy, X-ray diffraction analysis, computational modeling, and the CD excitation chirality method. The compounds exhibited notable biological properties, including insecticidal activity against Aphis medicaginis Koch and antagonist activity at the nicotinic acetylcholine receptor of Drosophila melanogaster. The structural features of these compounds may be related to their promising biological characteristics. Their biosynthesis and an alternative origin of quassinoid-type natural products are also discussed.