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来源于单种植物轮叶锥花的抗疟色烷和色烯。

Antiplasmodial Chromanes and Chromenes from the Monotypic Plant Species Koeberlinia spinosa.

机构信息

Department of Biochemistry and Molecular Biology, and Center for Tropical and Emerging Global Diseases (CTEGD) , University of Georgia , Athens , Georgia 30602 , United States.

Natural Products Discovery Institute , 3805 Old Easton Road , Doylestown , Pennsylvania 18902 , United States.

出版信息

J Nat Prod. 2018 Mar 23;81(3):475-483. doi: 10.1021/acs.jnatprod.7b00579. Epub 2017 Oct 19.

Abstract

Nine new compounds containing either a chromane or chromene ring moiety were isolated from the monotypic plant Koeberlinia spinosa. Compounds 1-4 are chromanes with all possible E and Z isomers of the isoprenoid side chain, with compound 5 a methylated derivative of 1. Compounds 6 and 7 were assigned as diastereomeric cyclized derivatives of 2 and were probably artifacts formed during the extraction or the isolation processes. Compounds 8 and 9 were characterized as new chromenes. Structure elucidation of 1-9 was conducted via 1D and 2D NMR spectroscopic data interpretation, and absolute configurations were determined by ECD spectroscopic analysis. Compounds 2, 5, 6, and 7 had weak antiplasmodial activity, while none of the compounds exhibited antiproliferative activity. The isolation, structure elucidation, and biological evaluation of these compounds are presented.

摘要

从单种植物 Koeberlinia spinosa 中分离得到了 9 种含有色烷或色烯环部分的新化合物。化合物 1-4 为色烷,其异戊烯侧链具有所有可能的 E 和 Z 异构体,化合物 5 是 1 的甲基化衍生物。化合物 6 和 7 被分配为 2 的非对映环状衍生物,可能是在提取或分离过程中形成的。化合物 8 和 9 被表征为新的色烯。通过 1D 和 2D NMR 光谱数据分析,对 1-9 的结构进行了阐明,通过 ECD 光谱分析确定了绝对构型。化合物 2、5、6 和 7 具有较弱的抗疟原虫活性,而这些化合物均无抗增殖活性。本文介绍了这些化合物的分离、结构阐明和生物评价。

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