Antiplasmodial Chromanes and Chromenes from the Monotypic Plant Species Koeberlinia spinosa,Journal of Natural Products

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Antiplasmodial Chromanes and Chromenes from the Monotypic Plant Species Koeberlinia spinosa
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-10-19 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00579
Christopher Charles Presley , Ana Lisa Valenciano ₁ , Maria L. Fernández-Murga , Yongle Du , Narasimhamurthy Shanaiah , Maria B. Cassera ₁ , Michael Goetz ₂ , Jason A. Clement ₂ , David G. I. Kingston

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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.

中文翻译：

单倍型植物小叶藻Koeberlinia spinosa的抗血浆色氨酸和铬酮

从单型植物刺槐（Koeberlinia spinosa）中分离出9个含有发环或苯环的新化合物。化合物1 - 4是与所有可能的色满Ë和Ž类异戊二烯侧链的同分异构体，用化合物5甲基化衍生物的1。化合物6和7被指定为2的非对映体环化衍生物，可能是在提取或分离过程中形成的人工产物。化合物8和9被表征为新的色烯。结构解析1–通过1D和2D NMR光谱数据解释进行了9次，并且通过ECD光谱分析确定了绝对构型。化合物2，5，6，和7具有弱抗疟原虫活性，而没有化合物显示出抗增殖活性。介绍了这些化合物的分离，结构阐明和生物学评估。

更新日期：2017-10-19

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