来自球腔菌致病真菌 Cordyceps sp. BCC 49294 的 14 元双内酯克隆苦醇的立体异构体 Cordybislactone：克隆苦醇绝对构型的修订。

Cordybislactone, a stereoisomer of the 14-membered bislactone clonostachydiol, from the hopper pathogenic fungus Cordyceps sp. BCC 49294: revision of the absolute configuration of clonostachydiol.

机构信息

Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki, Aoba-ku, Sendai, 980-8578, Japan.

National Center for Genetic Engineering and Biotechnology (BIOTEC), 113 Thailand Science Park, Phaholyothin Road, Klong Luang, Pathumthani, 12120, Thailand.

出版信息

J Antibiot (Tokyo). 2018 Mar;71(3):351-358. doi: 10.1038/s41429-017-0008-9. Epub 2018 Jan 18.

DOI:10.1038/s41429-017-0008-9

PMID:29348525

Abstract

Cordybislactone (3), a new stereoisomer of the 14-membered bislactone clonostachydiol, together with its open ring analog (4), was isolated from the hopper pathogenic fungus Cordyceps sp. BCC 49294. The relative and absolute configurations of 3 were determined by chemical derivatizations, including the modified Mosher's method. The stereochemistry of clonostachydiol was determined using the natural compound isolated from Xylaria sp. BCC 4297. The result revealed that the absolute configuration of clonostachydiol, previously determined by synthesis, should be revised to its enantiomer.

摘要

从漏斗状致病真菌 Cordyceps sp. BCC 49294 中分离到 Cordybislactone (3)，这是一种具有 14 元双内酯结构的新立体异构体，以及其开环类似物 (4)。通过化学衍生化，包括改良的 Mosher 法，确定了 3 的相对和绝对构型。使用从 Xylaria sp. BCC 4297 中分离得到的天然化合物确定了 clonostachydiol 的立体化学。结果表明，以前通过合成确定的 clonostachydiol 的绝对构型应修正为其对映异构体。