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灰葡萄孢菌对生物活性异石竹烷的生物转化。

Biotransformation of bioactive isocaryolanes by Botrytis cinerea.

机构信息

Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos 6627, 31270-901 Belo Horizonte, MG, Brazil.

出版信息

J Nat Prod. 2011 Aug 26;74(8):1707-12. doi: 10.1021/np1009465. Epub 2011 Aug 1.

DOI:10.1021/np1009465
PMID:21805982
Abstract

The metabolism of the fungistatic agent (8R,9R)-8-methoxyisocaryolan-9-ol (4) by the fungus Botrytis cinerea has been investigated. Biotransformation of compound 4 yielded compounds 5 and 6-9. No dihydrobotrydial is observed after 4 days of incubation of compound 4. Separate biotransformation of (8R,9R)-isocaryolane-8,9-diol (5) yielded compounds 7-11. The evaluation of the fungistatic activity against B. cinerea of compounds 4, 5, and 6 is reported. (4R,8R,9R)-8-Methoxyisocaryolane-9,15-diol (6), a major metabolite of (8R,9R)-8-methoxyisocaryolan-9-ol (4), shows a much reduced biological activity when compared with the parent compound. Isocaryolane derivatives 6-11 are described for the first time.

摘要

已研究了真菌 Botrytis cinerea 对抑菌剂(8R,9R)-8-甲氧基异卡兰-9-醇(4)的代谢作用。化合物 4 的生物转化生成了化合物 5 和 6-9。在 4 天的 4 孵育后,未观察到二氢 Botrydial。(8R,9R)-异卡兰烷-8,9-二醇(5)的单独生物转化生成了化合物 7-11。报道了化合物 4、5 和 6 对 B. cinerea 的抑菌活性的评估。(4R,8R,9R)-8-甲氧基异卡兰烷-9,15-二醇(6)是(8R,9R)-8-甲氧基异卡兰-9-醇(4)的主要代谢产物,与母体化合物相比,其生物活性大大降低。异卡兰烷衍生物 6-11 为首次报道。

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