The marinopyrroles, antibiotics of an unprecedented structure class from a marine Streptomyces sp.

The marinopyrroles, antibiotics of an unprecedented structure class from a marine Streptomyces sp.
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DOI:
10.1021/ol702952n
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发表时间:
2008-02-21
期刊:
影响因子:
5.2
通讯作者:
Fenical, William
Fenical, William
中科院分区:
化学1区
文献类型:
--
作者:
Hughes, Chambers C.;Prieto-Davo, Alejandra;Fenical, William

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培养专性海洋链霉菌菌株提供了marinopyrroles A和B,密集卤化,轴向手性代谢产物,含有一个不常见的双吡咯结构。marinopyrrole B的X-射线分析表明,天然产物以M-构型的阻转对映体存在。虽然在室温下构型稳定,但M(-)-marinopyrrole A可以在高温下外消旋化,得到非天然的P-(+)-atropo-enantiomer。marinopyrroles对耐甲氧西林金黄色葡萄球菌具有有效的抗生素活性。
Cultivation of an obligate marine Streptomyces strain has furnished the marinopyrroles A and B, densely halogenated, axially chiral metabolites that contain an uncommon bispyrrole structure. X-ray analysis of marinopyrrole B showed that the natural product exists as an atropoenantiomer with the M-configuration. Though configurationally stable at room temperature, M(-)-marinopyrrole A can be racemized at elevated temperatures to yield the non-natural P-(+)-atropo-enantiomer. The marinopyrroles possess potent antibiotic activities against methicillin-resistant Staphylococcus aureus.