Hughes Chambers C, Prieto-Davo Alejandra, Jensen Paul R, Fenical William
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, La Jolla, California 92093-0204, USA.
Org Lett. 2008 Feb 21;10(4):629-31. doi: 10.1021/ol702952n. Epub 2008 Jan 19.
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 atropo-enantiomer 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.
一种专性海洋链霉菌菌株的培养产生了海生吡咯A和B,它们是高度卤代的、具有轴手性的代谢产物,含有不常见的双吡咯结构。海生吡咯B的X射线分析表明,该天然产物以M构型的阻转对映体形式存在。虽然M-(-)-海生吡咯A在室温下构型稳定,但在高温下会发生消旋化,生成非天然的P-(+)-阻转对映体。海生吡咯对耐甲氧西林金黄色葡萄球菌具有强大的抗菌活性。