Ohlendorf Birgit, Leyers Stefan, Krick Anja, Kehraus Stefan, Wiese Michael, König Gabriele M
Institute of Pharmaceutical Biology, University of Bonn, Bonn, Germany.
Chembiochem. 2008 Dec 15;9(18):2997-3003. doi: 10.1002/cbic.200800434.
Myxobacteria are gliding bacteria that belong to the delta-Proteobacteria and are known for their unique biosynthetic capabilities. Among myxobacteria, Nannocystis spp. are most closely related to marine myxobacteria and their secondary metabolism has hardly been investigated. Phenylnannolones A (1), B (2) and C (3) were obtained from a culture of Nannocystis exedens that was isolated from the intertidal region of Crete. Compound 1 had inhibitory activity toward the ABCB1 gene product P-glycoprotein and reversed daunorubicin resistance in cultured cancer cells. Phenylnannolone A has an unusual structural architecture; it is composed of an ethyl-substituted polyene chain linked to a pyrone moiety on one side and to a phenyl ring on the other. The investigation of the biosynthesis with labelled precursors revealed acetate, butyrate and phenylalanine as building blocks for 1. The labelling pattern suggested novel biochemical reactions for the biosynthesis of the starter unit.
黏细菌是属于δ-变形菌纲的滑行细菌，以其独特的生物合成能力而闻名。在黏细菌中，侏囊菌属与海洋黏细菌关系最为密切，但其次生代谢几乎未被研究。从克里特岛潮间带分离出的扩展侏囊菌培养物中获得了苯基侏囊酮A（1）、B（2）和C（3）。化合物1对ABCB1基因产物P-糖蛋白具有抑制活性，并能逆转培养癌细胞中的柔红霉素耐药性。苯基侏囊酮A具有不寻常的结构；它由一条乙基取代的多烯链组成，该链一侧与一个吡喃酮部分相连，另一侧与一个苯环相连。用标记前体进行的生物合成研究表明，乙酸盐、丁酸盐和苯丙氨酸是1的组成单元。标记模式表明了起始单元生物合成的新生化反应。
