Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany.
Chembiochem. 2012 Jul 23;13(11):1635-44. doi: 10.1002/cbic.201200260. Epub 2012 Jun 29.
The volatiles released by several streptomycetes were collected by using a closed-loop stripping apparatus (CLSA) and analysed by GC-MS. The obtained headspace extracts of various species contained blastmycinone, a known degradation product of the fungicidal antibiotic, antimycin A(3b), and several unknown derivatives. The suggested structures of these compounds, based on their mass spectra and GC retention indices, were confirmed by comparison to synthetic reference samples. Additional compounds found in the headspace extracts were butenolides formed from the blastmycinones by elimination of the carboxylic acid moiety. Analysis of a gene knockout mutant in the antimycin biosynthetic gene cluster demonstrated that all blastmycinones and butenolides are formed via the antimycin biosynthetic pathway. The structural variation of the blastmycinones identified here is much larger than within the known antimycins, thus suggesting that several antimycin derivatives remain to be discovered.
几种链霉菌释放的挥发物采用闭路吹扫装置(CLSA)收集,并通过 GC-MS 进行分析。各种物种获得的顶空提取物含有 blastmycinone,一种已知的杀真菌抗生素 antimycin A(3b) 的降解产物,以及几种未知衍生物。基于它们的质谱和 GC 保留指数,通过与合成参考样品进行比较,确定了这些化合物的建议结构。在顶空提取物中还发现了由 blastmycinones 通过消除羧酸部分形成的丁烯内脂。对 antimycin 生物合成基因簇中基因敲除突变体的分析表明,所有的 blastmycinones 和 butenolides 都是通过 antimycin 生物合成途径形成的。这里鉴定的 blastmycinones 的结构变化比已知的 antimycins 大得多,因此表明还有几种 antimycin 衍生物有待发现。