PROTORUBRADIRIN, AN ANTIBIOTIC CONTAINING A C-NITROSO-SUGAR FRAGMENT, IS THE TRUE SECONDARY METABOLITE PRODUCED BY STREPTOMYCES-ACHROMOGENES VAR RUBRADIRIS - RUBRADIRIN, DESCRIBED EARLIER, IS ITS PHOTOOXIDATION PRODUCT
PROTORUBRADIRIN, AN ANTIBIOTIC CONTAINING A C-NITROSO-SUGAR FRAGMENT, IS THE TRUE SECONDARY METABOLITE PRODUCED BY STREPTOMYCES-ACHROMOGENES VAR RUBRADIRIS - RUBRADIRIN, DESCRIBED EARLIER, IS ITS PHOTOOXIDATION PRODUCT
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DOI：
10.7164/antibiotics.45.1313
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发表时间：
1992-08-01
影响因子：
3.3
通讯作者：
ZAPOTOCKY, BA
中科院分区：
文献类型：
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作者：
BANNISTER, B;ZAPOTOCKY, BA
试图改进从不产色链霉菌发酵物中分离抗生素 rubradirin。 rubradiris，研究了制备型反相色谱法的使用。分离出的产物是红红素和一种名为原红红素的新型抗生素的混合物，其结构极其相似，接触光和空气后会转化为红红素。原红红素在黑暗中进行甲醇分解，产生 C-亚硝基糖甲基糖苷的异头混合物，并通过光氧化转化为衍生自红红素的甲基红红素苷。因此，原红红素是红红素的 C-亚硝基类似物。表明原红红素和红红素之间的相同关系可能适用于蒽环类抗生素 viriplanin A 和 viriplanin D。
In an attempt to improve the isolation of the antibiotic rubradirin from fermentations of Streptomyces achromogenes var. rubradiris, the use of preparative reversed-phase chromatography was investigated. The product isolated was a mixture of rubradirin and a new antibiotic named protorubradirin, of extremely similar structure, which is converted into rubradirin on exposure to light and air. Methanolysis of protorubradirin in the dark yields an anomeric mixture of methyl glycosides of a C-nitroso-sugar, converted photo-oxidatively into the methyl rubranitrosides derived from rubradirin. Thus, protorubradirin is the C-nitroso-analogue of rubradirin. It is suggested that the same relationship between protorubradirin and rubradirin may apply to the anthracycline antibiotics viriplanin A and viriplanin D.