葡萄菌素A1和B2的生物合成。

N Imamura, K Kakinuma, N Ikekawa, H Tanaka, S Omura
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引用次数: 55

摘要

马氏链霉菌亚种产抗菌抗肿瘤抗生素葡萄霉素A1(1)和B2(2)的生物合成研究。用[1- 13c]-和[1,2- 18c2]醋酸钠进行标记实验,然后用18C NMR谱分析。结果表明,1的苯并[a]蒽醌发色团来源于羧基端脱羧的癸乙酸代谢物,2是通过1的C-C键裂解形成的。从同一菌株的发酵液中分离出雷贝霉素,表明简单的奔驰[a]蒽醌类抗生素如雷贝霉素、四万霉素、阿卡霉素、c -糖基化奔驰[a]蒽醌和葡萄霉素之间存在密切的生物合成关系。这些生物合成数据促使我们重新考虑先前发表的抗生素SS-228Y的结构,该结构尚未修订。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Biosynthesis of vineomycins A1 and B2.

Biosynthetic studies of the antibacterial and antitumor antibiotics vineomycins A1 (1) and B2 (2), produced by Streptomyces matensis subsp. vineus, were carried out by labeling experiments with [1-13C]- and [1,2-18C2]sodium acetate followed by 18C NMR spectroscopy. The results show that the benz[a]anthraquinone chromophore of 1 is derived from a decacetate metabolite with decarboxylation at the carboxyl end and that 2 is formed via C-C bond cleavage of 1. Isolation of rabelomycin from the fermentation broth of the same strain suggests a close biosynthetic relationship among the simple benz[a]anthraquinone antibiotics such as rabelomycin, tetrangomycin, aquayamycin, a C-glycosylated benz[a]anthraquinone, and vineomycins. These biosynthetic data prompted us to reconsider the previously published structure of the antibiotic SS-228Y, which has not been revised.

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