BIOSYNTHESIS OF VINEOMYCIN-A1 AND VINEOMYCIN-B2
BIOSYNTHESIS OF VINEOMYCIN-A1 AND VINEOMYCIN-B2
复制标题
DOI：
10.7164/antibiotics.35.602
复制
发表时间：
1982-01-01
影响因子：
3.3
通讯作者：
OMURA, S
中科院分区：
文献类型：
--
作者：
IMAMURA, N;KAKINUMA, K;OMURA, S
马氏链霉菌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- 13c2]醋酸钠进行标记实验，然后用13C核磁共振波谱法进行标记。1的苯并[a]蒽醌发色团是由脱乙酸代谢物和羧基端脱羧而得到的，2是通过1的C-C键裂解而形成的。从同一菌株的发酵液中分离出雷贝霉素，表明雷贝霉素、四万霉素、阿卡霉素、c -糖基化的苯并[a]蒽醌类抗生素与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人们重新考虑先前发表的抗生素SS-228Y的结构，并对其进行了修订。
Biosynthetic studies of the antibacterial and antitumor antibiotics vineomycins A1 (1) and B2 (2), produced by Streptomyces matensis ssp. vineus, were carried out by labeling experiments with [1-13C]- and [1,2-13C2]sodium acetate followed by 13C NMR spectroscopy. The benz[a]anthraquinone chromophore of 1 is derived from a decacetate metabolite and decarboxylation at the carboxyl end, and 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 a reconsideration of the previously published structure of the antibiotic SS-228Y, which was revised.