新型抗生素纳吡霉素A2和B4以及纳吡霉素的立体化学

New antibiotic napyradiomycins A2 and B4 and stereochemistry of napyradiomycins.

作者信息

Shiomi K, Nakamura H, Iinuma H, Naganawa H, Takeuchi T, Umezawa H, Iitaka Y

机构信息

Institute of Microbial Chemistry, Tokyo, Japan.

出版信息

J Antibiot (Tokyo). 1987 Sep;40(9):1213-9. doi: 10.7164/antibiotics.40.1213.

DOI:10.7164/antibiotics.40.1213

PMID:3680038

Abstract

Napyradiomycins A2 and B4, new members of the napyradiomycins, have been isolated from the culture broth of Chainia rubra MG802-AF1. The structure of napyradiomycin A2 was elucidated as 16-hydroxy-17-methylenenapyradiomycin A1 by NMR studies. The absolute structure of napyradiomycin B4 was determined as 13-hydroxy-13-methylnapyradiomycin B1 by X-ray crystallography and therefore the configuration of C(4a) in other napyradiomycins is assumed as the R configuration. The geometrical isomerism of napyradiomycin C1 was estimated as 12E and 16E by nuclear Overhauser effect experiments.

摘要

纳吡放线菌素A2和B4是纳吡放线菌素家族的新成员，它们是从红色链霉菌MG802-AF1的培养液中分离得到的。通过核磁共振研究，纳吡放线菌素A2的结构被阐明为16-羟基-17-亚甲基纳吡放线菌素A1。通过X射线晶体学确定了纳吡放线菌素B4的绝对结构为13-羟基-13-甲基纳吡放线菌素B1，因此推测其他纳吡放线菌素中C(4a)的构型为R构型。通过核Overhauser效应实验估计纳吡放线菌素C1的几何异构体为12E和16E。