氯多孢菌素A、B和C，来自新种插入法尼菌的新型糖肽抗生素。III. 氯多孢菌素的结构解析

Chloropolysporins A, B and C, novel glycopeptide antibiotics from Faenia interjecta sp. nov. III. Structure elucidation of chloropolysporins.

作者信息

Takatsu T, Takahashi S, Nakajima M, Haneishi T, Nakamura T, Kuwano H, Kinoshita T

出版信息

J Antibiot (Tokyo). 1987 Jul;40(7):933-40. doi: 10.7164/antibiotics.40.933.

DOI:10.7164/antibiotics.40.933

Abstract

Structure elucidations of chloropolysporins A, B and C were achieved mainly by chemical degradation studies. These components possessed the same pseudoaglycone in common and their structures were closely related to that of beta-avoparcin. The structures of chloropolysporins differ from that of beta-avoparcin in the presence of vancomycinic acid moiety instead of monodechlorovancomycinic acid moiety and glucose, not ristosaminylglucose, in its side chain. Chloropolysporin C was identified as derhamnosylchloropolysporin B based on its 1H NMR and mass spectral analysis and degradation studies. Two minor components, chloropolysporins D and E, were identified as the epimers of each of chloropolysporins B and C, respectively, based on their Cotton effects and retention times on reverse phase HPLC.

摘要

氯多孢菌素A、B和C的结构解析主要通过化学降解研究完成。这些成分具有相同的假苷元，其结构与β-阿伏帕星密切相关。氯多孢菌素的结构与β-阿伏帕星不同，在于其存在万古霉素酸部分而非单脱氯万古霉素酸部分，且其侧链中为葡萄糖而非瑞斯托糖胺基葡萄糖。基于其1H NMR、质谱分析和降解研究，氯多孢菌素C被鉴定为鼠李糖基氯多孢菌素B。基于它们的科顿效应和在反相高效液相色谱上的保留时间，两种次要成分氯多孢菌素D和E分别被鉴定为氯多孢菌素B和C各自的差向异构体。