喜他汀，一种来自吸水链霉菌的新型抗肿瘤抗生素。III. 结构解析。

Himastatin, a new antitumor antibiotic from Streptomyces hygroscopicus. III. Structural elucidation.

作者信息

Leet J E, Schroeder D R, Golik J, Matson J A, Doyle T W, Lam K S, Hill S E, Lee M S, Whitney J L, Krishnan B S

机构信息

Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, Connecticut 06492, USA.

出版信息

J Antibiot (Tokyo). 1996 Mar;49(3):299-311. doi: 10.7164/antibiotics.49.299.

DOI:10.7164/antibiotics.49.299

PMID:8626248

Abstract

The structure of the antitumor antibiotic himastatin was determined using a combination of spectroscopic and chemical degradation techniques. Himastatin is a unique dimeric cyclohexadepsipeptide joined through a biphenyl linkage between two oxidized tryptophan units. The gross structure of the dimer was established through degradative ozonolysis. Himastatin consists of D-valine, D-threonine, L-leucine, L-alpha-hydroxyisovaleric acid, (3R,5R)-5-hydroxypiperazic acid, and (2R,3aR,8aR)-3a-hydroxyhexahydropyrrolo[2,3b]indole 2-carboxylic acid subunits.

摘要

通过光谱学和化学降解技术相结合的方法确定了抗肿瘤抗生素喜树他汀的结构。喜树他汀是一种独特的二聚体环己缩肽，通过两个氧化色氨酸单元之间的联苯键连接。二聚体的总体结构通过降解性臭氧分解得以确定。喜树他汀由D-缬氨酸、D-苏氨酸、L-亮氨酸、L-α-羟基异戊酸、(3R,5R)-5-羟基哌嗪酸和(2R,3aR,8aR)-3a-羟基六氢吡咯并[2,3b]吲哚-2-羧酸亚基组成。