具有去转化活性的新型环四肽——曲波毒素A和B的分离与结构解析，作为抗肿瘤药物。

Isolation and structural elucidation of new cyclotetrapeptides, trapoxins A and B, having detransformation activities as antitumor agents.

作者信息

Itazaki H, Nagashima K, Sugita K, Yoshida H, Kawamura Y, Yasuda Y, Matsumoto K, Ishii K, Uotani N, Nakai H

机构信息

Shionogi Research Laboratories, Shionogi & Co., Ltd., Osaka, Japan.

出版信息

J Antibiot (Tokyo). 1990 Dec;43(12):1524-32. doi: 10.7164/antibiotics.43.1524.

DOI:10.7164/antibiotics.43.1524

PMID:2276972

Abstract

New cyclotetrapeptides, trapoxins A and B were isolated from the culture broth of Helicoma ambiens RF-1023. These compounds exhibit detransformation activities against v-sis oncogene-transformed NIH3T3 cells (sis/NIH3T3) as antitumor agents. The structures were found to be new cyclotetrapeptides, cyclo[(S)-phenylalanyl-(S)-phenylalanyl-(R)-pipecolinyl- (2S,9S)-2-amino-8-oxo-9,10-epoxydecanoyl-] for trapoxin A and cyclo[(S)-phenylalanyl-(S)-phenylalanyl-(R)-prolyl-2- amino-8-oxo-9,10-epoxydecanoyl-] for trapoxin B, by X-ray analysis, mass spectrometric, NMR and chemical studies.

摘要

新型环四肽trapxin A和B是从环纹菌Helicoma ambiens RF - 1023的培养液中分离得到的。这些化合物作为抗肿瘤剂，对v - sis癌基因转化的NIH3T3细胞（sis/NIH3T3）具有去转化活性。通过X射线分析、质谱分析、核磁共振和化学研究发现，trapxin A的结构为新型环四肽环[（S）-苯丙氨酰-（S）-苯丙氨酰-（R）-哌啶基-（2S，9S）-2-氨基-8-氧代-9，10-环氧癸酰基-]，trapxin B的结构为环[（S）-苯丙氨酰-（S）-苯丙氨酰-（R）-脯氨酰-2-氨基-8-氧代-9，10-环氧癸酰基-]。