IB-01212，一种从海洋真菌枝顶孢属ESNA-A009中分离出的新型细胞毒性环缩肽。

IB-01212, a new cytotoxic cyclodepsipeptide isolated from the marine fungus Clonostachys sp. ESNA-A009.

作者信息

Cruz Luis J, Insua Marta Martínez, Baz Julia Pérez, Trujillo Martha, Rodriguez-Mias Ricard A, Oliveira Eliandre, Giralt Ernest, Albericio Fernando, Cañedo Librada M

机构信息

Barcelona Biomedical Research Institute, Barcelona Science Park, University of Barcelona, 08028-Barcelona, Spain.

出版信息

J Org Chem. 2006 Apr 28;71(9):3335-8. doi: 10.1021/jo051600p.

DOI:10.1021/jo051600p

PMID:16626111

Abstract

IB-01212, a new cytotoxic cyclodepsipeptide featuring C2 symmetry, was isolated from the mycelium extract of Clonostachys sp. ESNA-A009. The amino acid sequence of the compound was determined by spectroscopy techniques. The absolute configuration of the amino acids was determined by a combination of the Marfey and menthol methods. The structure, which was confirmed by comparison of the analytical data for the natural product with a sample obtained by solid-phase peptide synthesis, was revealed to be a cyclic dimer formed by two chains of L-N,N-Me2Leu-L-Ser-L-N-MeLeu-L-N-MePhe bound by the two esters formed between the carboxylic acid of the L-N-MePhe and the hydroxyl function of the L-Ser. IB-01212 is highly cytotoxic to different tumor cell lines.

摘要

IB-01212是一种具有C2对称性的新型细胞毒性环缩肽，从枝顶孢属ESNA-A009菌株的菌丝体提取物中分离得到。该化合物的氨基酸序列通过光谱技术测定。氨基酸的绝对构型通过马尔菲法和薄荷醇法相结合的方法确定。通过将天然产物的分析数据与固相肽合成获得的样品进行比较，证实其结构为一种环状二聚体，由两条L-N，N-二甲基亮氨酸-L-丝氨酸-L-N-甲基亮氨酸-L-N-甲基苯丙氨酸链通过L-N-甲基苯丙氨酸的羧酸与L-丝氨酸的羟基之间形成的两个酯键连接而成。IB-01212对不同的肿瘤细胞系具有高度细胞毒性。