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来自马来西亚担子菌Pterula sp.的新型细胞毒性环缩肽——蕨菌素I-IV

Pteratides I-IV, new cytotoxic cyclodepsipeptides from the Malaysian basidiomycete Pterula sp.

作者信息

Chen Chien-Hui, Lang Gerhard, Mitova Maya I, Murphy Annabel C, Cole Anthony L J, Din Laily B, Blunt John W, Munro Murray H G

机构信息

Department of Chemistry and School of Biological Sciences, University of Canterbury, Private Bag 4800, Christchurch, New Zealand.

出版信息

J Org Chem. 2006 Oct 13;71(21):7947-51. doi: 10.1021/jo060843u.

DOI:10.1021/jo060843u
PMID:17025281
Abstract

Four new cyclodepsipeptides, pteratides I-IV (1-4), have been isolated from the extract of a Pterula species collected from a Malaysian tropical forest. Homonuclear and heteronuclear 2D NMR techniques as well as MS fragmentation experiments, in combination with methanolysis, determined the gross structures of the peptides and showed that pteratides I and II each contained the nonproteinogenic amino acid 4-methylproline. The absolute configurations of the amino acids in pteratides I-IV were established using Marfey's method. Pteratides I and II are each potently cytotoxic against the P388 murine leukemia cell line (IC50 values of 41 and 40 nM, respectively). Pteratides III and IV show weaker, but still notable, activity with IC50 values of 7.4 and 2.9 microM, respectively.

摘要

从采集自马来西亚热带森林的一种翼状菌属物种的提取物中分离出了四种新的环缩肽,即翼状菌素I-IV(1-4)。通过同核和异核二维核磁共振技术以及质谱裂解实验,并结合甲醇解,确定了这些肽的总体结构,结果表明翼状菌素I和II均含有非蛋白质ogenic氨基酸4-甲基脯氨酸。使用马尔菲方法确定了翼状菌素I-IV中氨基酸的绝对构型。翼状菌素I和II对P388小鼠白血病细胞系均具有强效细胞毒性(IC50值分别为41和40 nM)。翼状菌素III和IV表现出较弱但仍显著的活性,IC50值分别为7.4和2.9 microM。

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