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翼枝酰胺I - VI,来自马来西亚一种翼枝菌属物种的线性肽

Pterulamides I-VI, linear peptides from a Malaysian Pterula sp.

作者信息

Lang Gerhard, Mitova Maya I, Cole Anthony L J, Din Laily B, Vikineswary Sabaratnam, Abdullah Noorlidah, Blunt John W, Munro Murray H G

机构信息

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

出版信息

J Nat Prod. 2006 Oct;69(10):1389-93. doi: 10.1021/np0600245.

DOI:10.1021/np0600245
PMID:17067148
Abstract

Six new linear peptides, pterulamides I-VI (1-6), were isolated from the fruiting bodies of a Malaysian Pterula species. The structures were elucidated by MS and 2D NMR experiments, and the absolute configurations of the constituent amino acids established using Marfey's method. The pterulamides are mainly assembled from nonpolar N-methylated amino acids and, most interestingly, have non-amino-acid N-terminal groups, among them the unusual cinnamoyl, (E)-3-methylsulfinylpropenoyl, and (E)-3-methylthiopropenoyl groups. Furthermore, pterulamides I-V are the first natural peptides with a methylamide C-terminus. Pterulamides I and IV are cytotoxic against the P388 cell line with IC50 values of 0.55 and 0.95 microg/mL (0.79 and 1.33 microM), respectively.

摘要

从马来西亚一种翅子属真菌的子实体中分离出六种新的线性肽,即翅子酰胺I - VI(1 - 6)。通过质谱和二维核磁共振实验阐明了其结构,并使用马尔菲方法确定了组成氨基酸的绝对构型。翅子酰胺主要由非极性的N - 甲基化氨基酸组成,最有趣的是,它们具有非氨基酸的N - 末端基团,其中包括不寻常的肉桂酰基、(E)-3 - 甲基亚磺酰丙烯酰基和(E)-3 - 甲基硫代丙烯酰基。此外,翅子酰胺I - V是首批具有甲基酰胺C - 末端的天然肽。翅子酰胺I和IV对P388细胞系具有细胞毒性,IC50值分别为0.55和0.95微克/毫升(0.79和1.33微摩尔)。

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