Pterulamides I-VI, Linear Peptides from a Malaysian Pterula sp.

Lang, Gerhard, Mitova, Maya I., Cole, L.J., Din, L.B., Vikineswary, S., Abdullah, N., Blunt, J.W. and Munro, M.H.G. (2006) Pterulamides I-VI, Linear Peptides from a Malaysian Pterula sp. Journal of Natural Products, 69 . pp. 1389-1393. DOI 10.1021/np0600245.

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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 μg/mL (0.79 and 1.33 μM), respectively.

Document Type: Article
Refereed: Yes
Open Access Journal?: No
DOI etc.: 10.1021/np0600245
ISSN: 0163-3864
Date Deposited: 03 Dec 2008 16:51
Last Modified: 03 Apr 2018 13:15
URI: http://oceanrep.geomar.de/id/eprint/3596

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