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Pseudoxylallemycins A-F, Cyclic Tetrapeptides with Rare Allenyl Modifications Isolated from Pseudoxylaria sp. X802: A Competitor of Fungus-Growing Termite Cultivars.

Authors :
Guo H
Kreuzenbeck NB
Otani S
Garcia-Altares M
Dahse HM
Weigel C
Aanen DK
Hertweck C
Poulsen M
Beemelmanns C
Source :
Organic letters [Org Lett] 2016 Jul 15; Vol. 18 (14), pp. 3338-41. Date of Electronic Publication: 2016 Jun 24.
Publication Year :
2016

Abstract

Based on fungus-fungus pairing assays and HRMS-based dereplication strategy, six new cyclic tetrapeptides, pseudoxylallemycins A-F (1-6), were isolated from the termite-associated fungus Pseudoxylaria sp. X802. Structures were characterized using NMR spectroscopy, HRMS, and Marfey's reaction. Pseudoxylallemycins B-D (2-4) possess a rare and chemically accessible allene moiety amenable for synthetic modifications, and derivatives A-D showed antimicrobial activity against Gram-negative human-pathogenic Pseudomonas aeruginosa and antiproliferative activity against human umbilical vein endothelial cells and K-562 cell lines.

Details

Language :
English
ISSN :
1523-7052
Volume :
18
Issue :
14
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
27341414
Full Text :
https://doi.org/10.1021/acs.orglett.6b01437