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J Nat Prod. 2014 Apr 25;77(4):779-83. doi: 10.1021/np4007525. Epub 2014 Mar 27.

Antiparasitic chaiyaphumines from entomopathogenic Xenorhabdus sp. PB61.4.

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  • 1Merck Stiftungsprofessur für Molekulare Biotechnologie, Fachbereich Biowissenschaften, Goethe Universität Frankfurt , Max-von-Laue-Straße 9 60438 Frankfurt am Main, Germany.

Abstract

A new class of four depsipentapeptides called chaiyaphumines A-D (1-4) was isolated from Xenorhabdus sp. PB61.4. Their structures were elucidated by detailed 1D and 2D NMR experiments and by a Marfey's analysis following flash hydrolysis of the peptide. Verification of the structure was achieved by three-dimensional modeling using NOE-derived distance constraints, molecular dynamics, and energy minimization. Chaiyaphumine A (1) showed good activity against Plasmodium falciparum (IC50 of 0.61 μM), the causative agent of malaria, and was active against other protozoal tropical disease causing agents.

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