Pestalactams A-C: Novel Caprolactams from the Endophytic Fungus Pestalotiopsis sp.

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Davis, Rohan A
Carroll, Anthony R
Andrews, Katherine T
Boyle, Glen M
Tran, Truc Linh
Healy, Peter C
Kalaitzis, John A
Shivas, Roger G
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2010
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Abstract

Chemical investigations of a fermentation culture from the endophytic fungus Pestalotiopsis sp. yielded three novel caprolactams, pestalactams A-C (1-3). The structures of 1-3 were determined by analysis of 1D and 2D-NMR, UV, IR, and MS data. The structure of pestalactam A was confirmed following single crystal X-ray diffraction analysis. Pestalactams A-C are the first C-7 alkylated caprolactam natural products to be reported. Pestalactams A (1) and B (2) were tested against two different strains of the malaria parasite Plasmodium falciparum (3D7 and Dd2), and the mammalian cell lines, MCF-7 and NFF, and showed modest in vitro activity in all assays.

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Organic & Biomolecular Chemistry

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8

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8

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© 2010 Royal Society of Chemistry. This is the author-manuscript version of this paper. Reproduced in accordance with the copyright policy of the publisher. Please refer to the journal website for access to the definitive, published version.

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Medicinal and biomolecular chemistry

Organic chemistry

Natural products and bioactive compounds

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