Pestalactams A–C: novel caprolactams from the endophytic fungus Pestalotiopsis sp. | Zendy

Rohan A. Davis | Zendy; Anthony R. Carroll | Zendy; Katherine T. Andrews | Zendy; Glen M. Boyle | Zendy; Truc Linh Tran | Zendy; Peter C. Healy | Zendy; John A. Kalaitzis | Zendy; Roger G. Shivas | Zendy

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Pestalactams A–C: novel caprolactams from the endophytic fungus Pestalotiopsis sp.

Author(s) -

Rohan A. Davis,

Anthony R. Carroll,

Katherine T. Andrews,

Glen M. Boyle,

Truc Linh Tran,

Peter C. Healy,

John A. Kalaitzis,

Roger G. Shivas

Publication year - 2010

Publication title -

organic and biomolecular chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.923

H-Index - 146

eISSN - 1477-0539

pISSN - 1477-0520

DOI - 10.1039/b924169h

Subject(s) - plasmodium falciparum , chemistry , fungus , stereochemistry , fermentation , in vitro , botany , biology , organic chemistry , biochemistry , malaria , immunology

Chemical investigations of a fermentation culture from the endophytic fungus Pestalotiopsis sp. yielded three novel caprolactams, pestalactams A-C (). The structures of 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 () and B () 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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