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

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

doi:10.1039/b924169h

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

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

Research output: Contribution to journal › Article › peer-review

55 Citations (Scopus)

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.

Original language	English
Pages (from-to)	1785-1790
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	8
Issue number	8
DOIs	https://doi.org/10.1039/b924169h
Publication status	Published - 21 Apr 2010
Externally published	Yes

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title = "Pestalactams A-C: novel caprolactams from the endophytic fungus Pestalotiopsis sp.",

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.",

author = "Davis, {Rohan A.} and Carroll, {Anthony R.} and Andrews, {Katherine T.} and Boyle, {Glen M.} and Tran, {Truc Linh} and Healy, {Peter C.} and Kalaitzis, {John A.} and Shivas, {Roger G.}",

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AU - Davis, Rohan A.

AU - Carroll, Anthony R.

AU - Andrews, Katherine T.

AU - Boyle, Glen M.

AU - Tran, Truc Linh

AU - Healy, Peter C.

AU - Kalaitzis, John A.

AU - Shivas, Roger G.

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N2 - 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.

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

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