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Trichothiazole A, a dichlorinated polyketide featuring an embedded thiazole isolated from Trichodesmium thiebautii blooms

Published

Author(s)

Tracey B. Schock, Peter D. Moeller, Rick Belisle, Christopher W. Via, Tracy A. Villareal, Kevin Beauchesne, Matthew J. Bertin, Paul Zimba

Abstract

Mass spectrometry-guided isolation of the lipophilic extract of Trichodesmium thiebautii bloom material led to the isolation and structure characterization of a new thiazole-containing di-chlorinated polyketide (1). The structure of 1 was deduced using 1D and 2D NMR analysis, high-resolution mass spectrometry analysis and complementary spectroscopic procedures. Trichothiazole A possesses interesting structural features, such as a terminal alkyne, two vinyl chlorides and a 2,4- disubstituted thiazole. Trichothiazole A showed moderate cytotoxicity to Neuro-2A cells (EC50: 13.3 ± 1.1 μM).
Citation
Tetrahedron Letters

Keywords

heterocycles, thiazole, Trichodesmium thiebautii

Citation

Schock, T. , Moeller, P. , Belisle, R. , Via, C. , Villareal, T. , Beauchesne, K. , Bertin, M. and Zimba, P. (2017), Trichothiazole A, a dichlorinated polyketide featuring an embedded thiazole isolated from Trichodesmium thiebautii blooms, Tetrahedron Letters (Accessed May 17, 2024)

Issues

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Created September 18, 2017, Updated February 4, 2020