Trichothiazole A, a dichlorinated polyketide containing an embedded thiazole isolated from Trichodesmium blooms
Date
2017-09-17
Authors
Belisle, Richard S
Via, Christopher W.
Schock, Tracey B
Villareal, Tracy A
Zimba, Paul V.
Beauchesne, Kevin R
Moeller, Peter D R
Bertin, Matthew J.
ORCID
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Volume Title
Publisher
Elsevier
Abstract
Mass spectrometry-guided isolation of the lipophilic extract of Trichodesmium 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).
Description
Keywords
trichodesmium, heterocycles, thiazole
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Citation
Belisle, R.S., Via, C.W., Schock, T.B., Villareal, T.A., Zimba, P.V., Beauchesne, K.R., Moeller, P.D. and Bertin, M.J., 2017. Trichothiazole A, a dichlorinated polyketide containing an embedded thiazole isolated from Trichodesmium blooms. Tetrahedron letters, 58(43), pp.4066-4068.