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

Published: September 18, 2017

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
Pub Type: Journals

Keywords

heterocycles, thiazole, Trichodesmium thiebautii
Created September 18, 2017, Updated October 30, 2017