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

Tetrahedron Lett. 2017 Oct 25;58(43):4066-4068. doi: 10.1016/j.tetlet.2017.09.027. Epub 2017 Sep 17.

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).

Keywords: Trichodesmium; heterocycles; thiazole.