Trichothiazole A,a dichlorinated polyketide containing an embedded thiazole isolated from Trichodesmium blooms |
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| Authors: | Richard S Belisle Christopher W Via Tracey B Schock Tracy A Villareal Paul V Zimba Kevin R Beauchesne Peter DR Moeller Matthew J Bertin |
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| Institution: | 1. Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island, 7 Greenhouse Road, Kingston, RI 02881, United States;2. National Institutes of Standards and Technology, Hollings Marine Laboratory, 331 Fort Johnson Road, Charleston, SC 29412, United States;3. Marine Science Institute, University of Texas at Austin, 750 Channel View Drive, Port Aransas, TX 78373, United States;4. Center for Coastal Studies and Department of Life Sciences, Texas A&M, Corpus Christi, 6300 Ocean Drive, Corpus Christi, TX 78412, United States;5. Emerging Toxins Program, National Ocean Service/NOAA, Hollings Marine Laboratory, 331 Fort Johnson Road, Charleston, SC 29412, United States |
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| 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-2 A cells (EC50: 13.3 ± 1.1 μM). |
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| Keywords: | Trichodesmium Thiazole Heterocycles |
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