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

Details

• Journal Title:
  Tetrahedron Letters
• Personal Author:
  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.
• NOAA Program & Office:
  NCCOS (National Centers for Coastal Ocean Science) ; NOS (National Ocean Service)
• Description:
  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).
• Keywords:
  Biochemistry Drug Discovery Organic Chemistry
• Source:
  Tetrahedron Letters, 58(43), 4066-4068
• DOI:
  https://doi.org/10.1016/j.tetlet.2017.09.027
• ISSN:
  0040-4039
• Format:
  PDF
• Publisher:
  Elsevier BV
• Document Type:
  Journal Article
• Rights Information:
  Accepted Manuscript
• Compliance:
  Library
• Main Document Checksum:
  urn:sha-512:6453f586448b1f0ed1c6d312049df45453d94c8deca1bb7430d70f58e0be82c5e39fe7a15b1146322f44823fede12ec1846ab77800f28a4824272e73989ffc9e
• Download URL:
  https://repository.library.noaa.gov/view/noaa/64400/noaa_64400_DS1.pdf
• File Type:
  [PDF - 1.37 MB ]