Structure revision of trichotoxin, a chlorinated polyketide isolated from a Trichodesmium thiebautii bloom
Date
2016-11-25
Authors
Bertin, Matthew
zimba, paul
He, Haiyin
Moeller, Peter D R
ORCID
Journal Title
Journal ISSN
Volume Title
Publisher
Tetrahedron Letters
Abstract
NMR-guided fractionation of the lipophilic extract of Trichodesmium thiebautii filaments led to the isolation of a phenyl-containing chlorinated polyketide (1) and an alkyne-containing analogue (2). Comparison of spectroscopic and spectrometric data of 1 with the data of the previously reported trichotoxin, strongly suggested that these metabolites were identical and supports a structural revision of trichotoxin and its designation as trichotoxin A. In addition, we report the isolation and characterization of the alkyne-containing analogue trichotoxin B (2). Absolute configuration of 1 and 2 is proposed based on spectroscopic comparison to a close structural analog.
Description
Keywords
cyanobacteria blooms, trichodesmium thiebautii, polyketide, trichotoxin
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Rights:
Attribution-NonCommercial-NoDerivatives 4.0 International
Citation
Bertin, M.J., Zimba, P.V., He, H. and Moeller, P.D., 2016. Structure revision of trichotoxin, a chlorinated polyketide isolated from a Trichodesmium thiebautii bloom. Tetrahedron letters, 57(52), pp.5864-5867.