Structure revision of trichotoxin, a chlorinated polyketide isolated from a Trichodesmium thiebautii bloom
| Autor: | Haiyin He, Matthew J. Bertin, Peter D. R. Moeller, Paul V. Zimba |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
0301 basic medicine
010405 organic chemistry Stereochemistry Chemistry Organic Chemistry Absolute configuration 01 natural sciences Biochemistry 0104 chemical sciences 03 medical and health sciences Polyketide 030104 developmental biology Drug Discovery Cyanobacteria bloom Trichodesmium thiebautii Bloom Trichotoxin Structural analog |
| Zdroj: | Tetrahedron Letters. 57:5864-5867 |
| ISSN: | 0040-4039 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect