Structure revision of trichotoxin, a chlorinated polyketide isolated from a Trichodesmium thiebautii bloom

被引：13

作者：

Bertin, Matthew J. ^{[1
]}

Zimba, Paul V. ^{[2
]}

He, Haiyin ^{[3
]}

Moeller, Peter D. R. ^{[4
]}

机构：

[1] Univ Rhode Isl, Dept Biomed & Pharmaceut Sci, Coll Pharm, 7 Greenhouse Rd, Kingston, RI 02881 USA

[2] Texas A&M, Dept Life Sci, 6300 Ocean Dr, Corpus Christi, TX 78412 USA

[3] Biosortia Pharmaceut, Hollings Marine Lab, 331 Ft Johnson Rd, Charleston, SC 29412 USA

[4] NOAA, Emerging Toxins Program, Natl Ocean Serv, Hollings Marine Lab, 331 Ft Johnson Rd, Charleston, SC 29412 USA

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 52期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

Cyanobacteria blooms; Trichodesmium thiebautii; Polyketide; Trichotoxin; CYANOBACTERIUM LYNGBYA-MAJUSCULA; MARINE CYANOBACTERIA; NATURAL-PRODUCT; FORMING CYANOBACTERIUM; THEONELLA-SWINHOEI; CURACIN-A; BIOSYNTHESIS; METABOLITES; PEPTIDE;

D O I：

10.1016/j.tetlet.2016.11.062

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 analog (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 analog trichotoxin B (2). Absolute configuration of 1 and 2 is proposed based on spectroscopic comparison to a close structural analog. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：5864 / 5867

页数：4

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