Turnagainolides A and B, cyclic depsipeptides produced in culture by a Bacillus sp.: Isolation, structure elucidation, and synthesis
Two new cyclic depsipeptides, turnagainolides A (1) and B (2), have been isolated from laboratory cultures of a marine isolate of Bacillus sp. The structures of 1 and 2, which are simply epimers at the site of macrolactonization, were elucidated by analysis of NMR data and chemical degradation. A total synthesis of the turnagainolides confirmed their structures. Turnagainolide B (2) showed activity in a SHIP1 activation assay. (Chemical Equation Presented).
Li, Dehai,Carr, Gavin,Zhang, Yonghong,Williams, David E.,Amlani, Ashraf,Bottriell, Helen,Mui, Alice L.-F.,Andersen, Raymond J.
Biomimetic iterative method for polyketide synthesis
An iterative method for synthesizing polyketides was demonstrated, in which the chain elongation of a carboxylic acid was performed by decarboxylative dehydration condensation with a malonic acid half thioester. After transforming the resulting β-ketothioester into an appropriate form, the carboxylic acid functionality was regenerated for the next elongation step.
Akagawa, Kengo,Kudo, Kazuaki
supporting information
p. 8645 - 8648
(2017/08/10)
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