Biosynthetic study of amphidinolide B

Chemical & Pharmaceutical Bulletin
Masashi TsudaJ Kobayashi

Abstract

The biosynthetic origins of amphidinoide B (1) were investigated on the basis of 13C-NMR data of 13C-enriched samples obtained by feeding experiments with [1-(13)C], [2-(13)C], and [1,2-(13)C2] sodium acetates in cultures of a dinoflagellate Amphidinium sp. These incorporation patterns suggested that 1 was generated from three successive polyketide chains, an isolated C1 unit from C-2 of acetates, six branched C1 units from C-2 of acetates, and an "m-m" and an "m-m-m" unit derived only from C-2 of acetates. The labeling patterns of amphidinolide B (1) were different from those of amphidinolide H (2), a 26-membered macrolide closely related to 1.

References

Sep 1, 1989·Journal of Natural Products·J KobayashiS Nozoe
Sep 1, 1999·Natural Product Reports·B J Rawlings
Aug 31, 2000·Organic Letters·J KobayashiM Tsuda

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Citations

May 21, 2008·Journal of the American Chemical Society·Liang LuRich G Carter
May 19, 2010·Marine Drugs·Ralf KellmannKjetill S Jakobsen
Feb 15, 2013·The Journal of Organic Chemistry·Liang LuRich G Carter
Jul 20, 2002·Chemical & Pharmaceutical Bulletin·Masashi TsudaJun'ichi Kobayashi
Jul 5, 2016·Chemical & Pharmaceutical Bulletin·Takaaki KubotaJun'ichi Kobayashi
Aug 29, 2012·Angewandte Chemie·Akihiro HaraShigeru Nishiyama
Sep 30, 2005·Natural Product Reports·Bradley S Moore
Oct 16, 2020·Natural Product Reports·P D WalkerM P Crump

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