title: Turnagainolides A and B, cyclic depsipeptides produced in culture by a Bacillus sp.: isolation, structure elucidation, and synthesis.
abstract: 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.
authors.affiliation: Department of Chemistry, University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z1.
authors.forename: Dehai
authors.initials: D
authors.lastname: Li
authors.forename: Gavin
authors.initials: G
authors.lastname: Carr
authors.forename: Yonghong
authors.initials: Y
authors.lastname: Zhang
authors.forename: David E
authors.initials: DE
authors.lastname: Williams
authors.forename: Ashraf
authors.initials: A
authors.lastname: Amlani
authors.forename: Helen
authors.initials: H
authors.lastname: Bottriell
authors.forename: Alice L-F
authors.initials: AL
authors.lastname: Mui
authors.forename: Raymond J
authors.initials: RJ
authors.lastname: Andersen
mesh_terms: D001407:Bacillus / Q000737:chemistry*; D001955:British Columbia; D047630:Depsipeptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D000072181:Inositol Polyphosphate 5-Phosphatases; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010744:Phosphoric Monoester Hydrolases / Q000187:drug effects / Q000378:metabolism*
chemical_list: D047630:Depsipeptides; C560137:turnagainolide A; C560136:turnagainolide B; D010744:Phosphoric Monoester Hydrolases; D000072181:Inositol Polyphosphate 5-Phosphatases