title: Synthesis of methyl (5Z,9Z,17R)-17-methylnonadeca-5,9-dienoate, the (R)-enantiomer of the structure proposed for a metabolite of the Philippine sponge Plakinastrella sp.
abstract: The (R)-enantiomer (1) of methyl (5Z,9Z)-17-methylnonadeca-5,9-dienoate, the structure proposed for a metabolite of the Philippine sponge, Plakinastrella sp., was synthesized. The 1H- and 13C-NMR spectra of the synthetic material were different from those reported for the natural product. The proposed structure 1 is therefore incorrect.
authors.affiliation: Department of Chemistry, Faculty of Science, Science University of Tokyo, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Takagi
authors.forename: H
authors.initials: H
authors.lastname: Takikawa
authors.forename: K
authors.initials: K
authors.lastname: Mori
mesh_terms: D000818:Animals; D001671:Biochemistry / Q000379:methods; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry*; D005231:Fatty Acids, Unsaturated; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011161:Porifera / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D004952:Esters; D005231:Fatty Acids, Unsaturated; C453471:methyl 17-methylnonadeca-5,9-dienoate