Synthesis of methyl (5Z,9Z,17R)-17-methyinonadeca-5,9-dienoate, the (R)-enantiomer of the structure proposed for a metabolite of the Philippine sponge Plakinastrella sp.

Authors
Takagi, M Takikawa, H Mori, K
Citation
M. Takagi et al., Synthesis of methyl (5Z,9Z,17R)-17-methyinonadeca-5,9-dienoate, the (R)-enantiomer of the structure proposed for a metabolite of the Philippine sponge Plakinastrella sp., BIOS BIOT B, 65(9), 2001, pp. 2065-2069
Citations number
16
Categorie Soggetti
Agricultural Chemistry","Biochemistry & Biophysics
Journal title
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY
ISSN journal
09168451 → ACNP
Volume
65
Issue
9
Year of publication
2001
Pages
2065 - 2069
Database
ISI
SICI code
0916-8451(200109)65:9<2065:SOM(T(>2.0.ZU;2-1
Abstract
The (R)-enantiomer (1) of methyl (5Z,9Z)-17-methyl-nonadeca-5,9-dienoate, t he structure proposed for a metabolite of the Philippine sponge, Plakinastr ella sp., was synthesized. The H-1- and C-13-NMR spectra of the synthetic m aterial were different from those reported for the natural product. The pro posed structure 1 is therefore incorrect.