Determination of the absolute configuration of marine oxylipin topsentolide A1 by the synthesis of the enantiomer of the natural product |
| |
| Authors: | Munetaka Kobayashi |
| |
| Institution: | Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, Japan |
| |
| Abstract: | Two possible stereoisomers of topsentolide A1, a cytotoxic oxylipin against human solid tumor cell lines, were prepared in order to determine the stereochemistry of natural product. That is, the enantiomer of topsentolide A1, (8S,11S,12R)-isomer, and its diastereomer was efficiently synthesized in a stereoselective manner. The stereochemistry of topsentolide A1 was determined to be 8R,11R,12S by comparing NMR spectra and specific rotations of the synthetic isomers and the natural product. |
| |
| Keywords: | Topsentolide A1 Nine-membered lactone Determination of the absolute configuration Marine oxylipin |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
