M. Yoshihara, Cai Yang, Cui Zheng
Jan 25, 1986
Citations
0
Influential Citations
8
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
The biogenetic-type chemical conversion of (4S, 5S)-(+)-germacrone 4, 5-epoxide (2___∼) was examined. It was found that acidic treatment of 2___∼ furnished three guaiane-sesquiterpenoids : GU-1 (3___∼), GU-2 (4___∼), and GU-3 (5___∼), while alkaline treatment of 2___∼ provided an eudesmane-sesquiterpenoid EU-1 (6___∼) as respective major reaction products. The structures of these conversion products were determined on the basis of their spectral data. GU-2 (4___∼) was further analyzed by X-ray crystallography. The GU-1 (3___∼) and GU-2 (4___∼) were found in minor quantities in Zedoariae Rhizoma from Yakushima, Japan. THe previously proposed structure of procurcumenol is revised as 3___∼.