Synthesis and Identification of Laccol Components from Rhus succedanea Lacquer Sap

概要

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Three lacquer saps (Rhus vernicifera, Rhus succedanea and Melanorrhoea usitata lacquer saps) are used for a surface coating in Asia. We previously reported the identification of urushiol components in Rhus vernicifera lacquer sap (Japan, China and Korea). In this study, laccol components in Rhus succedanea lacquer sap (Vietnam and Taiwan) were synthesized by Wittig reaction of ylides derived from alkyl- and alkenylphosphonium iodides with aromatic parts such as 3-(10-oxo-1-decyl)catechol diacetate and 3-(10-oxo-1-decyl)phenol acetate, followed by removal of acetate groups. Identification of natural laccol components from Rhus succedanea lacquer saps was carried out by GC and GC/MS and comparison with synthesized laccol components. Stereostructures and constituent of all laccol components in Rhus succedanea lacquer sap were clarified. By quantitative analysis using GC, the most abundant component was 3-[(10Z, 13E, 15E)-10, 13, 15-heptadecatrienyl]catechol except for red lacquer sap, but the abundance of trienyl components was not higher than that in the Japanese lacquer sap such as Rhus vernicifera. The amount of monoenyl components were higher than in Japanese lacquer sap.
日本油化学会の論文
2002-07-01