The phenolic constituents of the root of Sophora subprostrata CHUN et T. CHEN [Chinese drug : Shan Dou Gen ( ?? ?? ?? )] were studied, and a new phenolic compound (I), mp 115°, C
31H
52O
4, was isolated, together with l-maackiain and genistein. I was hydrolysed with alkali to give caffeic acid and an aliphatie alcohol, C
nH
2n+1OH. Gas chromatography of the alcohol and of the methyl ester of the acid derived from it by oxidation, established the chain-length to be constituted of C
20, 21, 22, (main), 23, 24, 25, and
26(Fig.3). From these results and the NMR spectra of I and its derivatives, I was formulated as Fig.1. In addition, di-O-acetyl-trans-caffeic acid docosyl ester (IIa) was synthesized, together with the cis-isomer (IIb), and the spectra (IR, UV, and NMR) of the former were also found to be superimposable with those of diacetate of I (II).
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