1990 年 38 巻 6 号 p. 1772-1774
A known and a new caffeic ester (1 and 2), new inhibitors of xanthine oxidase (XO), were isolated from leaves of Perilla frutescens var. acuta and their structures have been established as (Z, E)-2-(3, 4-dihydroxyphenyl)ethenyl ester (1) and (Z, E)-2-(3, 5-dihydroxyphenyl)ethenyl ester (2) or 3-(3, 4-dihydroxyphenyl)-2-propenoic acid, respectively, based on detailed spectral studies, including 2D COSY, long range COSY, difference NOE, etc. Both caffeic esters strongly inhibited XO in vitro and especially, the inhibition by 1 was as potent as that by allopurinol. The inhibition mode of 1 was also shown to be non-competitive.