2005•Biological and Pharmaceutical BulletinOpen access

CYP3A4 Inhibitors Isolated from Licorice

Sachiko Tsukamoto, Maki Aburatani, Tomohiro Yoshida, Yüko Yamashita, Ahmed A. El‐Beih, Tomihisa Ohta

Abstract

The extract of licorice (Glycyrrhiza uralensis FISHER, Leguminosae) showed CYP3A4 inhibitory activity with the IC50 value of 0.022 mg/ml. Bioassay-guided purification afforded nine compounds, 3-(p-hydroxyphenyl)propionic acid (1), isoliquiritigenin (2), (3R)-vestitol (3), licopyranocoumarin (4), 4-hydroxyguaiacol apioglucoside (5), liquiritin (6), liquiritigenin 7,4'-diglucoside (7), liquiritin apioside (8), and glucoliquiritin apioside (9). Among these compounds, 3, 7, and 5 showed potent CYP3A4 inhibitory activities with IC50 values of 3.6, 17, and 20 microM, respectively. Glycyrrhizin (10), a main constituent of licorice, however, was inactive for CYP3A4 inhibition.

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Key concepts: Liquiritin, Liquiritigenin, Isoliquiritigenin, Glycyrrhiza uralensis, Glycyrrhizin, Chemistry, Glycyrrhiza, IC50