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Paper | Regular issue | Vol 29, No. 7, 1989, pp.1369-1378
Published online, 1st January, 1970
DOI: 10.3987/COM-89-4998
Four New Prenylated Flavonoids from Aerial Parts of Glycyrrhiza uralensis

Toshio Fukai, Qing-Hua Wang, and Taro Nomura*

*Faculty of Pharmaceutical Sciences, Toho University, 2-2-1, Miyama, Funabashi, Chiba 274-8510, Japan

Abstract

Three new prenylated isoflavones were isolated from the aerial parts of Glycyrrhiza uralensis Fisch. et DC. (Leguminosae) and the structures of the new compounds, gancaonins B, C, and D, were elucidated as 5,7,3’-trihydroxy-4’-methoxy-6-prenylisoflavone, (E)-5,7,4’-trihydroxy-8-(3-hydroxymethyl-2-butenyl)isoflavone, and (E)-5,7,3’-trihydroxy-4’-methoxy-8-(3-hydroxymethyl-2-butenyl)isoflavone, respectively. Gancaonin E, from the same material, was confirmed as 5,7,3’,4’-tetrahydroxy-8,5’-diprenylflavanone. Gancaonin A, 5,7-dihydroxy-4’-methoxy-6-prenylisoflavone, was isolated for the first time as a natural product. Four known phenolic compounds, scopoletin, formononetin, lupiwighteone, and sigmoidin B, were also isolated.