Constituents of Eupomatia Species. XI. New Eupodienone Lignans From the Flowers of Eupomatia laurina

Abstract

On the basis of spectroscopic evidence, eupodienone-8 and -9, isolated from the flowers of Eupomatia laurina R. Br., are assigned the structures (5R, 7R, 8R)-3′,4-dimethoxy-7,8-dimethyl-2,3-methylenedioxy-6,7,8,9-tetrahydrospiro[5H-benzocycloheptene-5,1′-cyclohexa-2′,5′-dien]-4′-one (9) and (5S,7R,8R)-3′,4-dimethoxy-7,8- dimethyl-2,3-methylenedioxy-6,7,8,9-tetrahydrospiro[5H-benzocycloheptene-5,1′-cyclohex-2′,5′-dien]-4′-one (10) respectively. The products of dienone-phenol rearrangement of these substances are characterized; eupodienone-8 unexpectedly rearranges with aryl group migration. Eupomatenoid-1 and -7, eupodienone-6 and (-)- dihydroguaiaretic acid were also isolated.