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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

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

AR Carroll and WC Taylor

Australian Journal of Chemistry 43(11) 1871 - 1879
Published: 1990

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.

https://doi.org/10.1071/CH9901871

© CSIRO 1990

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