Abstract
Two novel isoflavonoid dimers presumably originating from 2′-hydroxygenistein, 5,7,4′- trihydroxycoumaranochroman-4-one-(3→5‴)-5″,7″,2‴,4‴-tetrahydroxyisoflav- one (1, lupinalbisone A ) and 5,7,4′-trihydroxycoumaranochro-man-4-one-(3→6″)-5″,7″,2‴,4‴-tetrahydroxyisoflavone (2, lupinalbisone B) were isolated from the roots of Lupinus albus L., and their structures involving relative stereochemistry were elucidated by spectroscopic methods. Using horse radish peroxidase and 2′-hydroxygenistein (3) as the substrate revealed the formation of these dimers together with 5,7,4′-trihydroxycoumaronochromone (4, lupinalbin A ). Dimerization of 3 caused a remarkable increase of antifungal activity.
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