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1991[X]
1Author    M. Asaaki, M. Oriyam, SunaoO. Rihara, L. Ingham, Ju, K. Aw Ab Ata, M. IzutaniRequires cookie*
 Title    Naturally Occurring Coumaranochroman-4-ones: a New Class of Isoflavonoids from Lupins and Jamaican Dogwood  
 Abstract    A further investigation o f the isoflavonoid com ponents o f Piscidia erythrina, Lupinus alhus and L. luteus has revealed the presence o f 3-hydroxy-and 3-m ethoxy-coumaranochrom an-4-ones. These compounds are the first known representatives o f a new type o f naturally occur­ ring isoflavonoid. Using a combination o f chemical and spectroscopic methods, the com pounds were identified as 3,5,7,4'-tetrahydroxy-5'-methoxy-3'-(3,3-dimethylallyl)couma-ranochroman-4-one (piscerythrol, 1), 3,5,7,4'-tetrahydroxy-6,3'-di(3,3-dimethylallyl)couma-ranochrom an-4-one (lupinol A, 3), 5,7,4'-trihydroxy-3-methoxy-6,3'-di(3,3-dimethylallyl)-coum aranochrom an-4-one (lupinol B, 6) and 3,5,7,4'-tetrahydroxy-6-(3,3-dimethylallyl)-coum aranochrom an-4-one (lupinol C, 7). All four isoflavonoids were found to have the cis relative configuration at C-2/C-3. Possible biogenetic relationships between the coumarano-chrom an-4-ones and other isoflavonoids (isoflavones and coum aronochrom ones) found in Piscidia and Lupinus are briefly discussed. 
  Reference    Z. Naturforsch. 46c, 331 (1991); received February 28 1991 
  Published    1991 
  Keywords    Leguminosae, Lupinus, Piscidia erythrina, Isoflavonoids, Coumaranochroman-4-ones, Coum aronochrom ones 
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 TEI-XML for    default:Reihe_C/46/ZNC-1991-46c-0331.pdf 
 Identifier    ZNC-1991-46c-0331 
 Volume    46