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Synthesis 2000; 2000(3): 411-416
DOI: 10.1055/s-2000-6351
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An Expedient Synthesis of 2-(ω-Carboxyalkyl)polyhydroxyisoflavones

Nawaf Al-Maharik* , Ilpo Mutikainen, Kristiina Wähälä
  • *Laboratory of Organic Chemistry, Department of Chemistry, P.O. Box 55, FIN-00014 University of Helsinki, Finland; Fax + (3 58)9 19 14 03 57; E-mail: Kristiina.Wahala@helsinki.fi
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Publication Date:
31 December 2000 (online)

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Derivatives of the isoflavones daidzein and genistein, carrying a carboxyalkyl attachment at C-2 were prepared by cyclization of unprotected 2,4,4′-trihydroxy- or 2,4,4′,6-tetrahydroxydeoxybenzoin in the presence of a number of 1,ω-alkanedicarboxylic acid monoester monochlorides, K2CO3 and a phase-transfer catalyst in dry acetone. Hydrolysis under basic conditions of the resulting 2-(ω-alkoxycarbonylalkyl)isoflavones gives the title compounds, useful for developing RIA techniques for the analysis of the parent isoflavones.

genistein - daidzein - isoflavones - immunoassay