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Synthesis of 4’,5,7-trihydroxyflavanone and 3’,4’,5,7-tetrahydroxyflavanone and antioxidant activity

Ahmad, Farediah and Mohamed Adib, Adiana and Idris , Muhamad Sum (2010) Synthesis of 4’,5,7-trihydroxyflavanone and 3’,4’,5,7-tetrahydroxyflavanone and antioxidant activity. Journal of Fundamental Sciences, 6 (1). pp. 9-14. ISSN 1823-626X

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Abstract

Natural flavonoid, namely 4’,5,7-trihydroxyflavanone and 3’,4’,5,7-tetrahydroxyflavanone were synthesised via its chalcone. The initial step was to synthesize derivatives of 2-hydroxyacetophenone and benzaldehyde by protecting the phenolic hydroxyl groups. The respective chalcone was synthesised by Claisen-Schmidt condensation. 4’,5,7-Trihydroxyflavanone and 3’,4’,5,7-tetrahydroxyflavanone were synthesised by acid hydrolysis and subsequent treatment with sodium acetate of the respective chalcones, 2’-hydroxy-4,4’-6’-tris(methoxymethyloxy)chalcone and 2’-hydroxy-3,4,4’,6’-tetrakis(methoxymethyloxy)chalcone. 3’,4’,5,7-Tetrahydroxyflavanone was found to be more potent as an antioxidant agent than 4’,5,7-trihydroxyflavanone with 83.11% inhibition and IC50 8.57 ?g/mL in the radical scavenging activity by ESR method.

Item Type:Article
Uncontrolled Keywords:4’,5,7-trihydroxyflavanone, 3’,4’,5,7-tetrahydroxyflavanone, chalcones, antioxidant, ESR
Subjects:Q Science > Q Science (General)
Divisions:Science
ID Code:25999
Deposited By: Liza Porijo
Deposited On:21 Jun 2012 07:24
Last Modified:21 Jun 2012 07:24

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