SYNTHESIS, CHARACTERIZATION AND ANTIOXIDANT ACTIVITY OF 7-HYDROXY-3',4'-DIMETHOXYFLAVONE

Elfi Susanti VH (Department of Chemistry, PMIPA FKIP, Sebelas Maret University, Jl. Ir Sutami 36 A Surakarta 53126)
Sabirin Matsjeh (Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara, Yogyakarta 55281)
Tutik Dwi Wahyuningsih (Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara, Yogyakarta 55281)
Mustofa Mustofa (Faculty of Medicine, Universitas Gadjah Mada, Jl. Sekip Utara Yogyakarta 55281)
Tri Redjeki (Department of Chemistry, PMIPA FKIP, Sebelas Maret University, Jl. Ir Sutami 36 A, Surakarta 53126)

Indonesian Journal of Chemistry
Vol 12, No 2 (2012)

Synthesis of flavones and their derivatives has attracted considerable attention due to their significant pharmaceutical effects. 7-hydroxy-3',4'-dimethoxyflavone has been synthesized and its antioxidant activity has been investigated. Flavone was synthesized by oxidative cyclization of chalcone. 2',4'-dihydroxy-3,4-dimethoxychalcone was prepared by Claisen-Schmidt condensation of 2,4-dihydroxyacetophenones with 3,4-dimethoxybenzaldehydes in the presence of aqueous solution of sodium hydroxide and ethanol at room temperature. Oxidative cyclization of 2',4'-dihydroxy-3,4-dimethoxychalcone was done by using I2 catalyst in DMSO to form 7-hydroxy-3',4'-dimethoxyflavone. The synthesized compounds were characterized by means of their UV-Vis, IR, 1H-NMR and 13C-NMR spectral data. The compound was tested for their antioxidant activities by DPPH method.