Chem. Pharm. Bull., 53(7),740-742, July 2005

Regular Articles

Isolation and Structure Determination of Bioactive Isoflavones from Callus Culture of Dipteryx odorata

Ana Helena JANUÁRIO,^*,a Miriam Verginia LOURENÇO,^a Lilian Aparecida DOMÉZIO,^a Rosemeire Cristina Linhari Rodrigues PIETRO,^b Marcelo Santos CASTILHO,^c Daniela Maria TOMAZELA,^d Maria Fátima das Graças Fernandes da SILVA,^d Paulo Cezar VIEIRA,^d João Batista FERNANDES,^d and Suzelei de Castro FRANÇA^a

^a Unidade de Biotecnologia, Universidade de Ribeirão Preto, UNAERP; ^b Departamento de Ciências Farmacêuticas, Universidade de Ribeirão Preto-UNAERP; Av. Costábile Romano, 2201, Ribeirão Preto, São Paulo, Brazil CEP 14096-380: ^c Instituto de Física, Universidade de São Paulo-USP/São Carlos; Av. Trabalhador Sãocarlense, 400, São Carlos, São Paulo, Brasil CEP 13560-970: and ^d Departamento de Química, Universidade Federal de São Carlos-UFSCar; Rodovia Washington Luís (SP-310), Km 235, São Carlos, São Paulo, Brasil CEP13565-905. * To whom correspondence should be addressed. e-mail: ajanuari@unaerp.br

Crude extracts of callus and roots of Dipteryx odorata were analyzed by HPLC to detect and quantify isoflavone contents. Based on spectroscopic and X-ray crystallography data the structures of two isoflavones were elucidated as 7-hydroxy-4′,6-dimethoxyisoflavone and 3′,7-dihydroxy-4′,6-dimethoxyisoflavone. The production of dry biomass of 7-hydroxy-4′,6-dimethoxyisoflavone in cultured callus was 4.12 mg/g, approximately eleven fold higher than the amount accumulated in roots of D. odorata wild-growing plants. The 7-hydroxy-4′,6-dimethoxyisoflavone was effective against glyceraldehyde-3-phosphate dehydrogenase from Trypanosoma cruzi. This is the first report on those bioactive isoflavones accumulated in callus of D. odorata.

Key words Dipteryx odorata; isoflavone; callus culture; GAPDH inhibitor