Planta Med 2013; 79 - PC2
DOI: 10.1055/s-0033-1348558

Heteroaromatic Analogs of Curcumin: Design, Synthesis, and Cytotoxic Activities

N Samaan 1, AM Hussain 1, Q Zhong 2, S Zheng 3, G Wang 3, QH Chen 1
  • 1Department of Chemistry, California State University, Fresno, CA 93740, USA
  • 2Department of Chemistry, Xavier University of Louisiana, New Orleans, LA 70125, USA
  • 3RCMI Cancer Research Program, Xavier University of Louisiana, New Orleans, LA 70125, USA

Abstract: N-containing heteroaromatic analogs of curcumin have been designed as compounds with improved bioavailability and the potential to treat advanced hormone-refractory prostate cancer. This design is based on the fundamental hypothesis that replacement of two substituted phenyls in curcumin with two identical N-containing heteroaromatics will produce compounds with improved bioavailability and potential anticancer activity. Three classes (I-III) of heteroaromatic curcumin analogs (more than 10 new compounds) have been synthesized employing a double aldol condensation reaction. The cytotoxicity of the synthesized curcumin analogs has been determined against both human androgen-independent and androgen-dependent prostate cancer cell lines (PC-3 and DU-145). The synthesis of heteroaromatic analogs together with their cytotoxic activities will be presented.