Synthetic Chalcones, Flavanones and Flavones as Antitumoral Agents: Biological Evaluation and Structure Activity Relationships

M. CABRERA; M. SIMOENS; G. FALCHI; M. L. LAVAGGI; O. E. PIRO; E. E. CASTELLANO; A. VIDAL; A. AZQUETA; A. MONGE; A. LÓPEZ DE CERÁIN; G. SEOANE; H. CERECETTO; G. SAGRERA; M. GONZÁLEZ

Bioorganic and Medicinal Chemistry

Año: 2007 vol. 15 p. 3356 - 3367

A series of synthetic chalcones, flavanones, and flavones has been synthesized and evaluated for antitumor activity against the human kidney carcinoma cells TK-10, human mammary adenocarcinoma cells MCF-7 (estrogen receptor-positive), and human colon adenocarcinoma cells HT-29. The most active series is the chalcone ones with the best results against TK-10 and HT-29 cells. Fourteen out of 53 analyzed compounds resulted very active against at least two of the studied tumoral cells. Alkaline single cell gel electrophoresis, comet assay, was performed as a study of the chromosomal aberrations promoted by the compounds on normal cells. Four active and two inactive chalcones were studied in the comet assay against normal human kidney cells (HK-2). A structure–activity relationship analysis of these compounds was performed and for 4- and 3,4-disubstituted derivatives a quantitative correlation was obtained in the case of anti-T-29 activity.