Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships.
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-HT-29 activity.
Cabrera
Mauricio
M
Departamento de Química Orgánica, Facultad de Química-Facultad de Ciencias, Universidad de la República, 11400 Montevideo, Uruguay.
Simoens
Macarena
M
Falchi
Gabriela
G
Lavaggi
M Laura
ML
Piro
Oscar E
OE
Castellano
Eduardo E
EE
Vidal
Anabel
A
Azqueta
Amaia
A
Monge
Antonio
A
de Ceráin
Adela López
AL
Sagrera
Gabriel
G
Seoane
Gustavo
G
Cerecetto
Hugo
H
González
Mercedes
M
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D047188:Chalcones / Q000138:chemical synthesis* / Q000494:pharmacology*; D002855:Chromatography, Thin Layer; D002869:Chromosome Aberrations / Q000187:drug effects; D020552:Comet Assay; D004249:DNA Damage; D004273:DNA, Neoplasm / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D047309:Flavones / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D014961:X-Ray Diffraction
D000970:Antineoplastic Agents; D047188:Chalcones; D004273:DNA, Neoplasm; D047309:Flavones; D007202:Indicators and Reagents