In vitro biological evaluation of novel 7-O-dialkylaminoalkyl cytotoxic pectolinarigenin derivatives against a panel of human cancer cell lines.
The effect of novel pectolinarigenin derivatives bearing a dialkylaminoalkyl substituent at O-7 on cell proliferation was evaluated in vitro in a panel of seven human cancer cell lines including renal adenocarcinoma ACHN, amelanotic melanoma C32, colorectal adenocarcinoma Caco-2, lung large cell carcinoma COR-L23, malignant melanoma A375, lung carcinoma A549 and hepatocellular carcinoma Huh-7D12 cell lines. Pectolinarigenin (2), obtained by hydrolysis of rutinose unit of the pectolinarin (1) isolated from Linaria reflexa, exhibited cytotoxic activity against Caco-2, A549 and A375 cell lines with IC(50) values of 5.3-8.2 microM. The most active pectolinarigenin derivative was 3 characterized by a dimethylamino-propoxy group in O-7 with IC(50) values of 7.2 and 7.4 microM against COR-L23 and A549 cell lines, respectively. A structure-activity relationship analysis of synthesized compounds was performed. None of the tested compounds affected the proliferation of skin fibroblasts 142BR suggesting a selective activity against tumor cells.
Bonesi
Marco
M
Department of Pharmaceutical Sciences, Faculty of Pharmacy and Nutrition and Health Sciences, University of Calabria, I-87036 Rende (CS), Italy.
Tundis
Rosa
R
Deguin
Brigitte
B
Loizzo
Monica R
MR
Menichini
Federica
F
Tillequin
François
F
Menichini
Francesco
F
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D018938:Caco-2 Cells; D045744:Cell Line, Tumor; D049109:Cell Proliferation; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D002867:Chromones / Q000737:chemistry*; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D047309:Flavones / Q000737:chemistry; D006801:Humans; D066298:In Vitro Techniques; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D012235:Rhodamines / Q000737:chemistry
D000970:Antineoplastic Agents; D002867:Chromones; D047309:Flavones; D012235:Rhodamines; C528671:pectolinarigenin; C022027:lissamine rhodamine B