In vitro biological evaluation of novel 7-O-dialkylaminoalkyl cytotoxic pectolinarigenin derivatives against a panel of human cancer cell lines.

Abstract

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.

• Authors: Marco Bonesi, Rosa Tundis, Brigitte Deguin, Monica R Loizzo, Federica Menichini, François Tillequin, Francesco Menichini
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 18 Issue 20 Pg. 5431-4 (Oct 15 2008) ISSN: 1464-3405 [Electronic] England
• PMID: 18818071 (Publication Type: Journal Article)

Chemical References

• Antineoplastic Agents
• Chromones
• Flavones
• Rhodamines
• pectolinarigenin
• lissamine rhodamine B

Topics

• Antineoplastic Agents (chemical synthesis, pharmacology)
• Caco-2 Cells
• Cell Line, Tumor
• Cell Proliferation
• Chemistry, Pharmaceutical (methods)
• Chromones (chemistry)
• Drug Design
• Drug Screening Assays, Antitumor
• Flavones (chemistry)
• Humans
• In Vitro Techniques
• Inhibitory Concentration 50
• Models, Chemical
• Rhodamines (chemistry)