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Preparation and characterization of novel trans-[PtCl(2)(amine)(isopropylamine)] compounds: cytotoxic activity and apoptosis induction in ras-transformed cells.

Journal of Medicinal Chemistry

pharmacology, Animals, Antineoplastic Agents, chemical synthesis, chemistry, Apoptosis, Cell Line, Transformed, Cercopithecus aethiops, Cisplatin, Drug Resistance, Neoplasm, Drug Screening Assays, Antitumor, Genes, ras, HeLa Cells, Humans, Inhibitory Concentration 50, Jurkat Cells, Organoplatinum Compounds, Tumor Cells, Cultured, Vero Cells

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      The synthesis and chemical characterization of three new transplatinum complexes of structural formula trans-[PtCl(2)(amine)(isopropylamine)] (amine = n,n-dimethylamine, propylamine, and butylamine), 1-3, are described. Cytotoxicity tests in tumor cell lines sensitive to cis-DDP (Jurkat, Hela, and Vero) and also in tumor cell lines overexpressing ras oncogenes and resistant to cis-DDP (HL-60 and Pam 212-ras) show that complexes 1 and 3 have higher cytotoxic activity than cisplatin. Moreover, these two trans-Pt(II) complexes kill Pam 212-ras cells through apoptosis induction. These results suggest that trans-PtCl(2) complexes with asymmetric aliphatic amines may be considered a new class of biologically active trans-platinum drugs.

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