Synthesis and characterization of new cis-[PtCl2(isopropylamine)(amine′)] compounds: cytotoxic activity and reactions with 5′-GMP compared with their trans-platinum isomers
摘要:
The synthesis and characterization of four new cis-platinum compounds of structural formula cis[PtCl2(NH2CH(CH3)(2))(amine')] (amine' = methylamine, dimethylamine, propylamine and butylamine) (2a-2d) are described. Cytotoxicity tests in tumor cell lines sensitive to cisplatin (CH1 and Pam 212) and resistant to cisplatin (CH1cisR, and Pam 212-ras) indicate that only compound 2a possesses cytotoxic activity in the cisplatin-sensitive cell line CH1, albeit much less than cis-DDP and also less than corresponding trans-platinum compounds with mixed aliphatic amines. The interactions of cis- (2a-2d) and trans- (3a-3d) [PtCl2(NH2CH(CH3)(2))(amine')] compounds with 5'-GMP in dilute NaClO4 (10 mM) were investigated by H-1 NMR spectroscopy, and the progress of the reactions was followed overnight. In all cases two product peaks are observed in the cis-complexes, because the compounds are not symmetric. Temperature-dependent studies have been performed, but no significant variation in product structure is observed. (C) 2002 Elsevier Science B.V. All rights reserved.
Synthesis and characterization of new cis-[PtCl2(isopropylamine)(amine′)] compounds: cytotoxic activity and reactions with 5′-GMP compared with their trans-platinum isomers
摘要:
The synthesis and characterization of four new cis-platinum compounds of structural formula cis[PtCl2(NH2CH(CH3)(2))(amine')] (amine' = methylamine, dimethylamine, propylamine and butylamine) (2a-2d) are described. Cytotoxicity tests in tumor cell lines sensitive to cisplatin (CH1 and Pam 212) and resistant to cisplatin (CH1cisR, and Pam 212-ras) indicate that only compound 2a possesses cytotoxic activity in the cisplatin-sensitive cell line CH1, albeit much less than cis-DDP and also less than corresponding trans-platinum compounds with mixed aliphatic amines. The interactions of cis- (2a-2d) and trans- (3a-3d) [PtCl2(NH2CH(CH3)(2))(amine')] compounds with 5'-GMP in dilute NaClO4 (10 mM) were investigated by H-1 NMR spectroscopy, and the progress of the reactions was followed overnight. In all cases two product peaks are observed in the cis-complexes, because the compounds are not symmetric. Temperature-dependent studies have been performed, but no significant variation in product structure is observed. (C) 2002 Elsevier Science B.V. All rights reserved.