Influence of (hydroxymethyl)pyridine and pyridine-carboxylic acids, in trans-position to the isopropylamine and amine ligands, on the cytotoxicity of platinum complexes.
trans-Pt(II) Complexes with aliphatic amines and planar amines such as (hydroxymethyl)pyridines, and pyridine-3- and pyridine-4-carboxylic acids were synthesized and screened for their potential cytotoxic activity in different cancer cell lines used at the NCI for in vitro screens, i.e., MCF7, NCIH460, and SF268. The complexes studied were designed to differ in geometrical parameters such as the position of the phenyl-group substituents and the nature of the substituents themselves for gathering information about the structure-activity relationships in the trans-complexes. The variation of the substituents turns to be crucial for their biological activity, as both pyridine-3- and pyridine-4-carboxylic acids in trans-position to both amine and isopropylamine ligands provided complexes which displayed no specificity toward any type of cell tested, while (hydroxymethyl)pyridine in trans-position to isopropylamine ligands led to complexes that were clearly more effective against the cell lines tested.
Medina
Rosa M
RM
Departamento de Química Inorgánica, Universidad Autónoma de Madrid, ES-28049 Madrid, (phone: +34-91-4973870; fax: +34-91-4974833).
Rodríguez
Jorge
J
Departamento de Química Inorgánica, Universidad Autónoma de Madrid, ES-28049 Madrid, (phone: +34-91-4973870; fax: +34-91-4974833).|Present address: School of Chemistry, Bristol University.
Quiroga
Adoración G
AG
Departamento de Química Inorgánica, Universidad Autónoma de Madrid, ES-28049 Madrid, (phone: +34-91-4973870; fax: +34-91-4974833).
Ramos-Lima
Francisco J
FJ
Departamento de Química Inorgánica, Universidad Autónoma de Madrid, ES-28049 Madrid, (phone: +34-91-4973870; fax: +34-91-4974833).|Present address: Experimental Therapeutic Program, Centro Nacional de Investigaciones Oncológicas.
Moneo
Victoria
V
Experimental Therapeutic Program, Centro Nacional de Investigaciones Oncológicas, ES-28029 Madrid.
Carnero
Amancio
A
Experimental Therapeutic Program, Centro Nacional de Investigaciones Oncológicas, ES-28029 Madrid.
Navarro-Ranninger
Carmen
C
Departamento de Química Inorgánica, Universidad Autónoma de Madrid, ES-28049 Madrid, (phone: +34-91-4973870; fax: +34-91-4974833).
Macazaga
María J
MJ
Departamento de Química Inorgánica, Universidad Autónoma de Madrid, ES-28049 Madrid, (phone: +34-91-4973870; fax: +34-91-4974833).
D000588:Amines / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002264:Carboxylic Acids / Q000737:chemistry*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D018360:Crystallography, X-Ray; D006801:Humans; D006860:Hydrogen Bonding; D008024:Ligands; D015394:Molecular Structure; D009944:Organoplatinum Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017671:Platinum Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011437:Propylamines / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000588:Amines; D000970:Antineoplastic Agents; D002264:Carboxylic Acids; D008024:Ligands; D009944:Organoplatinum Compounds; D017671:Platinum Compounds; D011437:Propylamines; D011725:Pyridines; C035263:2-propylamine