title: Impact of the carbon chain length of novel platinum complexes derived from N-alkyl-propanediamines on their cytotoxic activity and cellular uptake.
abstract: This work describes the synthesis and characterization of four new ligands derived from 1,3-propanediamine in addition to the preparation and characterization of their respective platinum(II) complexes by reaction with K(2)PtCl(4). These ligands were obtained by the reaction of the corresponding alkyl mesylate with 1,3-propanediamine. We have prepared compounds having different carbon chains lengths in an attempt to correlate this factor, which influences the lipophilicity of the compounds, with cytotoxic activity. Octanol/water partition coefficients, the effect of the four complexes on the growth of two tumoral cell lines, and their cellular uptake were investigated. Increasing lipophilicity enhances the rate of cellular uptake and, consequently, the cytotoxic activity.
authors.affiliation: Departamento de Química, Universidade Federal de Juiz de Fora, 36036-900 Juiz de Fora-MG, Brazil.
authors.forename: Heveline
authors.initials: H
authors.lastname: Silva
authors.forename: Carolina
authors.initials: C
authors.lastname: Valério Barra
authors.forename: Cristiane
authors.initials: C
authors.lastname: França da Costa
authors.forename: Mauro Vieira
authors.initials: MV
authors.lastname: de Almeida
authors.forename: Eloi Teixeira
authors.initials: ET
authors.lastname: César
authors.forename: Josianne N
authors.initials: JN
authors.lastname: Silveira
authors.forename: Arlette
authors.initials: A
authors.lastname: Garnier-Suillerot
authors.forename: Flávia Cristina
authors.initials: FC
authors.lastname: Silva de Paula
authors.forename: Elene Cristina
authors.initials: EC
authors.lastname: Pereira-Maia
authors.forename: Ana Paula Soares
authors.initials: AP
authors.lastname: Fontes
mesh_terms: D002244:Carbon / Q000737:chemistry*; D045744:Cell Line, Tumor; D003959:Diamines / Q000737:chemistry* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D017671:Platinum Compounds / Q000737:chemistry* / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared
chemical_list: D003959:Diamines; D017671:Platinum Compounds; D002244:Carbon