Impact of the carbon chain length of novel platinum complexes derived from N-alkyl-propanediamines on their cytotoxic activity and cellular uptake.
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.
Silva
Heveline
H
Departamento de Química, Universidade Federal de Juiz de Fora, 36036-900 Juiz de Fora-MG, Brazil.
Valério Barra
Carolina
C
França da Costa
Cristiane
C
de Almeida
Mauro Vieira
MV
César
Eloi Teixeira
ET
Silveira
Josianne N
JN
Garnier-Suillerot
Arlette
A
Silva de Paula
Flávia Cristina
FC
Pereira-Maia
Elene Cristina
EC
Fontes
Ana Paula Soares
AP
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
D003959:Diamines; D017671:Platinum Compounds; D002244:Carbon