38780-38-0Relevant articles and documents
Study of Pt(II)-cyclic amines complexes of the types cis- and trans-Pt(amine)2I2 and cis- and trans-Pt(amine) 2(NO3)2 and their aqueous products
Rochon, Fernande D.,Buculei, Viorel
, p. 2040 - 2056 (2008/10/09)
Complexes of the types cis- and trans-Pt(amine)2I2 containing cyclic amines were synthesized and studied mainly by IR and multinuclear NMR spectroscopies. The compounds were converted to cis- and trans-Pt(amine)2(NO3)2, which were also investigated. The hydrolysis and the aquation reactions of the latter compounds were then studied in D2O in different conditions of pH. In acidic medium, the aqueous product is [Pt(amine)2(D2O) 2]2+ and for a few amines, [Pt(amine)2(D 2O)(NO3)]+ was detected. In basic pH, the main product is Pt(amine)2(OD)2 and Pt(amine) 2(OD)(NO3) was detected for several compounds. In neutral pH, the cis isomers form between two and four species in fresh solutions. The most shielded species in 195Pt NMR is the monoaqua-monohydroxo complex cis-[Pt(amine)2(D2O)(OD)]+ and the less shielded compound is the dihydroxo-bridged dimer [Pt(amine)2(μ- OD)2Pt(amine)2]2+, which were observed for all the compounds. For a few amines, the monohydroxo-bridged dimer [Pt(D 2O)(amine)2(μ-OD)Pt(OD)(amine)2] 2+ was detected and for cyclohexylamine, a fourth signal was assigned to a cyclic hydroxo-bridged trimer [(Pt(amine)2(μ-OD)) 3]3+. 195Pt NMR spectroscopy has shown that the concentration of the monomer decreases with time, while the concentration of the dimers increases. Only one product was observed for the trans isomers in neutral pH. The signal was assigned to the monoaqua-monohydroxo species trans-[Pt(amine)2(D2O)(OD)]+. The 13C and 1H NMR spectra of most of the complexes were measured. All the coupling constants 2,3J(195Pt- 1H) and 2,3J(195Pt-13C) are larger in the cis compounds than in the trans isomers.
Dichlorobis(cycloalkylamine)platinum(II) Complexes. Structure Activity Relationship on the Human MDA-MB-231 Breast Cancer Cell Line
Kritzenberger, J.,Bernhardt, G.,Gust, R.,Pistor, P.,Schoenenberger, H.,Yersin, H.
, p. 587 - 605 (2007/10/02)
The syntheses of dichlorobis(cycloalkylamine)platinum(II) complexes with cis and trans cycloalkylamine ligands are described.The distinction between cis and trans isomers was achieved by (1)H-NMR spectroscopy.The antitumor activity was determined on the cell proliferation of the human MDA-MB-231 breast cancer cell line during long-term drug exposure.The complexes with small cycloalkylamine ligands (3-6) were inferior, those with large cycloalkylamine ligands were comparable (7) or superior (8) to cisplatin.Surprisingly, the cis/trans isomers 7/9 and 8/10 were equally active.All cycloalkylamine ligands were inactive.IR-spectroscopic studies showed that the size of the cycloalkylamine ring does not lead to significant differences in the Pt-Cl binding strength.Therefore it is assumed that the markedly stronger antitumor activity of the higher homologues, 7-10, is not the result of a faster reaction with binucleophiles such as DNA.A possible explanation of the high activity of 7-10 is the strong lipophilicity of the complexes.This assumption was confirmed by toxicity tests against confluent cultures. Key words: cis- and trans-Dichlorobis(cycloalkylamine)platinum(II) complexes; antitumor activity; MDA-MB-231 breast cancer cell line.
