38780-43-7Relevant academic research and scientific papers
Diamminetetrakis(carboxylato)platinum(IV) complexes - Synthesis, characterization, and cytotoxicity
Hoffmeister, Bjoern R.,Adib-Razavi, Mahsa S.,Jakupec, Michael A.,Galanski, Markus,Keppler, Bernhard K.
, p. 1840 - 1848,9 (2012)
A series of eight novel diamminetetrakis(carboxylato)platinum(IV) complexes was synthesized and characterized by multinuclear 1H-, 13C-, 15N-, and 195Pt-NMR spectroscopy. Their antiproliferative potency was evaluated in three human cancer cell lines representing ovarian (CH1), lung (A549), and colon carcinoma (SW480). In cisplatin-sensitive CH1 cancer cells, cytotoxicity was found in the low micromolar range, whereas, in inherently cisplatin-resistant A549 and SW480 cells, the activity was very low or negligible. Astonishingly, raise in lipophilicity of the complexes, as found in the case of cisplatin analogs, did not result in a significant enhancement of the cytotoxic effect. Copyright
Molecular interaction fields vs. quantum-mechanical-based descriptors in the modelling of lipophilicity of platinum(iv) complexes
Ermondi, Giuseppe,Caron, Giulia,Ravera, Mauro,Gabano, Elisabetta,Bianco, Sabrina,Platts, James A.,Osella, Domenico
supporting information, p. 3482 - 3489 (2013/03/28)
We report QSAR calculations using VolSurf descriptors to model the lipophilicity of 53 Pt(iv) complexes with a diverse range of axial and equatorial ligands. Lipophilicity is measured using an efficient HPLC method. Previous models based on a subset of these data are shown to be inadequate, due to incompatibility of whole molecule descriptors between carboxylato and hydroxido ligands. Instead, the interaction surfaces of complexes with various probes are used as independent descriptors. Partial least squares modelling using three latent variables results in an accurate (R2 = 0.92) and robust model (Q2 = 0.87) of lipophilicity, that moreover highlights the importance of size and hydrophobicity terms and the modest relevance of hydrogen bonding.
METAL COMPLEXES HAVING DUAL HISTONE DEACETYLASE INHIBITORY AND DNA-BINDING ACTIVITY
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Page/Page column 36, (2011/02/24)
Compounds comprising a metal complex having the structure [X-Y-Z-Mn+]p+. B are disclosed in which X is a histone deacetylase inhibitor, Mn+ is a DNA -binding heavy metal ion, Y is an aliphatic or aromatic spacer or is absent, and Z is a mono- or bi-dentate or chelating donor linker, or a bridging linker, P+ designates the charge on the complex ion, which may be positive, negative or absent and B is a counterion or is absent. The linker Z is labile and its metal complex X-Y-Z-Mn+ is capable of being hydrolysed in-vivo. The compounds find application in the treatment of cancer.
Synthesis, multinuclear magnetic resonance and crystal structures of Pt(II) complexes containing amines and bidentate carboxylate ligands
Rochon, Fernande D.,Massarweh, Gassan
, p. 4095 - 4104 (2008/10/09)
A novel synthetic method for the synthesis of the complexes cis-Pt(amine)2R(COO)2 is compared to two other methods involving the use of either barium dicarboxylate or sodium carboxylate. Pt(II) compounds with monodentate and bidentate amines were studied. The reaction involves the use of a silver dicarboxylato complex, which is the intermediate in the new synthetic procedure. The crystal structure of the silver intermediate with the ligand 1,1-cyclobutanedicarboxylate (1,1-CBDCA) was determined by X-ray diffraction. The crystal Ag2(1,1-CBDCA) has a very interesting 3-D extended structure. The complexes cis-Pt(amine)2R(COO)2 were studied in solution by multinuclear (1H, 13C and 195Pt) magnetic resonance spectroscopy, but the solubilities are very low. D2O was found to be the best solvent. In 195Pt NMR, the complexes containing bidentate amines forming five-membered chelates were observed at higher fields than those containing monodentate amines. The resonances of the NH3 compounds were also found at lower fields than the primary amine complexes. All the dicarboxylato ligands form six-membered chelates except 1,2-CBDCA, whose Pt(II) compounds were observed at lower fields than the others. The crystal structures of Pt(en)(1,1-CBDCA), Pt(Meen)(1,1-CBDCA) and Pt(en)(benzylmalonato) were confirmed by X-ray diffraction methods. Several compounds are disordered. The crystals are stabilized by intermolecular hydrogen bonds between the -NH2 groups and the carboxylato O atoms.
Synthesis and characterization of Pt(II) complexes with amine and carboxylato ligands. Crystal structure of (1,1-cyclobutanedicarboxylato)di(ethylamine)platinum(II)·H2O
Rochon, Fernande D.,Gruia, Letitia M.
, p. 193 - 204 (2008/10/08)
Two methods for the synthesis of compounds of the type cis-PtA2X2 (A2 = bidentate amine or two monodentate amines and X2 = bidentate or two monodentate carboxylato ligands) were evaluated. The compounds were characterized by multinuclear NMR and IR spectroscopies. The 195PT NMR chemical shifts were in the range - 1615 to - 1976 ppm, the higher field values corresponding to the complexes containing bidentate ligands. The coupling constants 3J(195Pt-1H) are approximately 35 Hz, while the 2J(195Pt-1HN) are about 70 Hz. One coupling constant 2J(195Pt-13C) (53 Hz) was also measured. The crystal structure of the compound, cis-Pt(1,1-cyclobutanedicarboxylato)(C2H5NH2)2·H2O belongs to the P21/n space group with a=9.468(5), b =9.365(4), c = 16.473(7) A?, β = 105.08(3)°, Z = 4 and R1 = 0.0576. The Pt-N bond distances are 1.992(5) and 2.020(5) A?, while the Pt-O bonds are 2.000(4) and 2.015(4) A?. The molecules are held together by intermolecular H-bonds involving the lattice water molecules and the two free carbonyl O atoms and between the amino H atoms and the Pt-bonded C-O groups. (C) 2000 Elsevier Science S.A.
