Synthesis, Structure and Characterization of New Olivacine Derivatives and Their Platinum(II) Complexes

Abstract

Three unknown olivacine derivatives (L‐OCH3, L‐OH, L‐OAc) were synthesized according to a procedure that involves only a few steps, and used as ligands in the synthesis of neutral chelate platinum(II) complexes. The ligands, as well as their platinum complexes were spectroscopically characterized with IR, 1H/13C NMR and UV/Vis spectroscopic techniques. The solid state structures of two ligands (L‐OCH3, L‐OAc) and one complex {[(L‐OCH3)PtCl2]} were determined by X‐ray diffraction. Molecular structure analysis of the ligands and the complex indicated that complexation resulted in a change in the conformation of the bipyridine fragment of the compounds studied and caused other interesting effects. Two crystallographically independent molecules of the complex were revealed in the measured crystal, with short intramolecular H···H distances. The structural and energetic aspects of the conformational behavior of the ligand L‐OCH3 and the complex [(L‐OCH3)PtCl2] have been analyzed using semiempirical PM3 methods. In vitro antiproliferative activity was preliminarily estimated. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

Synthesis, structural, physico-chemical and biological properties of new palladium(II) complexes with 2,6-dimethyl-4-nitropyridine

“…In particular, the mononuclear complex gave only one strong single band at 311 cm À1 which is consistent with a trans Cl-Pd-Cl configuration, whereas the binuclear palladium complex gave two, not well separated, bands: at 322 and at 313 (shoulder) cm À1 , resulting probably from overlapping bands associated with the cis-and trans-configurations existing in [Pd 2 (dmnp) 2 Cl 4 ]. The bands at 373 and at 368 cm À1 for mononuclear and dinuclear complexes, respectively, might be described tentatively as Pd-N stretching, although they seem to be rather combinational bands with pyridine ring vibrations, similarly to assignments in other Pt-heterocyclic amines spectra [52].…”

“…Assignments have been done by comparison of complexes spectra with that of free ligand as well as on the basis of literature data for other 4-nitropyridine derivatives [55] and for heterocyclic amines coordinated by platinum-group metal ions [52,56,57]. The 1 H and 13 C NMR spectra of both described Pd-complexes show an appreciable downfield shift of all proton and carbon signals as compared with ligand.…”

“…The assignment was done on the basis of both, literature data for pyridine derivatives [47][48][49][50] and Pdpyridine complexes [51] as well as of our earlier statements on platinum complexes with heterocyclic ligands [42,52,53].…”

Synthesis, Characterization, and Cytotoxicity of the First Oxaliplatin Pt(IV) Derivative Having a TSPO Ligand in the Axial Position

“…This finding further supports the potential intercalating ability of cis- [PtCl 2 (TZ6)] toward DNA [ 27 ]. The poor aqueous solubility of cis- [PtCl 2 (TZ6)], which is typical of platinum(II) complexes with bidentate aromatic ligands [ 28 ], compelled us to pursue the synthesis of Pt compounds with TSPO ligands endowed with enhanced water solubility. To this end, in a subsequent work we synthesized two new Pt compounds structurally analogous to picoplatin and differing for the anionic ligands, cis -[PtI 2 (NH 3 ){[2-(4-chlorophenyl)-8-aminoimidazo[1,2- a ]pyridin-3-yl]- N , N -di- n -propylacetamide}] and cis -[PtCl 2 (NH 3 ){[2-(4-chlorophenyl)-8-aminoimidazo[1,2- a ]pyridin-3-yl]- N , N -di- n -propylacetamide}] ( Figure 2 ) [ 29 ].…”

Synthesis of 5,6‐Dimethyl‐9‐methoxy‐1‐phenyl‐6H‐pyrido[4,3‐b]carbazole Derivatives and their Cytotoxic Activity

“…J ϭ 8.8 Hz, 2H, Phenyl-H), 8.12 (d, J 4-3 ϭ 6.0 Hz, 1H, 4-H), 8.46 (m, 3H, Phenyl-H ϩ 11-H), 8.53 (d, 1H, 3-H), 9.13 (s, 1H, 9-OH). [4,3-b]carbazole (12b) and 9-methoxy-1-(4-hydroxyphenyl)-5,6-dimethyl-6H-pyrido [4,3-…”