209979-92-0Relevant articles and documents
Toward a novel metal based chemotherapy against tropical diseases 4. Synthesis and characterization of new metal-clotrimazole complexes and evaluation of their activity against Trypanosoma cruzi
Sánchez-Delgado, Roberto A.,Navarro, Maribel,Lazardi, Keyla,Atencio, Reinaldo,Capparelli, Mario,Vargas, Franklin,Urbina, Julio A.,Bouillez, André,Noels, Alfred F.,Masi, Dante
, p. 528 - 540 (2008/10/08)
The syntheses and characterization of metal imidazole complexes showing activity against Trypanosoma cruzi, the causative agent of Chagas disease, are presented. RuCl2(CTZ)2 (2) and RuCl2(BTZ)2 (4) were prepared by reaction of RuCl2(NCCH3)4 (1) with the appropriate ligand (CTZ, clotrimazole = 1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole; BTZ = 1-[(2-bromophenyl) diphenylmethyl] -1H-imidazole). [Ru(bipy) (CTZ)2] (PF6)2 (3) (bipy = 2,2′-bipyridyl) was obtained by reaction of 2 with bipy and NH4PF6 in MeCN. Reaction of [RhCl(COD)]2 with CTZ yielded RhCl(COD)(CTZ) (5) (COD = 1,5-cyclooctadiene), while AuCl3CTZ (6), K2[PtCl4(CTZ)2] (7) and [Cu(CTZ)2]PF6 (8) were obtained by interaction of CTZ with AuCl3 · HCl, K2PtCl4 and [Cu(CH3CN)4]PF6, respectively. All the new complexes were characterized by NMR and other appropriate techniques. X-ray diffraction studies of 4 · 3H2O, 5 and 6 were also carried out. The structure of 4 · 3H2O consists of a distorted tetrahedral arrangement of two N atoms from the BTZ ligands and two Cl atoms around the Ru(II) ion; 4 · 3H2O crystallizes in the orthorhombic space group Pnma (No. 62) with a = 12.818(5), b = 29.115(5), c = 12.040(5) A?, V = 4493.2(8) A?3 and Z = 4. Complex 5 displayed a square planar structure typical for Rh(I) bound to N from CTZ, Cl, and the two C = C bonds of COD; 5 crystallized in the triclinic space group (P(-1) (No.2) with a = 12.407(3), b = 12.876(4), c = 10.069(3) A?, α = 111.59(2)°, β = 107.80(2)°, γ = 103.28(2)°, V = 1313.4(8) A?3 and Z = 2. Complex 6 also displayed a square arrangement of N from CTZ, plus three Cl atoms around the Au(III) ion; 6 crystallized in the monoclinic space group P21/n (No. 14) with a = 9.507(1), b = 18.280(4), c = 12.877(1) A?, β = 100.59(1)°, V = 2199.7(5) A?3 and Z = 4. All the new compounds were found to be active against in vitro cultures of Trypanosoma cruzi, following the trend 3 = 7a simple model of action of this compound.