10 research outputs found
Aromatic amine N-oxide organometallic compounds: Searching for prospective agents against infectious diseases
In search of prospective agents against infectious diseases, 1,1âČ-bis(diphenylphosphino)ferrocene pyridine-2-thiolato-1-oxide M(II) hexafluorophosphate compounds [M(mpo)(dppf)](PF6), where M = palladium or platinum, were synthesized and fully characterized in the solid state and in solution using experimental and DFT computational techniques. The compounds are isomorphous and the M(II) transition metal ions are in a nearly planar trapezoidal cis-coordination bound to the pyridine-2-thiolato-1-oxide (mpo) and to the 1,1âČ-bis(diphenylphosphino)ferrocene molecules, both acting as bidentate ligands. Both compounds showed high cytotoxic activity on Trypanosoma cruzi and Mycobacterium tuberculosis (MTB) and acceptable selectivities towards MTB, but good to excellent selectivity index values as anti-T. cruzi compounds. The inclusion of the ferrocene moiety (dppf ligand) improved the selectivity towards the parasite when compared to the previously reported [M(mpo)2] complexes. Related to the probable mechanism of action of the complexes, molecular docking studies on modelled T. cruzi NADH-fumarate reductase (TcFR) predicted that both be very good inhibitors of the enzyme. The effect of the compounds on the enzyme activity was experimentally confirmed using T. cruzi protein extracts. According to all obtained results, both [M(mpo)(dppf)](PF6) compounds could be considered prospective anti-trypanosomal agents that deserve further research.Fil: RodrĂguez Arce, Esteban. Universidad de la RepĂșblica; UruguayFil: Mosquillo, M. Florencia. Universidad de la RepĂșblica; UruguayFil: PĂ©rez DĂaz, Leticia. Universidad de la RepĂșblica; UruguayFil: EcheverrĂa, Gustavo Alberto. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de FĂsica; Argentina. Consejo Nacional de Investigaciones CientĂficas y TĂ©cnicas. Centro CientĂfico TecnolĂłgico Conicet - La Plata. Instituto de FĂsica La Plata. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de FĂsica La Plata; ArgentinaFil: Piro, Oscar Enrique. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de FĂsica; Argentina. Consejo Nacional de Investigaciones CientĂficas y TĂ©cnicas. Centro CientĂfico TecnolĂłgico Conicet - La Plata. Instituto de FĂsica La Plata. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de FĂsica La Plata; ArgentinaFil: Merlino, Alicia. Universidad de la RepĂșblica; UruguayFil: Coitiño, E. Laura. Universidad de la RepĂșblica; UruguayFil: MarĂngolo Ribeiro, Camila. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Leite, Clarice Q. F.. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Pavan, Fernando R.. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Otero, LucĂa. Universidad de la RepĂșblica; UruguayFil: Gambino, Dinorah. Universidad de la RepĂșblica; Urugua
In vitro anti-Mycobacterium tuberculosis activity of some Brazilian Cerrado plants
O objetivo deste trabalho foi realizar uma seleção de algumas plantas de uma determinada regiĂŁo Brasileira com atividade contra Mycobacterium tuberculosis. Extratos clorofĂłrmicos e metanĂłlicos de 37 espĂ©cies de plantas distribuĂdas em 17 famĂlias do Cerrado Brasileiro foram avaliadas contra M. tuberculosis H37Rv e a Concentração InibitĂłria MĂnima (CIM) foi determinada pelo uso do Microplate Alamar Blue Assay (MABA). Extratos brutos de dezesseis plantas apresentaram valor de CIM < 125 ”g/mL e trĂȘs de 31,2 ”g/mL. Estes resultados sugerem que o Cerrado Brasileiro deve possuir um recurso de plantas com constituintes ativos anti-M. tuberculosis que podem ser extraĂdos por solventes polares e apolares.The aim of this work was to carry out a screening of some plants of this Brazilian region with activity against Mycobacterium tuberculosis. Chloroform and methanol extracts of 37 plant species distributed among 17 families from Brazilian Cerrado which were tested against M. tuberculosis H37Rv and the Minimum Inhibitory Concentration (MIC) was determined by the use of Microplate Alamar Blue Assay (MABA). Crude extracts from sixteen plants showed MIC value of < 125 ”g/mL and three 31.2 ”g/mL. These results suggest that the Brazilian Cerrado may be a source of plants that have activity anti-M. tuberculosis constituents that can be extracted by polars and apolars solvents.Fundação de Amparo Ă Pesquisa do Estado de SĂŁo Paulo (FAPESP)Conselho Nacional de Desenvolvimento CientĂfico e TecnolĂłgico (CNPq
Antimycobacterial and antitumor activities of Palladium(II) complexes containing isonicotinamide (isn): X-ray structure of trans-[Pd(N(3))(2)(isn)(2)]
Complexes of the type trans-[PdX(2)(isn)(2)] {X = Cl (1), N(3) (2), SCN (3), NCO (4); isn = isonicotinamide} were synthesized and evaluated for in vitro antimycobacterial and antitumor activities. The coordination mode of the isonicotinamide and the pseudohalide ligands was inferred by IR spectroscopy. Single crystal X-ray diffraction determination on 2 showed that coordination geometry around Pd(II) is nearly square planar, with the ligands in a trans configuration. All the compounds demonstrated better in vitro activity against Mycobacterium tuberculosis than isonicotinamide and pyrazinamide. Among the complexes, compound 2 was found to be the most active with MIC of 35.89 mu M. Complexes 1-4 were also screened for their in vitro antitumor activity towards LM3 and LP07 murine cancer cell lines. (C) 2010 Elsevier Masson SAS. All rights reserved.CAPESCoordenação de Aperfeiçoamento de Pessoal de NĂvel Superior (CAPES)CNPqConselho Nacional de Desenvolvimento CientĂfico e TecnolĂłgico (CNPq)Fundação de Amparo Ă Pesquisa do Estado de SĂŁo Paulo (FAPESP)FAPES
Pt(II) and Ag(I) complexes with acesulfame: Crystal structure and a study of their antitumoral, antimicrobial and antiviral activities
Two new complexes of platinum(II) and silver(I) with acesulfame were synthesized. Acesulfame is in the anionic form acesulfamate (ace). The structures of both complexes were determined by X-ray crystallography. For K(2)[PtCl(2)(ace)(2)] the platinum atom is coordinated to two Cl(-) and two N-acesulfamate atoms forming a trans-square planar geometry. Each K(+) ion interacts with two oxygen atoms of the S(=O)(2) group of each acesulfamate. For the polymeric complex [Ag(ace)](n) the water molecule bridges between two crystallographic equivalent Agl atoms which are related each other by a twofold symmetry axis. Two Agl atoms, related to each other by a symmetry centre, make bond contact with two equivalent oxygen atoms. These bonds give rise to infinite chains along the unit cell diagonal in the ac plane. The in vitro cytotoxic analyses for the platinum complex using HeLa (human cervix cancer) cells show its low activity when compared to the vehicle-treated cells. The Ag(I) complex submitted to in vitro antimycobacterial tests, using the Microplate Alamar Blue (MABA) method, showed a good activity against Mycobacterium tuberculosis, responsible for tuberculosis, with a minimal inhibitory concentration (MIC) value of 11.6 mu M. The Ag(I) complex also presented a promising activity against Gram negative (Escherichia colt and Pseudomonas aeruginosa) and Gram positive (Enterococcus faecalis) microorganisms. The complex K(2)[PtCl(2)(ace)(2)] was also evaluated for antiviral properties against dengue virus type 2 (New Guinea C strain) in Vero cells and showed a good inhibition of dengue virus type 2 (New Guinea G strain) replication at 200 mu M, when compared to vehicle-treated cells. (C) 2010 Elsevier Inc. All rights reserved.Fundacao de Amparo a Pesquisa do Estado de Sao Paulo - FAPESP[2005/00174-2]Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP
Aromatic amine N-oxide organometallic compounds: Searching for prospective agents against infectious diseases
In search of prospective agents against infectious diseases, 1,1âČ-bis(diphenylphosphino)ferrocene pyridine-2-thiolato-1-oxide M(II) hexafluorophosphate compounds [M(mpo)(dppf)](PF6), where M = palladium or platinum, were synthesized and fully characterized in the solid state and in solution using experimental and DFT computational techniques. The compounds are isomorphous and the M(II) transition metal ions are in a nearly planar trapezoidal cis-coordination bound to the pyridine-2-thiolato-1-oxide (mpo) and to the 1,1âČ-bis(diphenylphosphino)ferrocene molecules, both acting as bidentate ligands. Both compounds showed high cytotoxic activity on Trypanosoma cruzi and Mycobacterium tuberculosis (MTB) and acceptable selectivities towards MTB, but good to excellent selectivity index values as anti-T. cruzi compounds. The inclusion of the ferrocene moiety (dppf ligand) improved the selectivity towards the parasite when compared to the previously reported [M(mpo)2] complexes. Related to the probable mechanism of action of the complexes, molecular docking studies on modelled T. cruzi NADH-fumarate reductase (TcFR) predicted that both be very good inhibitors of the enzyme. The effect of the compounds on the enzyme activity was experimentally confirmed using T. cruzi protein extracts. According to all obtained results, both [M(mpo)(dppf)](PF6) compounds could be considered prospective anti-trypanosomal agents that deserve further research.Fil: RodrĂguez Arce, Esteban. Universidad de la RepĂșblica; UruguayFil: Mosquillo, M. Florencia. Universidad de la RepĂșblica; UruguayFil: PĂ©rez DĂaz, Leticia. Universidad de la RepĂșblica; UruguayFil: EcheverrĂa, Gustavo Alberto. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de FĂsica; Argentina. Consejo Nacional de Investigaciones CientĂficas y TĂ©cnicas. Centro CientĂfico TecnolĂłgico Conicet - La Plata. Instituto de FĂsica La Plata. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de FĂsica La Plata; ArgentinaFil: Piro, Oscar Enrique. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de FĂsica; Argentina. Consejo Nacional de Investigaciones CientĂficas y TĂ©cnicas. Centro CientĂfico TecnolĂłgico Conicet - La Plata. Instituto de FĂsica La Plata. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de FĂsica La Plata; ArgentinaFil: Merlino, Alicia. Universidad de la RepĂșblica; UruguayFil: Coitiño, E. Laura. Universidad de la RepĂșblica; UruguayFil: MarĂngolo Ribeiro, Camila. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Leite, Clarice Q. F.. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Pavan, Fernando R.. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Otero, LucĂa. Universidad de la RepĂșblica; UruguayFil: Gambino, Dinorah. Universidad de la RepĂșblica; Urugua
Synthesis and biological evaluation of ternary silver compounds bearing N,N-chelating ligands and thiourea: X-ray structure of [{Ag(bpy) (mu-tu)}(2)](NO3)(2) (bpy=2,2 '-bipyridine; tu = thiourea)
Compounds [{Ag(phen)(mu-tu)}(2)](NO3)(2) (1), [{Ag(phen)(mu-tu)}(2)](CF3SO3)(2) (2), [{Ag(bpy)(mu-tu)}(2)](NO3)(2) (3) (where phen = 1,10-phenanthroline; bpy = 2,2'-bipyridine; tu = thiourea) were prepared by reacting the appropriate AgX salt (X- = NO3-, CF3SO3-), the N,N-chelating ligand (phen or bpy) and thiourea in a ca. 1:1:2 M ratio, respectively. The silver(l) complexes were characterized by elemental analysis, infrared (IR), H-1 and C-13 NMR spectroscopies, MS/ESI and conductivity measurements. The IR and NMR data were consistent with the presence of chelating phen (1 and 2) and bpy (3) ligands and demonstrated the S-coordination mode of thiourea. The crystal and molecular structures of compound [{Ag(bpy)(mu-tu)}(2)] (NO3)(2) (3) were determined by single-crystal X-ray diffraction. The complexes 1-3 were screened for their in vitro antimycobacterial (Mycobacterium tuberculosis), antileishmanial (Leishmania (L) amazonensis), antibacterial (Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa), antifungal activities (Candida albi cans, Candida tropicalis, Candida krusei). (C) 2014 Elsevier Ltd. All rights reserved