Submitted by Renata Lopes (renatasil82@gmail.com) on 2017-05-03T12:13:21Z No. of bitstreams: 1 silvioneyaugustodasilva.pdf: 3241038 bytes, checksum: d4f2b4d15c91d1718bc8150d6be6d119 (MD5) / Approved for entry into archive by Adriana Oliveira (adriana.oliveira@ufjf.edu.br) on 2017-05-13T13:23:41Z (GMT) No. of bitstreams: 1 silvioneyaugustodasilva.pdf: 3241038 bytes, checksum: d4f2b4d15c91d1718bc8150d6be6d119 (MD5) / Made available in DSpace on 2017-05-13T13:23:41Z (GMT). No. of bitstreams: 1 silvioneyaugustodasilva.pdf: 3241038 bytes, checksum: d4f2b4d15c91d1718bc8150d6be6d119 (MD5) Previous issue date: 2014-01-24 / No presente trabalho a base de Schiff, N,N’-bis(tiofenil-2-metilideno)etano1,2-diamina (BNH), foi obtida a partir da reação de condensação entre etilenodiamina (en) e 2-tiofenocarboxaldeído (TCA) usando a proporção molar 1:2 (en:TCA). Dois novos complexos de prata(I) com BNH foram preparados reagindo BNH:AgNO3. Quando a proporção molar de 1:1 (M:L) foi usada, o complexo polimérico [Ag(BNH)NO3]n foi obtido, onde os íons Ag(I) são coordenados por 2 N (grupo imina) de dois ligantes diferentes e um oxigênio do grupo nitrato. Quando a proporção molar de 1:2 (M:L) foi usada um complexo monomérico e quelato - [Ag(BNH)2]NO3 foi obtido. Neste complexo os íons prata(I) são coordenados por 4 N (grupo imina) de dois ligantes. Da mesma forma, complexos de zinco(II) também foram testados, mas as reações entre o BNH e ZnCl2 em 1:1 ou 1:2 (M:L) resultam no mesmo complexo formulado como [Zn(Cl)2(BNH)], onde o BNH se coordena ao íon Zn(II) pelos átomos de N (imina) e dois íons cloro completam a tetracoordenação em torno do íon zinco(II). Os compostos foram caracterizados por análises elementar (C, H, N) e térmica (TG/DTA), técnicas espectroscópicas de IV, Raman, Ressonância Magnética Nuclear e difração de raios X por monocristal e policristais. Além dos dados estruturais, analíticos, e espectroscópicos, foram realizados estudos biológicos. As propriedades antibacterianas e citotóxicos do BNH e de seus três complexos metálicos foram testadas com base na atividade AntiMBT e IC50 utilizando células VERO. Além disso, dois ligantes – N,N’-bis(tiofenil2-metil)-etano-1,2-diamina (obtido pela redução do BNH) e seu derivado cloridrato, foram sintetizados e parcialmente caracterizados. Um sal de ouro(III) também foi obtido e caracterizado por simples reação entre o cloridrato da diamina e o sal K[AuCl4]. / In the present work the Schiff base, N,N’-bis(thiophenyl-2-methylidene) ethane-1,2-diamine (BNH), was obtained from condensation reaction between ethylenediamine (en) and 2- thiophenecarboxaldehyde (TCA) using molar ratio1:2 (en:TCA). Two new silver(I) complexes with BNH were prepared by reacting BNH:AgNO3. When 1:1 molar ratio (M:L) was used, the polymeric complex [Ag(BNH)NO3]n is obtained where Ag(I) ions are coordinated by 2 N (imine group) from two different ligands and one oxygen from nitrate group. When 1:2 molar ratio (M:L) is used a monomeric and chelated complex – [Ag(BNH)2]NO3 was obtained. In this complex silver(I) ions are surrounded by 4 N (imine group) from two ligands. In the same way, the zinc(II) complexes were also tested, but the reactions between the BNH and ZnCl2 in 1:1 or 1:2 (M:L) result in the same complex formulated as [Zn(Cl)2(BNH)], where BNH is coordinated to Zn(II) ions by N (imine) and two chlorine ions complete the tetracoordination around zinc(II) ions. The compounds were characterized by elemental (C, H, N) and thermal analyzes (TG/DTA), IR, Raman, and Nuclear Magnetic Resonance spectroscopic techniques and X rays diffraction - monocrystal and powder. Besides the analytical, spectroscopic and structural data, the biological studies were performed. The antibacterial and cytotoxic properties of BNH and its three metal complexes were tested based on the activity Anti-MBT and IC50 using VERO cells. In addition, two ligands – N,N’-bis(thiophenyl-2-methyl)ethane-1,2-diamine (obtained by BNH reduction) and its hydrochloric derivative were synthesized and partially characterized. A gold(III) salt was also obtained and characterized by simple reaction between the diamine‘s hydrochloride and K[AuCl4] salt.

Submitted by Renata Lopes (renatasil82@gmail.com) on 2017-07-20T11:57:50Z No. of bitstreams: 1 thaenycostaamaral.pdf: 3993563 bytes, checksum: 62bc56f6ffb8386752008017f578a088 (MD5) / Approved for entry into archive by Adriana Oliveira (adriana.oliveira@ufjf.edu.br) on 2017-08-09T12:26:57Z (GMT) No. of bitstreams: 1 thaenycostaamaral.pdf: 3993563 bytes, checksum: 62bc56f6ffb8386752008017f578a088 (MD5) / Made available in DSpace on 2017-08-09T12:26:57Z (GMT). No. of bitstreams: 1 thaenycostaamaral.pdf: 3993563 bytes, checksum: 62bc56f6ffb8386752008017f578a088 (MD5) Previous issue date: 2017-02-23 / No presente trabalho foram descritas as sínteses e as caracterizações do ligante dicloridrato de N,N'-bis(tiofenil-2-metil)etano-1,2-diamina (BNHred.2HCl), dos seus complexos [RuCl2BNHred(PPh3)2], [PtCl2BNHred] e [PdCl2BNHred] e dos sais [BNHred.2H+][PtCl4] e [BNHred.2H+][Au(CN)2]2-. Os compostos foram caracterizados por análise elementar (C, H, N), técnicas espectroscópicas no IV, Raman e RMN (solução e estado sólido), difração de raios X (DRX) por policristais e cálculos de DFT. Para os complexos [PtCl2BNHred] e [PdCl2BNHred] os resultados obtidos pelas técnicas de caracterização corroboram que a coordenação ocorreu pelos átomos de nitrogênio do grupo NH e por dois íons cloretos formando complexos com estrutura quadrática. O complexo [RuCl2BNHred(PPh3)2] teve sua estrutura determinada por DRX por policristais onde foi encontrada a estrutura com geometria octaédrica, tendo o íon Ru(II) coordenado aos grupos NH, de forma quelato, duas PPh3 e dois íons cloreto. Os sais [BNHred.2H+][PtCl4] e [BNHred.2H+][Au(CN)2]2- também tiveram suas estruturas determinadas por DRX (policristais), onde o sal [BNHred.2H+][Au(CN)2]2- se cristaliza em um sistema cristalino ortorrômbico e grupo espacial Pnn2 e o sal [BNHred.2H+][PtCl4] cristaliza-se no sistema triclínico e grupo espacial P-1. Além desses compostos, também foi sintetizado e caracterizado o ligante dinitrato de N,N'-bis(tiofenil-2metil)etano-1,2-diamina (BNHred.2HNO3), no qual teve a estrutura cristalina determinada por DRX (policristais), pertencendo ao sistema cristalino monoclínico e grupo espacial P21/c. Testes biológicos contra Mycobacterium tuberculosis, de todos os compostos obtidos foram realizados, onde o sal [BNHred.2H+][Au(CN)2]2- apresentou o CIM90 de 2,31 mg/L. / The present work, syntheses and characterizations of the ligand N,N’-bis(tiophenyl-2methyl)ethane-1,2-diamino dichlorydrate (BNHred.2HCl), their [RuCl2BNHred(PPh3)2], [PtCl2BNHred] and [PdCl2BNHred] complexes and their [BNHred.2H+][PtCl4] and [BNHred.2H+][Au(CN)2]2- salts were described. The compounds were analyzed by elementare analysis (C, H and N), IR, Raman and NMR (in solution and solid state) spectroscopies as well by powder X ray diffraction and DFT calculations. The [PtCl2BNHred] and [PdCl2BNHred] complexes should be square planar geometry since ligand is coordinated by nitrogen atoms of the NH groups and the coordination sphere is completed by two chlorine ions. The octahedral [RuCl2BNHred(PPh3)2] complex structure was determined/refined by powder X ray diffraction where the Ru(II) ion is coordinated by ligand in chelate mode, also by two PPh3 molecules and by two chloride ions. The [BNHred.2H+][PtCl4] and [BNHred.2H+][Au(CN)2]2- salt structures were also solved by powder X ray diffraction. [BNHred.2H+][Au(CN)2]2- salt crystallizes in orthorhombic system and space group Pnn2, while the [BNHred.2H+][PtCl4] salt belongs to triclinic system and space group P-1. In addition, the ligand N,N’-bis(tiophenyl-2-methyl)ethane-1,2-diamino dinitrate (BNHred.2HNO3) was also synthetized and fully characterized. The BNHred.2HNO3 structure was obtained by powder X ray diffraction and presents a monoclinic crystalline system and space group P21/c. Biological tests against Mycobacterium tuberculosis of all the obtained compounds have been carried out, where the [BNHred.2H+][Au(CN)2]2- salt has been shown MIC90 at 2.31 mg/L.