The isoniazid-derived hydrazones 2-pyridinecarbaldehyde- (HPCIH), 2-acetylpyridine- (HAPIH), 2-benzoylpyridine- (HBPIH), 2-pyridineformamide- (HPAmIH) and 2-pyrazineformamide- (HPzAmIH) isonicotinoyl hydrazones, as well as the pyrazinamide-derived thiosemicarbazones 2-pyrazineformamide- (HPzAm4DH), N(4)-methyl-2-pyrazineformamide- (HPzAm4M), N(4)-ethyl-2-pyrazineformamide- (HPzAm4E) and N(4)-phenyl-2-pyrazineformamide- (HPzAm4Ph) thiosemicarbazones, were assayed for their action against intracellular amastigote form of Leishmania (Viannia) braziliensis strains and the glioblastoma multiforme (SF-295), colon adenocarcinoma (HCT-116), ovarian cancer (OVCAR-8) and acute myeloid leukemia (HL-60) human tumor cell lines. All compounds exhibited leishmanicidal effects, with concentrations at which 50% of parasites were inhibited (IC50) in the 10.70-18.84 µM range. Moreover, the compounds were up to 30-fold less toxic to macrophages than to the parasites. Pyrazinamide-derived thiosemicarbazones proved to have poor activity against the tumor cell lines at 5 µg mL-1, whereas, in general the isoniazid-derived hydrazones presented good activity, being HAPIH and HBPIH the most potent compounds (IC50 = 0.42-1.5 µM).

O objetivo deste trabalho é apresentar a síntese, estrutura cristalina, atividade eletroquímica, propriedades espectroscópicas (IV-TF e UV-Vis) e atividade catalítica frente à oxidação do benzeno do novo complexo mononuclear de cobre(II) [Cu(BTMEA)2Cl]Cl, (1) (BTMEA: bis(2-tienilmetil)-1,2-etilenodiamina). A reação entre BTMEA e [Cu(OH2)2]Cl2, em metanol, resultou em 1, o qual cristaliza como um cristal irregular azul, no grupo espacial Pnna, com a = 20,101(3), b = 12,094(6), c = 12,741(2) Å, V = 3097,4(17) ų, Z = 4. Em 1, o íon cobre está pentacoordenado, mostrando uma geometria de pirâmide de base quadrada distorcida. Complexo 1 apresenta dois processos redox irreverssíveis a - 0,35 V e 0,456 V versus NHE, os quais são atribuídos ao processo redox CuII/CuI e a uma reação acoplada envolvendo o ligante cloreto. A atividade catalítica de 1 foi avaliada através da reação de oxidação do benzeno, usando peróxido de hidrogênio como oxidante. Os produtos da reação (fenol e p-benzoquinona) foram identificados por cromatografia gasosa.

The aim of this work is to present the synthesis, crystal structure, electrochemical behavior, spectroscopic properties (FT-IR and UV-Vis) and catalytic activity toward benzene oxidation of a new mononuclear copper(II) complex [Cu(BMTEA)2Cl]Cl, (1) (BTMEA: bis(2-thienylmethyl)-1,2-ethylenediamine). The reaction between BTMEA and [Cu(OH2)2]Cl2, in methanol, resulted in 1, which crystallizes as an irregular blue crystal, space group Pnna, with a = 20.101(3), b = 12.094(6), c = 12.741(2) Å, V = 3097.4(17) ų, Z = 4. In 1, the copper ion is pentacoordinated, showing a distorted square pyramidal geometry. Complex 1 shows two irreversible redox processes at -0.35 V and at 0.456 V versus NHE, which are associated with the CuII/CuI redox couple and with a coupled reaction involving the chloride ligand. The catalytic activity of 1 was evaluated through benzene oxidation reaction, using hydrogen peroxide as oxidant. Reaction products (phenol and p-benzoquinone) were identified by gas chromatography.