Synthesis and characterization of new amino acyl-4-thiazolidones

A series of heterocyclic compounds with a 4-thiazolidone nucleus and amino acyl moiety were synthesized by protection reaction of thiosemicarbazide using the symmetrical anhydride (Boc)2O and cyclization with chloroacetic acid under mild conditions. Trifluoroacetic acid was used to obtain 4-thiazolidone and the alpha-amino acid condensation reactions were carried out using strategies for peptide synthesis. The characterization of this new class of compounds was performed using IR and ¹H-NMR spectroscopy

Synthesis, cytotoxicity activity and acute toxicity evaluation of Primin analogues 3 and 6 alkyl-substituted

Foram obtidos análogos estruturais da primina via alquilação regioseletiva do composto 2-metoxihidroquinona. Compostos 3 e 6-alquil-2-metoxibenzoquinonas foram obtidos e submetidos a testes pré- clínicos com culturas de células. Testes in vivo para verificação da DL50 também foram realizados. Entre os compostos testados, o composto 6-metil-2-metoxi-1,4-benzoquinona apresentou maior atividade frente as células KB, DI50 =0,27 µg/ml. O teste de toxicidade aguda revelou que os novos compostos são menos tó- xicos que o protótipo, a primina, uma vez que a DL50 ficou entre 80-50 mg/Kg.3- and 6-alkyl-2-methoxy-1,4-benzoquinone derivatives primin analogues, were obtained by regioselective alkylation of 2-methoxyhydroquinone compounds. Tests were performed to evaluate the cytotoxicity activity with continuous chain KB cells (epidermoide carcinoma of the floor of the mouth). In this series 6- methyl-2-methoxy-1,4-benzoquinone was the most active that showed the highest inhibition on KB cells (DI50 = 0.27 µg/ml). All tested compounds were less toxic that primin (LD50 = 14 mg/Kg) precursory, in vivo tests of new compounds revealed a LD50 betwen 80-50 mg/Kg.Colegio de Farmacéuticos de la Provincia de Buenos Aire

Synthesis, cytotoxicity activity and acute toxicity evaluation of Primin analogues 3 and 6 alkyl-substituted

Foram obtidos análogos estruturais da primina via alquilação regioseletiva do composto 2-metoxihidroquinona. Compostos 3 e 6-alquil-2-metoxibenzoquinonas foram obtidos e submetidos a testes pré- clínicos com culturas de células. Testes in vivo para verificação da DL50 também foram realizados. Entre os compostos testados, o composto 6-metil-2-metoxi-1,4-benzoquinona apresentou maior atividade frente as células KB, DI50 =0,27 µg/ml. O teste de toxicidade aguda revelou que os novos compostos são menos tó- xicos que o protótipo, a primina, uma vez que a DL50 ficou entre 80-50 mg/Kg.3- and 6-alkyl-2-methoxy-1,4-benzoquinone derivatives primin analogues, were obtained by regioselective alkylation of 2-methoxyhydroquinone compounds. Tests were performed to evaluate the cytotoxicity activity with continuous chain KB cells (epidermoide carcinoma of the floor of the mouth). In this series 6- methyl-2-methoxy-1,4-benzoquinone was the most active that showed the highest inhibition on KB cells (DI50 = 0.27 µg/ml). All tested compounds were less toxic that primin (LD50 = 14 mg/Kg) precursory, in vivo tests of new compounds revealed a LD50 betwen 80-50 mg/Kg.Colegio de Farmacéuticos de la Provincia de Buenos Aire

Synthesis and evaluation of antimicrobial activity of Primin Analogues 5- and 6-alkylsubstituted

Foram obtidos duas séries de compostos análogos da primina, 6- e 5-alquil-2-metoxibenzoqui-nonas. As quinonas 6-alquil-substituídas foram obtidas a partir do guaiacol em três etapas: proteção, metalação seguido de alquilação, hidrólise e subsequente oxidação catalisada por salcomina. Os isômeros 5-alquil substituídos foram obtidos a partir da alquilação seletiva da 2-metoxi-1,4-benzoquinona com trial-quilboranos e subsequente oxidação. Os produtos foram testados quanto a sua atividade antimicrobiana para a determinação da CIM contra 21 germes representativos. As quinonas 6-alquil-substituídas apresentaram uma maior inibição que as as 5-alquilsubstituídas. Em geral, os compostos foram mais ativos frente aos microorganismos gram-positivos que aos demais tipos.Both 6- and 5-alkyl-2-methoxy-1,4-benzoquinone derivatives, analogues of primin, were obtained. To obtain the 6-alkyl substituted compound, tetrahydropyranylated guaiacol was treated with n-butyllithium followed by alkylation with alkyl bromides. Hydrolysis to the corresponding 6-substituted 2-methoxyphenols and subsequent oxidation catalyzed by salcomine afforded high yields of the quinones. 5-alkyl-2-methoxy-1,4-benzo-quinones were obtained by selective alkylation in position 5 and oxidative work up of 2-methoxy-1,4-benzo-quinone with trialkylboranes. All compounds were tested in order to evaluate the antimicrobial activity. In general, the 6-alkyl derivatives revealed to be more active than the 5-alkyl series. Some of them showed interesting antimicrobial activity selectively against gram-positive bacteria.Colegio de Farmacéuticos de la Provincia de Buenos Aire

Synthesis and antimicrobial activity of thiosemicarbazide and 2-Metil-3-thiosemicarbazide peptidomimetics derivatives

Foram sintetizados novos derivados peptideomiméticos da tiossemicarbazida e da 2-metil-3-tiossemicarbazida visando-se verificar a influência da porção aminoacídica na atividade biológica. Para a obtenção dos novos compostos foram utilizados os métodos clássicos de síntese peptídica. Os novos compostos foram testados frente a microrganismos Gram positivos, Gram negativos, fungos e leveduras. Alguns compostos demonstraram atividade frente alguns dos microrganismos testados.New peptidomimetics derivatives of tiossemicarbazide and 2-metil-3-thiosemicarbazide were synthesised in order to verify the influence of the amino acid moiety in the biological activity. To obtain the new compounds, a classical method of peptide chemistry was used. The new compounds were tested against several yeast's and micelial. Some of them showed antimicrobial profile against Gram positive and negative strains.Colegio de Farmacéuticos de la Provincia de Buenos Aire

Synthesis and antimicrobial activity of thiosemicarbazide and 2-Metil-3-thiosemicarbazide peptidomimetics derivatives

Foram sintetizados novos derivados peptideomiméticos da tiossemicarbazida e da 2-metil-3-tiossemicarbazida visando-se verificar a influência da porção aminoacídica na atividade biológica. Para a obtenção dos novos compostos foram utilizados os métodos clássicos de síntese peptídica. Os novos compostos foram testados frente a microrganismos Gram positivos, Gram negativos, fungos e leveduras. Alguns compostos demonstraram atividade frente alguns dos microrganismos testados.New peptidomimetics derivatives of tiossemicarbazide and 2-metil-3-thiosemicarbazide were synthesised in order to verify the influence of the amino acid moiety in the biological activity. To obtain the new compounds, a classical method of peptide chemistry was used. The new compounds were tested against several yeast's and micelial. Some of them showed antimicrobial profile against Gram positive and negative strains.Colegio de Farmacéuticos de la Provincia de Buenos Aire

Purificação e caracterização da beta-lapachona e estudo de estabilidade dos cristais em diferentes condições de armazenamento

The beta-lapachone is a product obtained from the Ipê Roxo tree [Tabebuia avellandae], which has proved its excellent antineoplasic potential acting through a particular mechanism of apoptosis against various cancer types. This study aims at determining the identity card of beta-lapachone by means of physico-chemical and pharmaco-technical characterization. A purifying process has been performed, as well as the isolation of a contaminant, its isomer alpha-lapachone. A stability study was also performed, determining the ideal storing conditions for beta-lapachone, essential for the ongoing pre-formulation studies for obtaining the different classic pharmaceutical forms and modified release systems

Characterization and thermal properties of Ritonavir for qualification of suppliers

Foram realizadas avaliações físico-químicas da matéria-prima ritonavir, um potente anti-retroviral, utilizando técnicas termo-analíticas, microscopia óptica, solubilidade, IV, H1-RMN, difração de raios-X e ponto de fusão. Observou-se que as amostras comerciais de cinco fornecedores (A, B, C, D e E) apresentam resultados polimórficos diferenciados aos já reportados na literatura. Este estudo prévio foi considerado significativo para a qualificação do princípio ativo ritonavir na indústria farmacêutica, já que a forma cristalina do produto influencia no efeito terapêutico da forma farmacêutica desenvolvida.Evaluations had been carried through physicist-chemistries of the raw material ritonavir, a powerful anti-retroviral, using term-analytical techniques, optic microscopy, solubility, IV, H1-RMN, diffraction of rays-X and point of fusing. It was observed that the commercial samples of five suppliers (A, B, C, D and E) present polimorfic results different to those reported in literature 1,2. This previous study was considered significant for the qualification of the active principle ritonavir in the pharmaceutical industry, since the crystalline form of the product influences in the therapeutical effect of the developed pharmaceutical form.Colegio de Farmacéuticos de la Provincia de Buenos Aire

Characterization and thermal properties of Ritonavir for qualification of suppliers

Foram realizadas avaliações físico-químicas da matéria-prima ritonavir, um potente anti-retroviral, utilizando técnicas termo-analíticas, microscopia óptica, solubilidade, IV, H1-RMN, difração de raios-X e ponto de fusão. Observou-se que as amostras comerciais de cinco fornecedores (A, B, C, D e E) apresentam resultados polimórficos diferenciados aos já reportados na literatura. Este estudo prévio foi considerado significativo para a qualificação do princípio ativo ritonavir na indústria farmacêutica, já que a forma cristalina do produto influencia no efeito terapêutico da forma farmacêutica desenvolvida.Evaluations had been carried through physicist-chemistries of the raw material ritonavir, a powerful anti-retroviral, using term-analytical techniques, optic microscopy, solubility, IV, H1-RMN, diffraction of rays-X and point of fusing. It was observed that the commercial samples of five suppliers (A, B, C, D and E) present polimorfic results different to those reported in literature 1,2. This previous study was considered significant for the qualification of the active principle ritonavir in the pharmaceutical industry, since the crystalline form of the product influences in the therapeutical effect of the developed pharmaceutical form.Colegio de Farmacéuticos de la Provincia de Buenos Aire