In vitro effect of a new cinnamic acid derivative against the epimastigote form of Trypanosoma cruzi

An intensive effort has been directed toward finding alternative drugs for treatment of Chagas' disease, caused by Trypanosoma cruzi (T. cruzi), and prophylaxis of blood in endemic areas. The preparation and in vitro evaluation as potential anti-protozoal agent of (2E)-N-(1,3-benzothiazol-2-yl)...

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Autor principal: Andreu, G.L.P
Otros Autores: Inada, N.M, Pellón, R.F, Docampo, M.L, Fascio, M.L, D'Accorso, N.B, Vercesi, A.E
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2009
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Acceso en línea:Registro en Scopus
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024 7 |2 scopus  |a 2-s2.0-66149168381 
024 7 |2 cas  |a (2E)-N-(1,3-benzothiazol-2-yl)-3-(2,5-dimethoxyphenyl)-2-propenamide; Amides; Annexin A5; Benzothiazoles; Cinnamates; Coloring Agents; Enzyme Inhibitors; Indicators and Reagents; Propidium, 36015-30-2; Reactive Oxygen Species; Trypanocidal Agents; cinnamic acid, 621-82-9 
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100 1 |a Andreu, G.L.P. 
245 1 3 |a In vitro effect of a new cinnamic acid derivative against the epimastigote form of Trypanosoma cruzi 
260 |c 2009 
270 1 0 |m Andreu, G. L. P.; Centro de Estudios para Las Investigaciones Y Evaluaciones Biólogicas, Instituto de Farmacia Y Alimentos, Universidad de La Habana, Ave. 23 # 21425e/214 y 222, La Coronela, La Lisa, Ciudad Habana, Cuba; email: gilbertopardo@infomed.sld.cu 
506 |2 openaire  |e Política editorial 
504 |a Vinhaes, M.C., Schofield, C.J., Trypanosomiasis control: Surmounting diminishing returns (2003) Trends Parasitol, 19, pp. 112-113 
504 |a Coura, J.R., De Castro, S.L., A critical review on chagas disease chemotherapy (2002) Memorias Do Instituto Oswaldo Cruz, 97 (1), pp. 3-24 
504 |a Castro, J.A., De Mecca, M.M., Bartel, L.C., Toxic side effects of drugs used to treat Chagas' disease (American trypanosomiasis) (2006) Human and Experimental Toxicology, 25 (8), pp. 471-479. , DOI 10.1191/0960327106het653oa 
504 |a Halestrap, A.P., The mitochondrial pyruvate carrier. Kinetics and specificity for substrates and inhibitors (1975) Biochem J, 148, pp. 85-96 
504 |a Halestrap, A.P., Transport of pyruvate and lactate into human erythrocytes: Evidence for the involvement of the chloride carrier and a chloride-independent carrier (1976) Biochem J, 156, pp. 193-207 
504 |a Pellón, R.F., Mamposo, T., González, E., Calderón, O., Synthesis of cinnamic acid derivatives using ethanol as solvent or microwave assisted method (2000) Synth Commun, 30, pp. 3769-3774 
504 |a Denicola-Seoane, A., Rubbo, H., Prodanov, E., Turrens, J., Succinate- Dependent metabolism in Trypanosoma cruzi epimastigotes (1992) Mol Biochem Parasit, 54, pp. 43-50 
504 |a Gornall, A.G., Bardawill, C.J., David, M.M., Determination of serum proteins by means of biuret reaction (1949) J Biol Chem, 177, pp. 751-766 
504 |a Gomes, A., Fernandes, E., Lima, J.L.F.C., Fluorescence probes used for detection of reactive oxygen species (2005) Journal of Biochemical and Biophysical Methods, 65 (2-3), pp. 45-80. , DOI 10.1016/j.jbbm.2005.10.003, PII S0165022X05001454 
504 |a Rottenberg, H., Shaolong, W., Quantitative assay by flow cytometry of the mitochondrial membrane potential in intact cells (1998) Biochimica et Biophysica Acta - Molecular Cell Research, 1404 (3), pp. 393-404. , DOI 10.1016/S0167-4889(98)00088-3, PII S0167488998000883 
504 |a Buckner, F., Yokoyama, K., Lockman, J., Aikenhead, K., Ohkanda, J., Sadilek, M., Sebti, S., Gelb, M.H., A class of sterol 14-demethylase inhibitors as anti-Trypanosoma cruzi agents (2003) Proceedings of the National Academy of Sciences of the United States of America, 100 (25), pp. 15149-15153. , DOI 10.1073/pnas.2535442100 
504 |a Menna-Barreto, R.F.S., Henriques-Pons, A., Pinto, A.V., Morgado-Diaz, J.A., Soares, M.J., De Castro, S.L., Effect of a b-lapachone-derived naphthoimidazole on Trypanosoma cruzi: Identification of target organelles (2005) Journal of Antimicrobial Chemotherapy, 56 (6), pp. 1034-1041. , DOI 10.1093/jac/dki403 
504 |a Piacenza, L., Irigoin, F., Alvarez, M.N., Peluffo, G., Taylor, M.C., Kelly, J.M., Wilkinson, S.R., Radi, R., Mitochondrial superoxide radicals mediate programmed cell death in Trypanosoma cruzi: Cytoprotective action of mitochondrial iron superoxide dismutase overexpression (2007) Biochemical Journal, 403 (2), pp. 323-334. , DOI 10.1042/BJ20061281 
504 |a Viswalingam, A., Caldwell, J., Cinnamyl anthranilate causes coinduction of hepatic microsomal and peroxisomal enzymes in mouse but not rat (1997) Toxicology and Applied Pharmacology, 142 (2), pp. 338-347. , DOI 10.1006/taap.1996.8043 
520 3 |a An intensive effort has been directed toward finding alternative drugs for treatment of Chagas' disease, caused by Trypanosoma cruzi (T. cruzi), and prophylaxis of blood in endemic areas. The preparation and in vitro evaluation as potential anti-protozoal agent of (2E)-N-(1,3-benzothiazol-2-yl)-3-(2,5- dimethoxyphenyl)-2-propenamide (CAD-1) is presented. The results show that 0.05 mMCAD-1 induced 58.1% of T. cruzi epimastigotes death; mainly by apoptosis. The diminution in the transmembrane mitochondrial electrical potential together with the increase in the intracellular generation/accumulation of reactive oxygen species, suggest the parasites mitochondria as the main target for CAD-1-induced death. The concentration of 0.05 mM CAD-1 is not low enough to consider it as a potent tripanocydal agent. However the novel mechanismthat induce s T. cruzi death, together with the novelty of its chemical structure, point out CAD-1 as a head group compound that could serve as a template to obtain new, more potent anti-Chagas disease agents. © ECV Editio Cantor Verlag.  |l eng 
593 |a Departamento de Investigaciones Biomédicas, Centro de Química Farmacéutica, Ciudad de La Habana, Cuba 
593 |a Centro de Estudios para Las Investigaciones Y Evaluaciones Biólogicas, Instituto de Farmacia Y Alimentos, Universidad de La Habana, Ciudad Habana, Cuba 
593 |a Departamento de Patologia Clínica, Faculdade de Ciências Médicas, Universidade Estadual de Campinas, Campinas, Brazil 
593 |a Departamento de Química Orgánica, Facultad de Ciencias Exactas Y Naturales, Ciudad Universitaria, Buenos Aires, Argentina 
593 |a Centro de Estudios para Las Investigaciones Y Evaluaciones Biólogicas, Instituto de Farmacia Y Alimentos, Universidad de La Habana, Ave. 23 # 21425e/214 y 222, La Coronela, La Lisa, Ciudad Habana, Cuba 
690 1 0 |a ANTI-PROTOZOAL AGENTS 
690 1 0 |a CHAGAS' DISEASE 
690 1 0 |a CINNAMIC ACID 
690 1 0 |a EPIMASTIGOTES 
690 1 0 |a MITOCHONDRIA 
690 1 0 |a OXIDATIVE STRESS 
690 1 0 |a TRYPANOSOMA CRUZI 
690 1 0 |a CAD 1 
690 1 0 |a CINNAMIC ACID DERIVATIVE 
690 1 0 |a N (1,3 BENZOTHIAZOL 2 YL) 3 (2,5 DIMETHOXYPHENYL) 2 PROPENAMIDE 
690 1 0 |a REACTIVE OXYGEN METABOLITE 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a ANTIPROTOZOAL ACTIVITY 
690 1 0 |a ARTICLE 
690 1 0 |a DRUG MECHANISM 
690 1 0 |a DRUG STRUCTURE 
690 1 0 |a EPIMASTIGOTE 
690 1 0 |a IN VITRO STUDY 
690 1 0 |a MITOCHONDRIAL MEMBRANE POTENTIAL 
690 1 0 |a NONHUMAN 
690 1 0 |a TRYPANOSOMA CRUZI 
690 1 0 |a AMIDES 
690 1 0 |a ANIMALS 
690 1 0 |a ANNEXIN A5 
690 1 0 |a BENZOTHIAZOLES 
690 1 0 |a CINNAMATES 
690 1 0 |a COLORING AGENTS 
690 1 0 |a ENZYME INHIBITORS 
690 1 0 |a FLOW CYTOMETRY 
690 1 0 |a INDICATORS AND REAGENTS 
690 1 0 |a MEMBRANE POTENTIALS 
690 1 0 |a PROPIDIUM 
690 1 0 |a REACTIVE OXYGEN SPECIES 
690 1 0 |a TRYPANOCIDAL AGENTS 
690 1 0 |a TRYPANOSOMA CRUZI 
653 0 0 |a cad 1 
700 1 |a Inada, N.M. 
700 1 |a Pellón, R.F. 
700 1 |a Docampo, M.L. 
700 1 |a Fascio, M.L. 
700 1 |a D'Accorso, N.B. 
700 1 |a Vercesi, A.E. 
773 0 |d 2009  |g v. 59  |h pp. 207-211  |k n. 4  |p Arzneim.-Forsch. Drug Res.  |x 00044172  |t Arzneimittel-Forschung/Drug Research 
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