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BioMed Research International
Volume 2013, Article ID 294289, 7 pages
http://dx.doi.org/10.1155/2013/294289
Research Article

Antivenom Effects of 1,2,3-Triazoles against Bothrops jararaca and Lachesis muta Snakes

1Programa de Pós-Graduação em Biologia Marinha, Instituto de Biologia, Universidade Federal Fluminense, Niterói, RJ, Brazil
2Programa de Pós-Graduação em Biologia das Interações, Instituto de Biologia, Universidade Federal Fluminense, Niterói, RJ, Brazil
3Departamento de Biologia Celular e Molecular, Instituto de Biologia, Universidade Federal Fluminense, Outeiro de São João Batista, s/n, 3 Andar, Sala 310, 24020-141 Niterói, RJ, Brazil
4Departamento de Química Orgânica, Programa de Pós-Graduação em Química, Universidade Federal Fluminense, Niterói, RJ, Brazil
5Fundação Ezequiel Dias, Centro de Pesquisa e Desenvolvimento, Belo Horizonte, MG, Brazil

Received 24 January 2013; Revised 25 March 2013; Accepted 26 March 2013

Academic Editor: Juergen Buenger

Copyright © 2013 Thaisa F. S. Domingos et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. J. A. Campbell and W. W. Lamar, The Venomous Reptiles of Latin America, Cornell University Press, Ithaca, NY, USA, 1989.
  2. J. M. Gutiérrez, “Comprendiendo los venenos de serpientes: 50 años de investigaciones en América Latina,” Revista de Biológia Tropical, vol. 50, no. 2, pp. 377–394, 2002. View at Google Scholar
  3. A. M. Soares, M. R. M. Fontes, and J. R. Giglio, “Phospholipase A2 myotoxins from Bothrops snake venoms: structure-function relationship,” Current Organic Chemistry, vol. 8, no. 17, pp. 1677–1690, 2004. View at Publisher · View at Google Scholar · View at Scopus
  4. R. C. de Paula, E. F. Sanchez, T. R. Costa et al., “Antiophidian properties of plant extracts against Lachesis muta venom,” Journal of Venomous Animals and Toxins Including Tropical Diseases, vol. 16, no. 2, pp. 311–323, 2010. View at Google Scholar · View at Scopus
  5. World Health Organization, WHO Guidelines for the Production Control and Regulation of Snake Antivenom Immunoglobulins, WHO, Geneva, Switzerland, 2010.
  6. J. M. Gutiérrez, H. W. Fan, C. L. M. Silvera, and Y. Angulo, “Stability, distribution and use of antivenoms for snakebite envenomation in Latin America: report of a workshop,” Toxicon, vol. 53, no. 6, pp. 625–630, 2009. View at Publisher · View at Google Scholar · View at Scopus
  7. R. D. G. Theakston, H. W. Fan, D. A. Warrell et al., “Use of enzyme immunoassays to compare the effect and assess the dosage regimens of three Brazilian Bothrops antivenoms,” American Journal of Tropical Medicine and Hygiene, vol. 47, no. 5, pp. 593–604, 1992. View at Google Scholar · View at Scopus
  8. J. M. Gutiérrez, B. Lomonte, G. León et al., “Snake venomics and antivenomics: proteomic tools in the design and control of antivenoms for the treatment of snakebite envenoming,” Journal of Proteomics, vol. 72, no. 2, pp. 165–182, 2009. View at Publisher · View at Google Scholar · View at Scopus
  9. J. L. C. Cardoso, F. O. S. França, H. W. Fan, C. M. S. Malaque, and V. Haddad Jr., Animais Peçonhentos no Brasil: Biologia, Clínica e Terapêutica dos Acidentes, Sarvier, São Paulo, Brazil, 2003.
  10. W. B. Mors, M. C. Nascimento, B. M. Pereira, and N. A. Pereira, “Plant natural products active against snake bite—the molecular approach,” Phytochemistry, vol. 55, no. 6, pp. 627–642, 2000. View at Publisher · View at Google Scholar · View at Scopus
  11. A. M. Soares, A. H. Januário, M. V. Lourenço, A. M. S. Pereira, and P. S. Pereira, “Neutralizing effects of snake venoms exhibited by Brazilian plants,” Drugs of the Future, vol. 29, no. 11, pp. 1105–1117, 2004. View at Publisher · View at Google Scholar
  12. R. S. Fernandes, T. R. Costa, S. Marcussi et al., “Neutralization of pharmacological and toxic activities of Bothrops jararacussu snake venom and isolated myotoxins by Serjania erecta methanolic extract and its fractions,” Journal of Venomous Animals and Toxins Including Tropical Diseases, vol. 17, no. 1, pp. 85–93, 2011. View at Publisher · View at Google Scholar · View at Scopus
  13. L. A. Moura, E. F. Sanchez, É. M. Bianco, R. C. Pereira, V. L. Teixeira, and A. L. Fuly, “Antiophidian properties of a dolastane diterpene isolated from the marine brown alga Canistrocarpus cervicornis,” Biomedicine and Preventive Nutrition, vol. 1, no. 1, pp. 61–66, 2011. View at Google Scholar
  14. T. F. S. Domingos, F. A. Ortiz-Ramirez, R. C. Villaça et al., “Inhibitory effect of a Brazilian marine brown alga Spatoglossum schröederi upon biological activities of Lachesis muta snake venom,” Brazilian Journal of Pharmacognosy, vol. 22, no. 4, pp. 741–747, 2012. View at Google Scholar
  15. A. C. Cunha, J. M. Figueiredo, J. L. M. Tributino et al., “Antiplatelet properties of novel N-substituted-phenyl-1,2,3-triazole-4-acylhydrazone derivatives,” Bioorganic and Medicinal Chemistry, vol. 11, no. 9, pp. 2051–2059, 2003. View at Publisher · View at Google Scholar · View at Scopus
  16. A. K. Jordão, V. F. Ferreira, E. S. Lima et al., “Synthesis, antiplatelet and in silico evaluations of novel N-substituted-phenylamino-5-methyl-1H-1,2,3-triazole-4-carbohydrazides,” Bioorganic and Medicinal Chemistry, vol. 17, no. 10, pp. 3713–3719, 2009. View at Publisher · View at Google Scholar · View at Scopus
  17. A. K. Jordão, P. P. Afonso, V. F. Ferreira et al., “Antiviral evaluation of N-amino-1,2,3-triazoles against Cantagalo virus replication in cell culture,” European Journal of Medicinal Chemistry, vol. 44, no. 9, pp. 3777–3783, 2009. View at Publisher · View at Google Scholar · View at Scopus
  18. E. N. da Silva Jr., R. F. S. Menna-Barreto, M. D. C. F. R. Pinto et al., “Naphthoquinoidal [1,2,3]-triazole, a new structural moiety active against Trypanosoma cruzi,” European Journal of Medicinal Chemistry, vol. 43, no. 8, pp. 1774–1780, 2008. View at Publisher · View at Google Scholar · View at Scopus
  19. S. R. Patpi, L. Pulipati, P. Yogeeswari et al., “Design, synthesis, and structure-activity correlations of novel dibenzo[b,d]furan, dibenzo[b,d]thiophene, and N-methylcarbazole clubbed 1,2,3-triazoles as potent inhibitors of Mycobacterium tuberculosis,” Journal Medicinal Chemistry, vol. 55, no. 8, pp. 3911–3922, 2012. View at Publisher · View at Google Scholar
  20. R. Menegatti, A. C. Cunha, V. F. Ferreira et al., “Design, synthesis and pharmacological profile of novel dopamine D2 receptor ligands,” Bioorganic and Medicinal Chemistry, vol. 11, no. 22, pp. 4807–4813, 2003. View at Publisher · View at Google Scholar · View at Scopus
  21. S. B. Ferreira, M. S. Costa, N. Boechat et al., “Synthesis and evaluation of new difluoromethyl azoles as antileishmanial agents,” European Journal of Medicinal Chemistry, vol. 42, no. 11-12, pp. 1388–1395, 2007. View at Publisher · View at Google Scholar · View at Scopus
  22. A. R. Katritzky, Y. Zhang, and S. K. Singh, “1,2,3-triazole formation under mild conditions via 1,3-dipolar cycloaddition of acetylenes with azides,” Heterocycles, vol. 60, no. 5, pp. 1225–1239, 2003. View at Google Scholar · View at Scopus
  23. V. V. Rostovtsev, L. Green, V. Fokin, and K. B. Sharpless, “A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective “ligation” of azides and terminal alkynes,” Angewandte Chemie International Edition, vol. 41, pp. 2596–2599, 2002. View at Google Scholar
  24. A. K. Jordão, V. F. Ferreira, T. M. L. Souza et al., “Synthesis and anti-HSV-1 activity of new 1,2,3-triazole derivatives,” Bioorganic Medicinal Chemistry, vol. 19, pp. 1860–1865, 2011. View at Google Scholar
  25. V. R. Campos, P. A. Abreu, H. C. Castro et al., “Synthesis, biological, and theoretical evaluations of new 1,2,3-triazoles against the hemolytic profile of the Lachesis muta snake venom,” Bioorganic and Medicinal Chemistry, vol. 17, no. 21, pp. 7429–7434, 2009. View at Publisher · View at Google Scholar · View at Scopus
  26. A. L. Fuly, A. L. P. de Miranda, R. B. Zingali, and J. A. Guimarães, “Purification and characterization of a phospholipase A2 isoenzyme isolated from Lachesis muta snake venom,” Biochemical Pharmacology, vol. 63, no. 9, pp. 1589–1597, 2002. View at Publisher · View at Google Scholar · View at Scopus
  27. E. S. Garcia, J. A. Guimarães, and J. L. Prado, “Purification and characterization of a sulfhydryl-dependent protease from Rhodnius prolixus midgut,” Archives of Biochemistry and Biophysics, vol. 188, no. 2, pp. 315–322, 1978. View at Google Scholar · View at Scopus
  28. H. Kondo, S. Kondo, H. Ikezawa, R. Murata, and A. Ohsaka, “Studies on the quantitative methods for determination of hemorrhagic activity of Habu snake venom,” Japanese Journal of Medical Science Biology, vol. 13, pp. 43–51, 1960. View at Google Scholar
  29. T. Nikai, N. Mori, M. Kishida, H. Sugihara, and A. T. Tu, “Isolation and biochemical characterization of hemorrhagic toxin f from the venom of Crotalus atrox (western diamondback rattlesnake),” Archives of Biochemistry and Biophysics, vol. 231, no. 2, pp. 309–319, 1984. View at Google Scholar · View at Scopus
  30. M. Yamakawa, M. Nozaki, and Z. Hokama, “Fractionation of Sakishima habu (Trimeresurus elegans) venom and lethal hemorrhagic and edema forming activities of the fractions,” in Animal, Plant and Microbial Toxins, A. Ohsaka, K. Hayashi, and Y. Sawai, Eds., pp. 97–109, Biochemistry, New York, NY, USA, 1976. View at Google Scholar
  31. T. F. S. Domingos, M. A. Vallim, C. Carvalho, E. F. Sanchez, V. L. Teixeira, and A. L. Fuly, “Anti-snake venom effect of secodolastane diterpenes isolated from Brazilian marine brown alga Canistrocarpus cervicornis against Lachesis muta venom,” Brazilian Journal of Pharmacognosy, vol. 21, no. 2, pp. 234–238, 2011. View at Publisher · View at Google Scholar · View at Scopus
  32. E. E. Sánchez and A. Rodríguez-Acosta, “Inhibitors of snake venoms and development of new therapeutics,” Immunopharmacology and Immunotoxicology, vol. 30, no. 4, pp. 647–678, 2008. View at Publisher · View at Google Scholar · View at Scopus
  33. M. T. Murakami, L. M. Gava, S. P. Zela et al., “Crystallization and preliminary X-ray diffraction analysis of suramin, a highly charged polysulfonated napthylurea, complexed with a myotoxic PLA2 from Bothrops asper venom,” Biochimica et Biophysica Acta, vol. 1703, no. 1, pp. 83–85, 2004. View at Publisher · View at Google Scholar · View at Scopus
  34. M. T. Murakami, E. Z. Arruda, P. A. Melo et al., “Inhibition of myotoxic activity of Bothrops asper myotoxin II by the anti-trypanosomal drug suramin,” Journal of Molecular Biology, vol. 350, no. 3, pp. 416–426, 2005. View at Publisher · View at Google Scholar · View at Scopus
  35. R. S. Fernandes, M. Assafim, E. Z. Arruda, P. A. Melo, R. B. Zingali, and R. Q. Monteiro, “Suramin counteracts the haemostatic disturbances produced by Bothrops jararaca snake venom,” Toxicon, vol. 49, no. 7, pp. 931–938, 2007. View at Publisher · View at Google Scholar · View at Scopus
  36. S. A. Khanum, S. K. Murari, B. S. Vishwanth, and S. Shashikanth, “Synthesis of benzoyl phenyl benzoates as effective inhibitors for phospholipase A2 and hyaluronidase enzymes,” Bioorganic and Medicinal Chemistry Letters, vol. 15, no. 18, pp. 4100–4104, 2005. View at Publisher · View at Google Scholar · View at Scopus
  37. E. S. de Alvarenga, S. A. Silva, L. C. Barbosa et al., “Synthesis and evaluation of sesquiterpene lactone inhibitors of phospholipase A2 from Bothrops jararacussu,” Toxicon, vol. 57, no. 1, pp. 100–108, 2011. View at Publisher · View at Google Scholar
  38. J. W. Blunt, B. R. Copp, M. H. G. Munro, P. T. Northcote, and M. R. Prinsep, “Marine natural products,” Natural Product Reports, vol. 28, no. 2, pp. 196–268, 2011. View at Publisher · View at Google Scholar · View at Scopus
  39. F. S. Markland, “Snake venoms and the hemostatic system,” Toxicon, vol. 36, no. 12, pp. 1749–1800, 1998. View at Publisher · View at Google Scholar · View at Scopus
  40. A. M. Soares and J. R. Giglio, “Chemical modifications of phospholipases A2 from snake venoms: effects on catalytic and pharmacological properties,” Toxicon, vol. 42, no. 8, pp. 855–868, 2003. View at Publisher · View at Google Scholar · View at Scopus
  41. C. A. Lipinski, F. Lombardo, B. W. Dominy, and P. J. Feeney, “Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings,” Advanced Drug Delivery Reviews, vol. 46, no. 1–3, pp. 3–26, 2001. View at Publisher · View at Google Scholar · View at Scopus