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BioMed Research International
Volume 2015, Article ID 396894, 12 pages
http://dx.doi.org/10.1155/2015/396894
Research Article

Development, Characterization, and In Vitro Biological Performance of Fluconazole-Loaded Microemulsions for the Topical Treatment of Cutaneous Leishmaniasis

1Department of Drugs and Medicines, School of Pharmaceutical Sciences, UNESP, Rodovia Araraquara-Jaú, km. 1, Campus, 14801-902 Araraquara, SP, Brazil
2Department of Clinical Analysis, School of Pharmaceutical Sciences, UNESP, Rodovia Araraquara-Jaú, km. 1, Campus, 14801-902 Araraquara, SP, Brazil
3Departamento de Química Orgánica, Facultad de Química-Facultad de Ciencias, Universidad de la República, 11400 Montevideo, Uruguay

Received 7 September 2014; Revised 18 December 2014; Accepted 20 December 2014

Academic Editor: Sami M. Nazzal

Copyright © 2015 Marcela Brito Oliveira 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. Alvar, I. D. Vélez, C. Bern et al., “Leishmaniasis worldwide and global estimates of its incidence,” PLoS ONE, vol. 7, no. 5, Article ID e35671, 2012. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  2. S. R. Reis, L. H. M. Gomes, N. M. Ferreira et al., “Ocorrência de flebotomíneos (Diptera: Psychodidae: Phlebotominae) no ambiente peridomiciliar em área de foco de transmissão de leishmaniose tegumentar no município de Manaus, Amazonas,” Acta Amazonica, vol. 43, no. 1, pp. 121–123, 2013. View at Publisher · View at Google Scholar
  3. P. Desjeux, “Leishmaniasis: current situation and new perspectives,” Comparative Immunology, Microbiology & Infectious Diseases, vol. 27, no. 5, pp. 305–318, 2004. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  4. J. Alvar, I. D. Vélez, C. Bern et al., “Leishmaniasis worldwide and global estimates of its incidence,” PLoS ONE, vol. 7, no. 5, Article ID e35671, 2012. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  5. J. J. Shaw and R. Lainson, “Leishmaniasis in Brazil: X. Some observations on intradermal reactions to different trypanosomatid antigens of patients suffering from cutaneous and mucocutaneous leishmaniasis,” Transactions of the Royal Society of Tropical Medicine and Hygiene, vol. 69, no. 3, pp. 323–335, 1975. View at Publisher · View at Google Scholar · View at Scopus
  6. B. Chawla and R. Madhubala, “Drug targets in Leishmania,” Journal of Parasitic Diseases, vol. 34, no. 1, pp. 1–13, 2010. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  7. J. Faergemann and H. Laufen, “Levels of fluconazole in serum, stratum corneum, epidermis-dermis (without stratum corneum) and eccrine sweat,” Clinical and Experimental Dermatology, vol. 18, no. 2, pp. 102–106, 1993. View at Publisher · View at Google Scholar · View at Scopus
  8. S. R. C. J. Santos, E. V. Campos, C. Sanches, D. S. Gomez, and M. C. Ferreira, “Fluconazole plasma concentration measurement by liquid chromatography for drug monitoring of burn patients,” Clinics, vol. 65, no. 2, pp. 237–243, 2010. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  9. K. W. Brammer, P. R. Farrow, and J. K. Faulkner, “Pharmacokinetics and tissue penetration of fluconazole in humans,” Reviews of Infectious Diseases, vol. 12, supplement 3, pp. S318–S326, 1990. View at Publisher · View at Google Scholar · View at Scopus
  10. K. Turner, P. Manzoni, D. K. Benjamin, M. Cohen-Wolkowiez, P. B. Smith, and M. M. Laughon, “Fluconazole pharmacokinetics and safety in premature infants,” Current Medicinal Chemistry, vol. 19, no. 27, pp. 4617–4620, 2012. View at Publisher · View at Google Scholar · View at Scopus
  11. M. Rahman, M. A. Wahab, and M. S. I. Khan, “Efficacy of pulse therapy of oral fluconazole in the treatment of seborrheic dermatitis,” Journal of Dhaka National Medical College & Hospital, vol. 17, no. 2, pp. 25–29, 2012. View at Google Scholar
  12. A. C. Ayub, A. D. M. Gomes, M. V. C. Lima, C. D. Vianna-Soares, and L. A. M. Ferreira, “Topical delivery of fluconazole: in vitro skin penetration and permeation using emulsions as dosage forms,” Drug Development and Industrial Pharmacy, vol. 33, no. 3, pp. 273–280, 2007. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  13. C. Salerno, A. M. Carlucci, and C. Bregni, “Study of in vitro drug release and percutaneous absorption of fluconazole from topical dosage forms,” AAPS PharmSciTech, vol. 11, no. 2, pp. 986–993, 2010. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  14. E. B. D. Lima, C. Porto, J. O. C. D. Motta, and R. N. R. Sampaio, “Tratamento da leishmaniose tegumentar Americana,” Anais Brasileiros De Dermatologia, vol. 82, no. 2, pp. 111–124, 2007. View at Publisher · View at Google Scholar
  15. F. E. D. Silva, C. Ziech, G. D. Pavoni, and R. Pasquali, “Desenvolvimento de comprimidos contendo fluconazol por compressão direta,” Latin American Journal of Pharmacy, vol. 28, no. 4, pp. 604–608, 2009. View at Google Scholar
  16. P. Minodier and P. Parola, “Cutaneous leishmaniasis treatment,” Travel Medicine and Infectious Disease, vol. 5, no. 3, pp. 150–158, 2007. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  17. N. Shakya, P. Bajpai, and S. Gupta, “Therapeutic switching in Leishmania chemotherapy: a distinct approach towards unsatisfied treatment needs,” Journal of Parasitic Diseases, vol. 35, no. 2, pp. 104–112, 2011. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  18. A. A. Alrajhi, E. A. Ibrahim, E. B. De Vol, M. Khairat, R. M. Faris, and J. H. Maguire, “Fluconazole for the treatment of cutaneous leishmaniasis caused by Leishmania major,” The New England Journal of Medicine, vol. 346, no. 12, pp. 891–895, 2002. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  19. S. V. Mussi, A. P. Fernandes, and L. A. M. Ferreira, “Comparative study of the efficacy of formulations containing fluconazole or paromomycin for topical treatment of infections by Leishmania (Leishmania) major and Leishmania (Leishmania) amazonensis,” Parasitology Research, vol. 100, no. 6, pp. 1221–1226, 2007. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  20. F. K. dos Santos, M. H. Oyafuso, C. P. Kiill, M. P. Daflon-Gremião, and M. Chorilli, “Nanotechnology-based drug delivery systems for treatment of hyperproliferative skin diseases—a review,” Current Nanoscience, vol. 9, no. 1, pp. 159–167, 2013. View at Google Scholar · View at Scopus
  21. T. P. Formariz, M. C. C. Urban, A. Silva Junior et al., “Microemulsões e fases líquidas cristalinas como sistemas de liberação de fármacos,” Revista Brasileira de Ciências Farmacêuticas, vol. 41, no. 3, pp. 301–313, 2005. View at Publisher · View at Google Scholar
  22. R. L. Shinde, A. B. Jindal, and P. V. Devarajan, “Microemulsions and nanoemulsions for targeted drug delivery to the brain,” Current Nanoscience, vol. 7, no. 1, pp. 119–133, 2011. View at Publisher · View at Google Scholar · View at Scopus
  23. A. C. Sintov and L. Shapiro, “New microemulsion vehicle facilitates percutaneous penetration in vitro and cutaneous drug bioavailability in vivo,” Journal of Controlled Release, vol. 95, no. 2, pp. 173–183, 2004. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  24. T. P. Formariz, L. A. Chiavacci, M. V. Scarpa et al., “Structure and viscoelastic behavior of pharmaceutical biocompatible anionic microemulsions containing the antitumoral drug compound doxorubicin,” Colloids and Surfaces B: Biointerfaces, vol. 77, no. 1, pp. 47–53, 2010. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  25. G. M. El Maghraby, “Microemulsions as transdermal drug delivery systems,” Current Nanoscience, vol. 8, no. 4, pp. 504–511, 2012. View at Publisher · View at Google Scholar · View at Scopus
  26. A. Oliveira and M. Scarpa, “Microemulsões I: fundamentos teóricos da formação do sistema microemulsionado,” Infarma, vol. 13, pp. 73–79, 2001. View at Google Scholar
  27. A. S. Cunha Júnior, S. L. Fialho, L. B. Carneiro, and F. Oréfice, “Microemulsões como veículo de drogas para administração ocular tópica,” Arquivos Brasileiros de Oftalmologia, vol. 66, no. 3, pp. 385–391, 2003. View at Publisher · View at Google Scholar
  28. V. A. F. F. M. dos Santos, K. M. Leite, M. da Costa Siqueira et al., “Antiprotozoal activity of quinonemethide triterpenes from Maytenus ilicifolia (Celastraceae),” Molecules, vol. 18, no. 1, pp. 1053–1062, 2013. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  29. J. Soto, P. Fuya, R. Herrera, and J. Berman, “Topical paromomycin/methylbenzethonium chloride plus parenteral meglumine antimonate as treatment for American cutaneous leishmaniasis: Controlled study,” Clinical Infectious Diseases, vol. 26, no. 1, pp. 56–58, 1998. View at Publisher · View at Google Scholar · View at Scopus
  30. P. Mura, M. Bragagni, N. Mennini, M. Cirri, and F. Maestrelli, “Development of liposomal and microemulsion formulations for transdermal delivery of clonazepam: effect of randomly methylated β-cyclodextrin,” International Journal of Pharmaceutics, vol. 475, no. 1-2, pp. 306–314, 2014. View at Publisher · View at Google Scholar · View at PubMed
  31. K. Karim, A. Mandal, N. Biswas et al., “Niosome: a future of targeted drug delivery systems,” Journal of Advanced Pharmaceutical Technology and Research, vol. 1, no. 4, pp. 374–380, 2010. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  32. T. P. Formariz, L. A. Chiavacci, V. H. V. Sarmento, C. V. Santilli, E. S. Tabosa do Egito, and A. G. Oliveira, “Relationship between structural features and in vitro release of doxorubicin from biocompatible anionic microemulsion,” Colloids and Surfaces B: Biointerfaces, vol. 60, no. 1, pp. 28–35, 2007. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  33. P. S. Prestes, M. Chorilli, L. A. Chiavacci, M. V. Scarpa, and G. R. Leonardi, “Physicochemical characterization and rheological behavior evaluation of the liquid crystalline mesophases developed with different silicones,” Journal of Dispersion Science and Technology, vol. 31, no. 1, pp. 117–123, 2009. View at Publisher · View at Google Scholar · View at Scopus
  34. J. A. D. Silva, D. P. D. Santana, D. G. C. Bedor et al., “Estudo de liberação e permeação in vitro do diclofenaco de dietilamônio em microemulsão gel-like,” Química Nova, vol. 32, no. 6, pp. 1389–1393, 2009. View at Publisher · View at Google Scholar
  35. R. Pouliot, L. Germain, F. A. Auger, N. Tremblay, and J. Juhasz, “Physical characterization of the stratum corneum of an in vitro human skin equivalent produced by tissue engineering and its comparison with normal human skin by ATR-FTIR spectroscopy and thermal analysis (DSC),” Biochimica et Biophysica Acta: Molecular and Cell Biology of Lipids, vol. 1439, no. 3, pp. 341–352, 1999. View at Publisher · View at Google Scholar · View at Scopus
  36. G. Calixto, A. C. Yoshii, H. Rocha e Silva et al., “Polyacrylic acid polymers hydrogels intended to topical drug delivery: preparation and characterization,” Pharmaceutical Development and Technology, pp. 1–7, 2014. View at Publisher · View at Google Scholar
  37. F. C. Carvalho, G. Calixto, I. N. Hatakeyama, G. M. Luz, M. P. D. Gremião, and M. Chorilli, “Rheological, mechanical, and bioadhesive behavior of hydrogels to optimize skin delivery systems,” Drug Development and Industrial Pharmacy, vol. 39, no. 11, pp. 1750–1757, 2013. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  38. M. Jumaa, P. Kleinebudde, and B. W. Müller, “Physicochemical properties and hemolytic effect of different lipid emulsion formulations using a mixture of emulsifiers,” Pharmaceutica Acta Helvetiae, vol. 73, no. 6, pp. 293–301, 1999. View at Publisher · View at Google Scholar · View at Scopus
  39. Z.-R. Huang, “Development and evaluation of lipid nanoparticles for camptothecin delivery: a comparison of solid lipid nanoparticles, nanostructured lipid carriers, and lipid emulsion,” Acta Pharmacologica Sinica, vol. 29, no. 9, pp. 1094–1102, 2008. View at Google Scholar
  40. S. Muelas-Serrano, J. J. Nogal, R. A. Martínez-Díaz, J. A. Escario, A. R. Martínez-Fernández, and A. Gómez-Barrio, “In vitro screening of American plant extracts on Trypanosoma cruzi and Trichomonas vaginalis,” Journal of Ethnopharmacology, vol. 71, no. 1-2, pp. 101–107, 2000. View at Publisher · View at Google Scholar · View at Scopus
  41. G. P. Kumar and P. Rajeshwarrao, “Nonionic surfactant vesicular systems for effective drug delivery—an overview,” Acta Pharmaceutica Sinica B, vol. 1, no. 4, pp. 208–219, 2011. View at Publisher · View at Google Scholar
  42. R. Rajera, K. Nagpal, S. K. Singh, and D. N. Mishra, “Niosomes: a controlled and novel drug delivery system,” Biological and Pharmaceutical Bulletin, vol. 34, no. 7, pp. 945–953, 2011. View at Publisher · View at Google Scholar · View at Scopus
  43. N. B. Mahale, P. D. Thakkar, R. G. Mali, D. R. Walunj, and S. R. Chaudhari, “Niosomes: novel sustained release nonionic stable vesicular systems—an overview,” Advances in Colloid and Interface Science, vol. 183-184, pp. 46–54, 2012. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  44. A. Sankhyan and P. Pawar, “Recent trends in niosome as vesicular drug delivery system,” Journal of Applied Pharmaceutical Science, vol. 2, no. 6, pp. 20–32, 2012. View at Publisher · View at Google Scholar · View at Scopus
  45. U. Goyal, R. Arora, and G. Aggarwal, “Formulation design and evaluation of a self-microemulsifying drug delivery system of lovastatin,” Acta Pharmaceutica, vol. 62, no. 3, pp. 357–370, 2012. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  46. G. B. R. F. da Silva, M. V. Scarpa, G. Rossanezi, E. S. T. do Egito, and A. G. de Oliveira, “Development and characterization of biocompatible isotropic and anisotropic oil-in-water colloidal dispersions as a new delivery system for methyl dihydrojasmonate antitumor drug,” International Journal of Nanomedicine, vol. 9, no. 1, pp. 867–876, 2014. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  47. M. Mosca, A. Ceglie, and L. Ambrosone, “Effect of membrane composition on lipid oxidation in liposomes,” Chemistry and Physics of Lipids, vol. 164, no. 2, pp. 158–165, 2011. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  48. W. L. Lindner, “Characterization of the crystalline, intermediate and amorphous phase in poly(ethylene terephthalate) fibres by X-ray diffraction,” Polymer, vol. 14, no. 1, pp. 9–15, 1973. View at Publisher · View at Google Scholar · View at Scopus
  49. S. V. Canevarolo Jr., Técnicas de caracterização de polímeros, Artliber, São Paulo, Brazil, 2004.
  50. E. Ziémons, H. Bourichi, J. Mantanus et al., “Determination of binary polymorphic mixtures of fluconazole using near infrared spectroscopy and X-ray powder diffraction: a comparative study based on the pre-validation stage results,” Journal of Pharmaceutical and Biomedical Analysis, vol. 55, no. 5, pp. 1208–1212, 2011. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  51. A. S. Can, M. S. Erdal, S. Güngör, and Y. Özsoy, “Optimization and characterization of chitosan films for transdermal delivery of ondansetron,” Molecules, vol. 18, no. 5, pp. 5455–5471, 2013. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  52. D. S. Jones, A. D. Woolfson, A. F. Brown, and M. J. O'Neill, “Mucoadhesive, syringeable drug delivery systems for controlled application of metronidazole to the periodontal pocket: in vitro release kinetics, syringeability, mechanical and mucoadhesive properties,” Journal of Controlled Release, vol. 49, no. 1, pp. 71–79, 1997. View at Publisher · View at Google Scholar · View at Scopus
  53. Y. G. Bachhav and V. B. Patravale, “Microemulsion based vaginal gel of fluconazole: formulation, in vitro and in vivo evaluation,” International Journal of Pharmaceutics, vol. 365, no. 1-2, pp. 175–179, 2009. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  54. S. V. P. Malheiros, N. C. Meirelles, and E. de Paula, “Pathways involved in trifluoperazine-, dibucaine- and praziquantel-induced hemolysis,” Biophysical Chemistry, vol. 83, no. 2, pp. 89–100, 2000. View at Publisher · View at Google Scholar · View at Scopus
  55. R. Abbasalipourkabir, A. Salehzadeh, and R. Abdullah, “Cytotoxicity effect of solid lipid nanoparticles on human breast cancer cell lines,” Biotechnology, vol. 10, no. 6, pp. 528–533, 2011. View at Publisher · View at Google Scholar · View at Scopus
  56. A. C. Silva, D. Santos, D. C. Ferreira, and E. B. Souto, “Minoxidil-loaded nanostructured lipid carriers (NLC): characterization and rheological behaviour of topical formulations,” Pharmazie, vol. 64, no. 3, pp. 177–182, 2009. View at Publisher · View at Google Scholar · View at Scopus
  57. M. M. Bastos, N. Boechat, A. T. Gomes et al., “O Uso de Porfirinas em Terapia Fotodinâmica no Tratamento da Leishmaniose Cutânea,” Revista Virtual de Química, vol. 4, no. 3, pp. 257–267, 2012. View at Google Scholar
  58. A. Weingärtner, G. Kemmer, F. D. Müller et al., “Leishmania promastigotes lack phosphatidylserine but bind annexin V upon permeabilization or miltefosine treatment,” PLoS ONE, vol. 7, no. 8, Article ID e42070, 2012. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  59. A. Ponte-Sucre, J. H. Faber, T. Guider et al., “Activities of naphthylisoquinoline alkaloids and synthetic analogs against Lishmania major,” Antimicrobial Agents and Chemotherapy, vol. 51, no. 1, pp. 188–194, 2007. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  60. J. L. Siqueira-Neto, O.-R. Song, H. Oh et al., “Antileishmanial high-throughput drug screening reveals drug candidates with new scaffolds,” PLoS Neglected Tropical Diseases, vol. 4, no. 5, article e675, 2010. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  61. G. Bringmann, K. Thomale, S. Bischof et al., “A novel Leishmania major amastigote assay in 96-well format for rapid drug screening and its use for discovery and evaluation of a new class of leishmanicidal quinolinium salts,” Antimicrobial Agents and Chemotherapy, vol. 57, no. 7, pp. 3003–3011, 2013. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  62. S. Magdum Chandrakant, S. Naikwade Nilofar, and R. Shah Rohit, “Preparation and evaluation of fluconazole topical microemulsion,” Journal of Pharmacy Research, vol. 2, no. 3, pp. 557–562, 2009. View at Google Scholar
  63. T. P. Formariz, V. H. V. Sarmento, A. A. Silva-Junior, M. V. Scarpa, C. V. Santilli, and A. G. Oliveira, “Doxorubicin biocompatible O/W microemulsion stabilized by mixed surfactant containing soya phosphatidylcholine,” Colloids and Surfaces B: Biointerfaces, vol. 51, no. 1, pp. 54–61, 2006. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  64. C. H. Lee, V. Moturi, and Y. Lee, “Thixotropic property in pharmaceutical formulations,” Journal of Controlled Release, vol. 136, no. 2, pp. 88–98, 2009. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus