Chitosan nanoparticles for melanoma cancer treatment by photodynamic therapy and electrochemotherapy using aminolevulinic acid derivatives

Current Medicinal Chemistry

Volumn 20, Issue 14, 2013, Pages 1904-1911

  Ferreira, D M ^a   Saga, Y Y ^a   Aluicio Sarduy, E ^b   Tedesco, A C ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

^b Instituto Superior de Tecnologias y Ciencias Aplicadas InSTEC   (Cuba)

Author keywords

5 Aminolevulinc acid (5 ALA); Chitosan nanoparticles; Cutaneous neoplasms; Electrochemotherapy; In vitro; Octilester of aminolevulinic acid (8 ALA); Photodynamic Therapy; Prodrugs; Skin cancer; Synergistic effect

Indexed keywords

AMINOLEVULINIC ACID; CHITOSAN; NANOPARTICLE;

ANIMAL CELL; ARTICLE; CANCER CELL; CANCER THERAPY; CELL VIABILITY; CYTOTOXICITY; ELECTROCHEMOTHERAPY; MELANOMA; MOUSE; NONHUMAN; PHOTODYNAMIC THERAPY; PHYSICAL CHEMISTRY; SKIN CANCER;

AMINOLEVULINIC ACID; CHITOSAN; DRUG DELIVERY SYSTEMS; ELECTROCHEMOTHERAPY; HUMANS; MELANOMA; NANOPARTICLES; PHOTOCHEMOTHERAPY;

EID: 84877936947     PISSN: 09298673     EISSN: 1875533X     Source Type: Journal    
DOI: 10.2174/0929867311320140007     Document Type: Article

References (44)

1. Baldea, I.; Filip, A.G. Photodynamic therapy in melanoma -an update. J. Physiol. Pharmacol., 2012, 63, 109-118.
2. Davids, L.M.; Sharma, K.V. Hypericin-PDT-induced rapid necrotic death in human squamous cell carcinoma cultures after multiple treatment. Cell. Biol. Int., 2012, 36, 1261-1266.
3. Schuitmaker, J. J.; Bass, P.; Vanleengoed, H. L. L. M.; Vandermeulen, F. W.; Star, W. M.; Vanzandwijk, N. Photodynamic therapy: A promising new modality for the treatment of cancer. J. Photoch. Photobio B., 1996, 34, 3-121.
4. Souza, C. S.; Felicio, L. B. A.; Ferreira, J.; Kurachi, C.; Bentley, M. V. B.; Tedesco, A. C.; Bagnato, V. S. Long-term follow-up of topical 5-aminolaevulinic acid photodynamic therapy diode laser single session for non-melanoma skin cancer. Photodiagn. Photodyn., 2009, 6, 207-213.
5. Wang, J.; Xu, J. A.; Chen, J. Y.; He, Q.; Xiang, L.; Huang, X. M.; Ding, G. R.; Xu, S. M. Successful photodynamic therapy with topical 5-aminolevulinic acid for five cases of cervical intraepithelial neoplasia. Gyn. Onc., 2010, 282, 307-312.
6. Donnelly, R. F.; Morrow, D. I. J.; Mccarron, P. A.; Juzenas, P.; Woolfson, A. D. Pharmaceutical analysis of 5-aminolevulinic acid in solution and in tissues. J. Photoch. Photobio. B., 2006, 82, 59-71. (Pubitemid 43019634)
7. Goldberg, L.H.; Landau, J.M.; Moody, M.N.; Marquez, D.; Jih, M.; Asadi, A.K.; Friedman, P.M.; Busch, A.; Kalner, I.J.V., Evaluation of the chemopreventative effects of ALA PDT in patients with multiple actinic keratoses and a history of skin cancer. J. Drugs Dermatol. 2012, 11, 593-597.
8. Mizutani, K.; Akita, Y.;Yanagishita, T.; Kimura, M.; Tanaka, T.; Kinoshita, Y.; Nakano, A.; Tamada, Y.; Matsumoto ,Y.; Watanabe, D. Comparison of the efficacy of ALA-PDT using an excimer-dye laser (630 nm) and a metal-halide lamp (600 to 740 nm) for treatment of Bowen's disease. Photoderm. Photoim. Photomed., 2012, 28, 142-146.
9. Stebbins, W.G.; Hanke, W. MAL-PDT for difficult to treat nonmelanoma skin cancer. Dermatol. Ther., 2011, 24, 82-93.
10. Vena, F. C. B.; Turchiello, R. F.; Laville, I.; Pigaglio, S.; Blais, J.; Tedesco, A. C. 5-Aminolevulinic acid ester-induced protoporphyrin IX in a murine melanoma cell line. Laser. Med. Sci., 2004, 19, 119-126. (Pubitemid 39390310)
11. Wang, X. L.; Wang, H. W.; Guo, M. X.; Xu, S. Z. Treatment of skin cancer and pre-cancer using topical ALA-PDT -A single hospital experience. Photodiag. Photodyn., 2008, 5, 127-133.
12. De Rosa, F. S.; Tedesco, A. C.; Lopez, R. F. V.; Pierre, M. B. R.; Lange, N.; Marchetti, J. M.; Rotta, J. C. G.; Bentley, M. V. B. In vitro skin permeation and retention of 5-aminolevulinic acid ester derivatives for photodynamic therapy. J. Control Release., 2003, 89, 261-269. (Pubitemid 36507020)
13. Turchiello, R. F.; Vena, F. C. B.; Maillard, Ph.; Souza, C. S.; Bentley, M. V. B.; Tedesco, A. C. Cubic phase gel as a drug delivery system for topical application of 5-ALA, its ester derivatives and m-THPC in photodynamic therapy (PDT). J. Photoch. Photobio. B., 2003, 70, 1-6. (Pubitemid 36621727)
14. Uehlinger, P.; Zellweger, M.; Wagnieres, G.; Juillerat-Jeanneret, L.; Van Der Berg, H.; Lange, N. 5-Aminolevulinic acid and its derivatives: Physical chemical properties and protoporphyrin IX formation in cultured cells. J. Photoch. Photobio. B., 2000, 54, 72-80. (Pubitemid 30124231)
15. Faraji, A. H.; Wipf, P. Nanoparticles in cellular drug delivery. Bioorg. Med. Chem., 2009, 17, 2950-2962.
16. Sobolev, A. S.; Jans, A. D.; Rosenkranz, A. A. Targeted intracellular delivery of photosensitizers. Prog. Biophys. Mol. Bio., 2000, 73, 51-90. (Pubitemid 30252106)
17. Zhang, H. L.; Wu, S. H.; Tao, Y.; Zang, L. Q.; Su, Z. Q. Preparation and Characterization of Water-Soluble Chitosan Nanoparticles as Protein Delivery System. J. Nanomater., 2010, 2010, 1-5.
18. Vila, A.; Sánches, A.; Janes, K. A.; Behrens, I.; Kissel, T.; Vilajato, J. L.; Alonso, M. J. Low molecular weight chitosan nanoparticles as new carries for nasal vaccine delivery to mice. Eur. J. Pharm. Biopharm., 2004, 57, 123-132.
19. Fuente, M.; Ravina, M.; Paolicelli, P.; Sanchez, A.; Seijo, B.; Alonso, M. J. Chitosan-based nanostructures: A delivery platform for ocular therapeutics. Adv. Drug Deliver. Rev., 2010, 62, 110-117.
20. Labanauskienea, J.; Gehlb, J.; Didziapetrienea, J. Evaluation of cytotoxic effect of photodynamic therapy in combination with electroporation in vitro. Bioelectrochemistry, 2007, 70, 78-82.
21. Spugnini, E. P.; Aldi, A.; Vincenzi, B.; Bongiorni, F.; Bellelli, C.; Citro, G.; Porrello, A. Intraoperative versus postoperative electrochemotherapy in soft tissue sarcomas: A preliminary study in a spontaneous feline model. Cancer Chemoth. Pharm., 2007, 59, 375-381. (Pubitemid 46025525)
22. Spugnini, E. P.; Vincenzi, B.; Citroa, G.; Tonini, G.; Dotsinsky, I.; Mudrov, N.; Baldi, A. Electrochemotherapy for the treatment of squamous cell carcinoma in cats: A preliminary report. Vet. J., 2009, 179, 117-120.
23. Sersa, G.; Iklavcic, D.; Emazar, M.; Udolf, Z.; Uciharb, G.; Noja, M. Electrochemotherapy in treatment of tumours. EJSO J. Can. Surg., 2008, 34, 232-240.
24. Spugnini, E. P.; Citro, G.; Porrello, A. Rational design of new electrodes for Electrochemotherapy. J. Exp. Clin. Cancer Res., 2005, 24, 2-11.
25. Kloek, J.; Van Henegouwen, G. M. J. B. Prodrugs of 5-aminolevulinic acid for Photodynamic Therapy. Photochem. Photobiol., 1996, 64, 994-1000. (Pubitemid 27058976)
26. Calvo, P.; Remunanlopez, C.; Vilajato, J. L.; Alonso, M. J. Novel hydrophilic chitosan-polyethylene oxide nanoparticles as protein carriers. J. Appl. Polym. Sci., 1997, 63, 125-132. (Pubitemid 127613982)
27. Oishi, H.; Nomiyama, H.; Nomiyama, K.; Tomokuni, K. Fluorometric HPLC determination of 5-aminolevulinic acid (ALA) in the plasma and urine of lead workers: Biological indicators of lead exposure. J. Anal. Toxicol., 1996, 20, 106-110. (Pubitemid 26085459)
28. Merclin, N.; Bramer, T.; Edsman, K. Iontophoretic delivery of 5-aminolevulinic acid and its methyl ester using a carbopol gel as vehicle. J. Control. Release., 2004, 98, 57-65. (Pubitemid 38881607)
29. De Rosa, F. S.; Lopez, R. F. V.; Thomazine, J. A.; Tedesco, A. C.; Lange, N.; Bentley, M. V. B. In vitro metabolism of 5-ALA esters derivatives in hairless mice skin homogenate and in vivo PpIX accumulation studies. Pharm. Res., 2004 , 21, 2247-2252. (Pubitemid 40568438)
30. Musiol, R.; Serda, M.; Polanski, J. Prodrugs in Photodynamic Anticancer Therapy. Curr. Pharm. Des., 2011, 17, 3548-3559.
31. Denizot, F. and Lang, R. Rapid colorimetric assay for cell growth and survival. J. Immunol. Methods, 1986, 89, 271-277.
32. Pan, Y.; Li, Y.; Zhao, H.; Zheng, J.; Xu, H.; Wei, G.; Hao, J.; Cui, F. Bioadhesive polysaccharide in protein delivery system: Chitosan nanoparticles improve the intestinal absorption of insulin in vivo. Int. J. Pharmaceut., 2002, 249, 139-147. (Pubitemid 35333440)
33. Gaullier J, Berg K, Peng Q, Anholt H, Selbo P, Ma L, Moan J. Use of 5-aminolevulinic acid esters to improve photodynamic therapy on cells in culture. J. Cancer Res., 1997, 57, 1481-1486. (Pubitemid 27175564)
34. Barbugli, P. A.; Siqueira-Moura, M. P.; Espreafico, E. M.; Tedesco, A. C. In vitro phototoxicity of liposomes and nanocapsules containing chloroaluminum phthalocyanine on human melanoma cell line. J. Nanosci. Nanotechno., 2010, 10, 569-573.
35. Boiy, A.; Roelandts, R.; De Witte, P. A. M. Photodynamic therapy using topically applied hypericin: Comparative effect with methylaminolevulinic acid on UV induced skin tumours. J. Photochem. Photobiol. B, 2011, 102, 123-131.
36. Yang, S. J.; Lin, F. H.; Tsai, H. M.; Lin, C. F.; Chin, H. C.; Wong, J. M.; Shieh, M. J. Alginate-folic acid-modified chitosan nanoparticles for photodynamic detection of intestinal neoplasms. Biomaterials, 2011, 32, 2174-2182.
37. Cattaneo, A.G.; Gornati, R.; Sabbioni, E.; Chiriva-Internati, M.; Cobos, E.; Jenkins, M.R.; Bernardini, G. Nanotechnology and human health: Risks and benefits. J. Appl. Toxicol., 2010, 30, 730-744.
38. Araújo, L. M. P. C.; Thomazine, J. A.; Lopez, R. F. V. Development of microemulsions to topically deliver 5-aminolevulinic acid in photodynamic therapy. Eur. J. Pharmaceut. Biopharmaceut., 2010, 75, 48-55.
39. Owens III, D. E.; PeppaS, N. A. Opsonization, biodistribution, and pharmacokinetics of polymeric nanoparticles. Int. J. Pharm., 2006, 307, 93-102. (Pubitemid 41773257)
40. Jichlinski P, Guillou L, Karlsen SJ, et al. Hexyl aminolevulinate fluorescence cystoscopy: New diagnostic tool for photodiagnosis of superficial bladder cancer -A multicenter study. J. Urol., 2003, 170, 226-229. (Pubitemid 36734467)
41. Sersa, G.; Iklavcic, D.; Emazar, M.; Udolf, Z.; Uciharb, G.; Noja, M. Electrochemotherapy in treatment of tumours. EJSO J. Can. Surg., 2008, 34, 232-240.
42. Mir, L. M. Electroporation in cancer treatment: The antitumor electrochemotherapy. B. Acad. Vet. France, 2009, 162, 371-376.
43. Traitcheva, N. and Berg, H. Electroporation and alternating current cause membrane permeation of photodynamic cytotoxins yielding necrosis and apoptosis of cancer cells. Bioelectrochemistry., 2010, 79, 257-260.
44. Linnert, M.; Gehl, J. Bleomycin treatment of brain tumors: An evaluation. Anti-cancer Drugs, 2009, 20, 157-164.