Hypericin encapsulated in solid lipid nanoparticles: Phototoxicity and photodynamic efficiency

Journal of Photochemistry and Photobiology B: Biology

Volumn 125, Issue , 2013, Pages 146-154

  Lima, Adriel M ^a   Pizzol, Carine Dal ^b   Monteiro, Fabíola B F ^b   Creczynski Pasa, Tânia B ^b   Andrade, Gislaine P ^c   Ribeiro, Anderson O ^c   Perussi, Janice R ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

^b FEDERAL UNIVERSITY OF SANTA CATARINA   (Brazil)

^c UNIVERSIDADE FEDERAL DO ABC   (Brazil)

Author keywords

Biocompatible nanoparticles; Cancer cells; Drug delivery system; Encapsulation; Hypericin; Photodynamic therapy

Indexed keywords

HYPERICIN; SOLID LIPID NANOPARTICLE;

ARTICLE; CONTROLLED STUDY; DRUG SOLUBILITY; DRUG UPTAKE; HUMAN; HUMAN CELL; HYDROPHOBICITY; IN VITRO STUDY; NANOENCAPSULATION; PARTICLE SIZE; PHOTODEGRADATION; PHOTODYNAMIC THERAPY; PHOTOTOXICITY; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; ULTRASOUND;

EID: 84879835360     PISSN: 10111344     EISSN: 18732682     Source Type: Journal    
DOI: 10.1016/j.jphotobiol.2013.05.010     Document Type: Article

References (47)

1. S. Yano, S. Hirohara, M. Obata, Y. Hagiya, S. Ogura, A. Ikeda, H. Kataoka, M. Tanaka, T. Joh, Current states and future views in photodynamic therapy, J. Photochem. Photobiol. C 12 (2011) 46-67.
2. A.M. Bugaj, Targeted photodynamic therapy-a promising strategy of tumor treatment, Photochem. Photobiol. Sci. 10 (2011) 1097-1109.
3. Y.N. Konan, R. Gurny, E. Allemann, State of the art in the delivery of photosensitizers for photodynamic therapy, J. Photochem. Photobiol. B 66 (2002) 89-106. (Pubitemid 34240266)
4. E.M. Cohen, H. Ding, C.W. Kessinger, C. Khemtong, J. Gao, B.D. Sumer, Polymeric micelle nanoparticles for photodynamic treatment of head and neck cancer cells, Otolaryngol.-Head Neck Surg. 143 (2010) 109-115.
5. M. Qin, H.J. Hah, G. Kim, G. Nie, Y.E.K. Lee, R. Kopelman, Methylene blue covalently loaded polyacrylamide nanoparticles for enhanced tumor-targeted photodynamic therapy, Photochem. Photobiol. Sci. 10 (2011) 832-841.
6. E. Paszko, C. Ehrhardt, M.O. Senge, D.P. Kelleher, J.V. Reynolds, Nanodrug applications in photodynamic therapy, Photodiagn. Photodyn. Ther. 8 (2011) 14-29.
7. A.E. O'Connor, W.M. Gallagher, A.T. Byrne, Porphyrin and nonporphyrin photosensitizers in oncology: preclinical and clinical advances in photodynamic therapy, Photochem. Photobiol. 85 (2009) 1053-1074.
8. M.C. Garcia Vior, E. Monteagudo, L.E. Dicelio, J. Awruch, A comparative study of a novel lipophilic phthalocyanine incorporated into nanoemulsion formulations: photophysics, size, solubility and thermodynamic stability, Dyes Pigm. 91 (2011) 208-214.
9. R.H. Muller, W. Mehnert, J.S. Lucks, C. Schwarz, A. Zurmuhlen, H. Weyhers, C. Freitas, D. Ruhl, Solid lipid nanoparticles (SLN)-an alternative colloidal carrier system for controlled drug-delivery, Eur. J. Pharm. Biopharm. 41 (1995) 62-69.
10. S.A. Wissing, O. Kayser, R.H. Muller, Solid lipid nanoparticles for parenteral drug delivery, Adv. Drug Deliver. Rev. 56 (2004) 1257-1272. (Pubitemid 38510473)
11. K. Mitri, R. Shegokar, S. Gohla, C. Anselmi, R.H. Mueller, Lipid nanocarriers for dermal delivery of lutein: preparation, characterization, stability and performance, Int. J. Pharm. 414 (2011) 267-275.
12. R.H. Muller, K. Mader, S. Gohla, Solid lipid nanoparticles (SLN) for controlled drug delivery-a review of the state of the art, Eur. J. Pharm. Biopharm. 50 (2000) 161-177. (Pubitemid 30326695)
13. G. Abdelbary, R.H. Fahmy, Diazepam-loaded solid lipid nanoparticles: design and characterization, AAPS Pharm Sci Tech 10 (2009) 211-219.
14. K.A. Shah, A.A. Date, M.D. Joshi, V.B. Patravale, Solid lipid nanoparticles (SLN) of tretinoin: potential in topical delivery, Int. J. Pharm. 345 (2007) 163-171. (Pubitemid 350087549)
15. W. Mehnert, K. Mader, Solid lipid nanoparticles-Production, characterization and applications, Adv. Drug Deliver. Rev. 47 (2001) 165-196. (Pubitemid 32324113)
16. M. Trotta, F. Debernardi, O. Caputo, Preparation of solid lipid nanoparticles by a solvent emulsitication-diffusion technique, Int. J. Pharm. 257 (2003) 153-160. (Pubitemid 36507041)
17. Z. Urbán-Morlán, A. Ganem-Rondero, L.M. Melgoza-Contreras, J.J. Escobar-Chávez, M.G. Nava-Arzaluz, D. Quintanar-Guerrero, Preparation and characterization of solid lipid nanoparticles containing cyclosporine by the emulsification-diffusion method, Int. J. Nanomed. 5 (2010) 611-620.
18. P. Agostinis, A. Vantieghem, W. Merlevede, P.A.M. de Witte, Hypericin in cancer treatment: more light on the way, Int. J. Biochem. Cell Biol. 34 (2002) 221-241. (Pubitemid 34159138)
19. C.M. Schempp, B. Winghofer, M. Langheinrich, E. Schopf, J.C. Simon, Hypericin levels in human serum and interstitial skin blister fluid after oral single-dose and steady-state administration of Hypericum perforatum extract (St. John's wort), Skin Pharmacol. Appl. Skin Physiol. 12 (1999) 299-304. (Pubitemid 29401459)
20. C.M. Schempp, K. Muller, B. Winghofer, J. Schulte-Monting, J.C. Simon, Singledose and steady-state administration of Hypericum perforatum extract (St John's Wort) does not influence skin sensitivity to UV radiation, visible light, and solar-simulated radiation, Arch. Dermatol. 137 (2001) 512-513. (Pubitemid 32319861)
21. M. Zeisser-Labouebe, N. Lange, R. Gurny, F. Delie, Hypericin-loaded nanoparticles for the photodynamic treatment of ovarian cancer, Int. J. Pharm. 326 (2006) 174-181. (Pubitemid 44647750)
22. K. Mondon, M. Zeisser-Labouebe, R. Gurny, M. Moeller, MPEG-hexPLA micelles as novel carriers for hypericin, a fluorescent marker for use in cancer diagnostics, Photochem. Photobiol. 87 (2011) 399-407.
23. T. Youssef, M. Fadel, R. Fahmy, K. Kassab, Evaluation of hypericin-loaded solid lipid nanoparticles: physicochemical properties, photostability and phototoxicity, Pharm. Dev. Technol. 17 (2012) 177-186.
24. H. Falk, J. Meyer, M. Oberreiter, A convenient semisynthetic route to hypericin, Mon. Chem. 124 (1993) 339-341.
25. A. Huygens, A.R. Kamuhabwa, P.A.M. de Witte, Stability of different formulations and ion pairs of hypericin, Eur. J. Pharm. Biopharm. 59 (2005) 461-468. (Pubitemid 40342520)
26. M.N. Patil, A.B. Pandit, Cavitation-A novel technique for making stable nanosuspensions, Ultrason. Sonochem. 14 (2007) 519-530. (Pubitemid 46656472)
27. S. Chandrasekhar, Stochastic problems in physics and astronomy, Rev. Mod. Phys. 15 (1943) 1-89.
28. J.A. Howard, G.D. Mendenhall, Autoxidation and photooxidation of 1,3-diphenylisobenzofuran-kinetic and product study, Can. J. Chem. 53 (1975) 2199-2201.
29. M. Fujii, M. Usui, S. Hayashi, E. Gross, D. Kovalev, N. Kunzner, J. Diener, V.Y. Timoshenko, Chemical reaction mediated by excited states of Si nanocrystals-singlet oxygen formation in solution, J. Appl. Phys. 95 (2004) 3689-3693.
30. R.W. Redmond, J.N. Gamlin, A compilation of singlet oxygen yields from biologically relevant molecules, Photochem. Photobiol. 70 (1999) 391-475. (Pubitemid 129555813)
31. L.M. Rossi, P.R. Silva, L.L.R. Vono, A.U. Fernandes, D.B. Tada, M.S. Baptista, Protoporphyrin IX nanoparticle carrier: preparation, optical properties, and singlet oxygen generation, Langmuir 24 (2008) 12534-12538.
32. L. Xiao, L. Gu, S.B. Howell, M.J. Sailor, Porous silicon nanoparticle photosensitizers for singlet oxygen and their phototoxicity against cancer cells, ACS Nano 5 (2011) 3651-3659.
33. A.P. Gerola, J. Semensato, D.S. Pellosi, V.R. Batistela, B.R. Rabello, N. Hioka, W. Caetano, Chemical determination of singlet oxygen from photosensitizers illuminated with LED: new calculation methodology considering the influence of photobleaching, J. Photochem. Photobiol. A 232 (2012) 14-21.
34. B.R. Rabello, A.P. Gerola, D.S. Pellosi, A.L. Tessaro, J.L. Aparicio, W. Caetano, N. Hioka, Singlet oxygen dosimetry using uric acid as a chemical probe: systematic evaluation, J. Photochem. Photobiol. A 238 (2012) 53-62.
35. V.C.M. Carvalho, C.A.S. Melo, V.S. Bagnato, J.R. Perussi, Comparison of the effects of cationic and anionic porphyrins in tumor cells under illumination of argon ion laser, Laser Phys. 12 (2002) 1314-1319.
36. O.H. Lowry, N.J. Rosebrough, A.L. Farr, R.J. Randall, Protein measurement with the folin phenol reagent, J. Biol. Chem. 193 (1951) 265-275.
37. A. Huygens, D. Huyghe, G. Bormans, A. Verbruggen, A.R. Kamuhabwa, T. Roskams, P.A.M. de Witte, Accumulation and photocytotoxicity of hypericin and analogs in two-and three-dimensional cultures of transitional cell carcinoma cells, Photochem. Photobiol. 78 (2003) 607-614.
38. F. Denizot, R. Lang, Rapid colorimetric assay for cell-growth and survival-modifications to the tetrazolium dye procedure giving improved sensitivity and reliability, J. Immunol. Methods 89 (1986) 271-277. (Pubitemid 16080782)
39. J. Carmichael, W.G. Degraff, A.F. Gazdar, J.D. Minna, J.B. Mitchell, Evaluation of a tetrazolium-based semiautomated colorimetric assay-assessment of chemosensitivity testing, Cancer Res. 47 (1987) 936-942. (Pubitemid 17027905)
40. X. Guo, Y. Xing, Q. Mei, H. Zhang, Z. Zhang, F. Cui, Preparation and cytotoxicity of 2-methoxyestradiol-loaded solid lipid nanoparticles, Anti-Cancer Drugs 23 (2012) 185-190.
41. S. Perni, P. Prokopovich, J. Pratten, I.P. Parkin, M. Wilson, Nanoparticles: their potential use in antibacterial photodynamic therapy, Photochem. Photobiol. Sci. 10 (2011) 712-720.
42. M.E. Wieder, D.C. Hone, M.J. Cook, M.M. Handsley, J. Gavrilovic, D.A. Russell, Intracellular photodynamic therapy with photosensitizer-nanoparticle conjugates: cancer therapy using a 'Trojan horse', Photochem. Photobiol. Sci. 5 (2006) 727-734. (Pubitemid 44186866)
43. H.S. Yoo, J.E. Oh, K.H. Lee, T.G. Park, Biodegradable nanoparticles containing doxorubicin-PLGA conjugate for sustained release, Pharm. Res. 16 (1999) 1114-1118. (Pubitemid 29368162)
44. F. Fischer, G. Graschew, H.J. Sinn, W. Maier-Borst, W.J. Lorenz, P.M. Schlag, A chemical dosimeter for the determination of the photodynamic activity of photosensitizers, Clin. Chim. Acta 274 (1998) 89-104. (Pubitemid 28243266)
45. J.R. Darwent, P. Douglas, A. Harriman, G. Porter, M.C. Richoux, Metal phthalocyanines and porphyrins as photosensitizers for reduction of water to hydrogen, Coord. Chem. Rev. 44 (1982) 83-126.
46. L.P.F. Aggarwal, M.S. Baptista, L.E. Borissevitch, Effects of NaCl upon TPPS4 triplet state characteristics and singlet oxygen formation, J. Photochem. Photobiol. A 186 (2007) 187-193.
47. R. Zhu, K.-W. Cheng, G. Mackenzie, L. Huang, Y. Sun, G. Xie, K. Vrankova, P.P. Constantinides, B. Rigas, Phospho-Sulindac (OXT-328) inhibits the growth of human lung cancer xenografts in mice: Enhanced efficacy and mitochondria targeting by its formulation in solid lipid nanoparticles, Pharm. Res. 29 (2012) 3090-3101.