Skip to main content

Advertisement

SpringerLink
Log in

Topical photodynamic therapy using transfersomal aluminum phthalocyanine tetrasulfonate: in vitro and in vivo study

  • Original Article
  • Published:
Lasers in Medical Science Aims and scope Submit manuscript

Abstract

The efficacy of transfersomes (flexible liposomes) as a novel technique for topical delivery of the hydrophilic tetra-anionic photodynamic sensitizer aluminum (III) phthalocyanine tetrasulfonate (AlPcS4) was investigated, on mammalian fibroblasts and on Balb/c mice dorsal skin. AlPcS4 was loaded in transfersomes composed of phosphatidylcholine/sodium deoxycholate (5:1, 10:1, and 15:1 w/w, ratios), resulting in 110-, 160-, and 200-nm mean size vesicles with encapsulation efficiencies of 16, 25, and 30 %, respectively. In vitro studies on baby hamster kidney-21 fibroblasts revealed twofold enhancement of the photocytotoxicity of AlPcS4 loaded in transfersomes (Trans-AlPcS4), compared to free AlPcS4 dissolved in culture medium. The photocytotoxicity of Trans-AlPcS4 was less dependent on the incubation time with cells, compared to free AlPcS4. Topical application on the dorsal skin of Balb/c mice revealed that both free AlPcS4 and Trans-AlPcS4 exhibited evident photosensitization towards mice skin, but acquiring different regions of skin.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Pandey RK (2000) Recent advances in photodynamic therapy. J Porphyr Phthalocyanines 4:368–373

    Article  CAS  Google Scholar 

  2. Sibata CH, Colussi VC, Oleinick NL, Kinsella TJ (2001) Photodynamic therapy in oncology. Expert Opin Pharmacother 2(6):917–927

    Article  PubMed  CAS  Google Scholar 

  3. Kassab K, Fabris C, Defilippis MP, Dei D, Fantetti L, Roncucci G, Reddi E, Jori G (2000) Skin-photosensitizing properties of Zn(II)-2(3), 9(10), 16(17), 23(24)-tetrakis-(4-oxy-N-methylpiperidinyl) phthalocyanine topically administered to mice. J Photochem Photobiol B 55:128–137

    Article  PubMed  CAS  Google Scholar 

  4. Wong TW, Aizawa K, Sheyhedin I, Wushur C, Kato H (2003) Pilot study of topical delivery of mono-l-aspartyl chlorin e6 (NPe6): implication of topical NPe6-photodynamic therapy. J Pharmacol Sci 93:136–142

    Article  PubMed  CAS  Google Scholar 

  5. Longo JP, Lozzi SP, Simioni AR, Morais PC, Tedesco AC, Azevedo RB (2009) Photodynamic therapy with aluminum-chloro-phthalocyanine induces necrosis and vascular damage in mice tongue tumors. J Photochem Photobiol B 94:143–146

    Article  PubMed  CAS  Google Scholar 

  6. Juzenas P, Juzeniene A, Rotomskis R, Moan J (2004) Spectroscopic evidence of monomeric aluminium phthalocyanine tetrasulfonate in aqueous solutions. J Photochem Photobiol B 75:107–110

    Article  PubMed  CAS  Google Scholar 

  7. Chan WS, Brasseur N, La Madeleine C, Ouellet R, van Lier JE (1997) Efficacy and mechanism of aluminium phthalocyanine and its sulphonated derivatives mediated photodynamic therapy on murine tumours. Eur J Cancer 33:1855–1859

    Article  PubMed  CAS  Google Scholar 

  8. Azarbayjani AF, Tan EH, Chan YW, Chan SY (2009) Transdermal delivery of haloperidol by proniosomal formulations with non-ionic surfactants. Biol Pharm Bull 32:1453–1458

    Article  PubMed  CAS  Google Scholar 

  9. Plaetzer K, Krammer B, Berlanda J, Berr F, Kiesslich T (2009) Photophysics and photochemistry of photodynamic therapy: fundamental aspects. Lasers Med Sci 24(2):259–68

    Article  PubMed  CAS  Google Scholar 

  10. Dragicevic-Curic N, Gräfe S, Albrecht V, Fahr A (2008) Topical application of temoporfin-loaded invasomes for photodynamic therapy of subcutaneously implanted tumors in mice: a pilot study. J Photochem Photobiol B 91:41–50

    Article  PubMed  CAS  Google Scholar 

  11. Trotta M, Peira E, Carlotti ME, Gallarate M (2004) Deformable liposomes for dermal administration of methotrexate. Int J Pharm 270:119–125

    Article  PubMed  CAS  Google Scholar 

  12. Chirio D, Cavalli R, Trotta F, Carlotti ME (2007) Deformable liposomes containing alkylcarbonates of γ-cyclodextrins for dermal applications. J Incl Phenom Macrocycl Chem 57:645–649. doi:10.1007/s10847-006-9271-2

    Article  CAS  Google Scholar 

  13. Elsayed MM, Abdallah OY, Naggar VF, Khlafallah NM (2006) Deformable liposomes and ethosomes: mechanism of enhanced skin delivery. Int J Pharm 322:60–66

    Article  PubMed  CAS  Google Scholar 

  14. Gillet A, Grammenos A, Compère P, Evrard B, Piel G (2009) Development of a new topical system: drug-in-cyclodextrin-in deformable liposome. Int J Pharm 380:174–180

    Article  PubMed  CAS  Google Scholar 

  15. Kang MJ, Eum JY, Jeong MS, Choi SE, Park SH, Cho HI, Cho CS, Seo SJ, Lee MW, Choi YW (2010) Facilitated skin permeation of oregonin by elastic liposomal formulations and suppression of atopic dermatitis in NC/Nga mice. Biol Pharm Bull 33:100–106

    Article  PubMed  CAS  Google Scholar 

  16. Honeywell-Nguyen PL, Bouwstra JA (2005) Vesicles as a tool for transdermal and dermal delivery. Drug Discov Today Technol 2:67–74

    Article  CAS  Google Scholar 

  17. Gallarate M, Chirio D, Trotta M, Carlotti ME (2006) Deformable liposomes as topical formulations containing α-tocopherol. J Dispers Sci Technol 27:703–713

    Article  CAS  Google Scholar 

  18. Cevc G, Blume G, Schatzlein A (1997) Transferosomes mediated transepidermal delivery improves the regio-specificity and biological activity of corticosteroids in vivo. J Control Rel 45:211–226

    Article  CAS  Google Scholar 

  19. MacRobert AJM, Bown SG, Phillips D (1989) photosensitizing compounds, their chemistry, biology and clinical use. In: Bock G, Harnett S (eds) What are the ideal photoproperties for a sensitizer? Willy, UK, pp 4–12

    Google Scholar 

  20. Chang CC, Yang YT, Yang JC, Wu HD, Tsai T (2008) Absorption and emission spectral shifts of rose bengal associated with DMPC liposomes. Dyes Pigm 79:170–175

    Article  CAS  Google Scholar 

  21. Kormeili T, Yamauchi PS, Lowe NJ (2004) Topical photodynamic therapy in clinical dermatology. Br J Dermatol 150:1061–1069

    Article  PubMed  CAS  Google Scholar 

  22. Montanari J, Perez AP, Di Salvo F, Diz V, Barnadas R, Dicelio L, Doctorovich F, Morilla MJ, Romero EL (2007) Photodynamic ultradeformable liposomes: design and characterization. Int J Pharm 330:183–194

    Article  PubMed  CAS  Google Scholar 

  23. Soncin M, Polo L, Reddi E, Jori G, Kenney ME, Cheng G, Rodgers MA (1995) Effect of the delivery system on the biodistribution of Ge (IV)octabutoxy-phthalocyanines in tumor-bearing mice. Cancer Lett 89:101–106

    PubMed  CAS  Google Scholar 

  24. Wöhrle D, Muller S, Shopova M, Mantareva V, Spassova G, Vietri F, Ricchelli F, Jori G (1999) Effects of delivery system on the pharmacokinetic and phototerapeutic properties of bis(methyloxyethyleneoxy) silicon-phthalocyanine in tumor-bearing mice. J Photochem Photobiol B 50:124–128

    Article  PubMed  Google Scholar 

  25. Urizzi P, Allen CM, Langlois R, Quellet R, La Madeleine C, Van Lier JE (2001) Low density lipoprotein-bound aluminium sulphophthalocyanine: targeting tumor cells for photodynamic therapy. J Porphyr Phthalocyanines 5:154–160

    Article  CAS  Google Scholar 

  26. Nunes SM, Sguilla FS, Tedesco AC (2004) Photophysical studies of zinc phthalocyanine and chloroaluminum phthalocyanine incorporated into liposomes in the presence of additives. Braz J Med Biol Res 37:273–284

    Article  PubMed  CAS  Google Scholar 

  27. Fadel M, Kassab K, Abdel Fadeel D (2010) Zinc phthalocyanine-loaded PLGA biodegradable nanoparticles for photodynamic therapy. Lasers Med Sci 25:283–292

    Article  PubMed  Google Scholar 

  28. Lam M, Hsia AH, Liu Y, Guo M, Swick AR, Berlin JC, McCormick TS, Kenney ME, Oleinick NL, Cooper KD, Baron ED (2011) Successful cutaneous delivery of the photosensitizer silicon phthalocyanine 4 for photodynamic therapy. Clin Exp Dermatol 36(6):645–51

    Article  PubMed  CAS  Google Scholar 

  29. Rosenthal I (1991) Phthalocyanines as photodynamic sensitizers. Photochem Photobiol 53:859–870

    PubMed  CAS  Google Scholar 

  30. Rosenkranz AA, Jans DA, Sobolev AS (2000) Targeted intracellular delivery of photosensitizers to enhance photodynamic efficiency. Immunol Cell Biol 78:452–464

    Article  PubMed  CAS  Google Scholar 

  31. Qualls MM, Thompson DH (2001) Chloroaluminum phthalocyanine tetrasulfonate delivered via acid-labile diplasmenylcholine-folate liposomes: intracellular localization and synergistic phototoxicity. Int J Cancer 93:384–392

    Article  PubMed  CAS  Google Scholar 

  32. Gantchev TG, Urumov IJ, Hunting DJ, Van Lier JE (1994) Photocytotoxicity and intracellular generation of free radicals by tetrasulfonated Al- and Zn-phthalocyanines. Int J Radiat Biol 65:289–298

    Article  PubMed  CAS  Google Scholar 

  33. Gomes ER, Cruz T, Lopes CF, Carvalho AP, Duarte CB (1999) Photosensitization of lymphoblastoid cells with phthalocyanines at different saturating incubation times. Cell Biol Toxicol 15:249–260

    Article  PubMed  CAS  Google Scholar 

  34. Ben-Ben-Hur E, Siwecki JA, Newman HC, Crane SW, Rosenthal I (1987) Mechanism of uptake of sulfonated metallophthalocyanines by cultured mammalian cells. Cancer Lett 38:215–222

    Article  Google Scholar 

  35. Rück A, Heckelsmiller K, Kaufmann R, Grossman N, Haseroth E, Akgün N (2000) Light-induced apoptosis involves a defined sequence of cytoplasmic and nuclear calcium release in AlPcS4-photosensitized rat bladder RR 1022 epithelial cells. Photochem Photobiol 72:210–216

    Article  PubMed  Google Scholar 

  36. Kim A, Lee EH, Choi SH, Kim CK (2004) In vitro and in vivo transfection efficiency of a novel ultradeformable cationic liposome. Biomaterials 25:305–313

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Photobiology and Cell Photosensitization Lab, Department of Laser Medical Applications, National Institute of Laser Enhanced Science, Cairo University, Cairo, Egypt

    Kawser Kassab

  2. Pharmaceutical Technology Lab, Department of Laser Medical Applications, National Institute of Laser Enhanced Science, Cairo University, Cairo, Egypt

    Doaa Abd El Fadeel & Maha Fadel

Authors
  1. Kawser Kassab
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Doaa Abd El Fadeel
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Maha Fadel
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Maha Fadel.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kassab, K., El Fadeel, D.A. & Fadel, M. Topical photodynamic therapy using transfersomal aluminum phthalocyanine tetrasulfonate: in vitro and in vivo study. Lasers Med Sci 28, 1353–1361 (2013). https://doi.org/10.1007/s10103-012-1256-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10103-012-1256-3

Keywords

Search

Navigation