Improving the topical delivery of zinc phthalocyanine using oleic acid as a penetration enhancer: in vitro permeation and retention

References

• Bagnato VS, Kurachi C, Ferreira J, Marcassa LG, Sibata CH, Allison RR. (2005). PDT experience in Brazil: A regional profile. Photodiag Photodyn, 2:107–118.
   PubMed Web of Science ®Google Scholar
• Barry BW. (1987). Mode of action of penetration enhancers in human skin. J Control Resease, 6:85–97.
   Google Scholar
• Barry BW. (2001). Novel mechanisms and devices to enable successful transdermal drug delivery. Eur J Pharm Sci, 14:101–114.
   PubMed Web of Science ®Google Scholar
• Boiy A, Roelandts R, de Witte PA. (2007). Influence of application and formulation factors on the penetration of hypericin in normal mouse skin and UV induced skin tumors. J Photochem Photobiol B, Biol, 89:156–162.
   PubMed Web of Science ®Google Scholar
• Brown SB, Brown EA, Walker I. (2004). The present and future role of photodynamic therapy in cancer treatment. Lancet Oncol, 5:497–508.
   PubMed Web of Science ®Google Scholar
• Castano AP, Demidova T, Hamblim MR. (2005). Mechanisms in photodynamic therapy: Party one photosensitizers, photochemistry and cellular localization. Photodiag Photodyn, 2:91–106.
   PubMed Web of Science ®Google Scholar
• Choi A, Gang H, Chun I, Gwak H. (2008). The effects of fatty acids in propylene glycol on the percutaneous absorption of alendronate across the excised hairless mouse skin. Int J Pharm, 357:126–131.
   PubMed Web of Science ®Google Scholar
• Dai T, Huang YY, Hamblin MR. (2009). Photodynamic therapy for localized infections–state of the art. Photodiagnosis Photodyn Ther, 6:170–188.
   PubMed Web of Science ®Google Scholar
• Davies MJ. (2003). Singlet oxygen-mediated damage to proteins and its consequences. Biochem Biophys Res Commun, 305:761–770.
   PubMed Web of Science ®Google Scholar
• De Rosa FS, Marchetti JM, Thomazini JA, Tedesco AC, Bentley MV. (2000). A vehicle for photodynamic therapy of skin cancer: influence of dimethylsulphoxide on 5-aminolevulinic acid in vitro cutaneous permeation and in vivo protoporphyrin IX accumulation determined by confocal microscopy. J Control Release, 65:359–366.
   PubMed Web of Science ®Google Scholar
• De Rosa FS, Tedesco AC, Lopez RF, Pierre MB, Lange N, Marchetti JM et al. (2003). In vitro skin permeation and retention of 5-aminolevulinic acid ester derivatives for photodynamic therapy. J Control Release, 89:261–269.
   PubMed Web of Science ®Google Scholar
• Duffy JF, Dijk DJ, Klerman EB, Czeisler CA. (1998). Later endogenous circadian temperature nadir relative to an earlier wake time in older people. Am J Physiol, 275:R1478–R1487.
   PubMed Web of Science ®Google Scholar
• Gwak HS, Chun IK. (2002). Effect of vehicles and penetration enhancers on the in vitro percutaneous absorption of tenoxicam through hairless mouse skin. Int J Pharm, 236:57–64.
   PubMed Web of Science ®Google Scholar
• Gwak HS, Oh IS, Chun IK. (2004). Transdermal delivery of ondansetron hydrochloride: effects of vehicles and penetration enhancers. Drug Dev Ind Pharm, 30:187–194.
   PubMed Web of Science ®Google Scholar
• Hopper C. (2000). Photodynamic therapy: a clinical reality in the treatment of cancer. Lancet Oncol, 1:212–219.
   PubMedGoogle Scholar
• Hsu L-R Huang, Y-B, Wu P-C Tsai, Y-H. (1994). Percutaneous absorption of piroxicam from Fapg base through rat skin: effects of oleic acid and saturated fatty acid added to Fapg base. Drug Dev Ind Pharm, 20:1425–1437.
   Web of Science ®Google Scholar
• Ibbotson SH. (2006). How we treat a superficial basal cell carcinoma with topical photodynamic therapy in Dundee. Photodiag Photodyn, 3:128–131.
   PubMed Web of Science ®Google Scholar
• Ibbotson SH. (2010). An overview of topical photodynamic therapy in dermatology. Photodiagnosis Photodyn Ther, 7:16–23.
   PubMed Web of Science ®Google Scholar
• Jantharaprapap R, Stagni G. (2007). Effects of penetration enhancers on in vitro permeability of meloxicam gels. Int J Pharm, 343:26–33.
   PubMed Web of Science ®Google Scholar
• Jung SY, Kang EY, Choi YJ, Chun IK, Lee BK, Gwak HS. (2009). Formulation and evaluation of ubidecarenone transdermal delivery systems. Drug Dev Ind Pharm, 35:1029–1034.
   PubMed Web of Science ®Google Scholar
• Kassab K, Fabris C, Defilippis MP, Dei D, Fantetti L, Roncucci G et al. (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, Biol, 55:128–137.
   PubMed Web of Science ®Google Scholar
• Kiernan JA. (1990). Histological & Histochemical Methods: Theory and Practice, 2nd edn. Frankfurt, Germany: Pergamon Press.
   Google Scholar
• Kim D-D Chien, YW. (1996). Comparison of skin permeation of dideoxynucleoside-type anti-HIV drugs: alone versus combination. Drug Dev Ind Pharm, 22:1047–1054.
   Web of Science ®Google Scholar
• Larrucea E, Arellano A, Santoyo S, Ygartua P. (2001). Combined effect of oleic acid and propylene glycol on the percutaneous penetration of tenoxicam and its retention in the skin. Eur J Pharm Biopharm, 52:113–119.
   PubMed Web of Science ®Google Scholar
• Lopez RF, Lange N, Guy R, Bentley MV. (2004). Photodynamic therapy of skin cancer: controlled drug delivery of 5-ALA and its esters. Adv Drug Deliv Rev, 56:77–94.
   PubMed Web of Science ®Google Scholar
• Lopes LB, Collett JH, Bentley MV. (2005). Topical delivery of cyclosporin A: an in vitro study using monoolein as a penetration enhancer. Eur J Pharm Biopharm, 60:25–30.
   PubMed Web of Science ®Google Scholar
• MacCormack MA. (2006). Photodynamic therapy. Adv Dermatol, 22:219–258.
   PubMedGoogle Scholar
• Naik A, Pechtold LA, Potts RO, Guy RH. (1995). Mechanism of oleic acid-induced skin penetration enhancement in vivo in humans. J Control Release, 37:299–306.
   Web of Science ®Google Scholar
• Ogiso T, Iwaki M, Paku T. (1995). Effect of various enhancers on transdermal penetration of indomethacin and urea, and relationship between penetration parameters and enhancement factors. J Pharm Sci, 84:482–488.
   PubMed Web of Science ®Google Scholar
• Patel NA, Patel NJ, Patel RP. (2009). Design and evaluation of transdermal drug delivery system for curcumin as an anti-inflammatory drug. Drug Dev Ind Pharm, 35:234–242.
   PubMed Web of Science ®Google Scholar
• Pierre MB, Ricci E Jr, Tedesco AC, Bentley MV. (2006). Oleic acid as optimizer of the skin delivery of 5-aminolevulinic acid in photodynamic therapy. Pharm Res, 23:360–366.
   PubMed Web of Science ®Google Scholar
• Primo FJ, Michieleto L, Rodrigues MAM, Mararoff PP, Simioni AR, Morais PC, Bentley MVLB, Lacava ZGM, Tedesco AC. (2007). Magnetic nanoemulsions as drug delivery system for Foscan®: Skin permeation and retention in vitro assays for topical application in photodynamic therapy (PDT) of skin cancer. J Mag Mag Mater, 311:354–357.
   Web of Science ®Google Scholar
• Ren C, Fang L, Li T, Wang M, Zhao L, He Z. (2008). Effect of permeation enhancers and organic acids on the skin permeation of indapamide. Int J Pharm, 350:43–47.
   PubMed Web of Science ®Google Scholar
• Roberts DJ, Cairnduff F. (1995). Photodynamic therapy of primary skin cancer: a review. Br J Plast Surg, 48:360–370.
   PubMedGoogle Scholar
• Robertson CA, Evans DH, Abrahamse H. (2009). Photodynamic therapy (PDT): a short review on cellular mechanisms and cancer research applications for PDT. J Photochem Photobiol B, Biol, 96:1–8.
   PubMed Web of Science ®Google Scholar
• Santoyo S, Ygartua P. (2000). Effect of skin pretreatment with fatty acids on percutaneous absorption and skin retention of piroxicam after its topical application. Eur J Pharm Biopharm, 50:245–250.
   PubMed Web of Science ®Google Scholar
• Schmidt-Erfurth U, Hasan T. (2000). Mechanisms of action of photodynamic therapy with verteporfin for the treatment of age-related macular degeneration. Surv Ophthalmol, 45:195–214.
   PubMed Web of Science ®Google Scholar
• Sharman WM, van Lier JE, Allen CM. (2004). Targeted photodynamic therapy via receptor mediated delivery systems. Adv Drug Deliv Rev, 56:53–76.
   PubMed Web of Science ®Google Scholar
• Singh SK, Roane DS, Reddy LK, Durrani MJ, Khan MA. (1996). Effect of additives on the diffusion of ketoprofen through human skin. Drug Dev Ind Pharm, 22:471–474.
   Web of Science ®Google Scholar
• Soni S, Jain SK, Jain NK. (1992). Effect of penetration enhancers on transdermal delivery of timolol maleate. Drug Dev Ind Pharm, 18: 1127–1135.
   Web of Science ®Google Scholar
• Squillante E, Maniar A, Needham T, Zia H. (1998). Optimization of in vitro nifedipine penetration enhancement through hairless mouse skin. Int J Pharm, 169:143–154.
   Web of Science ®Google Scholar
• Steluti R, De Rosa FS, Collett J, Tedesco AC, Bentley MV. (2005). Topical glycerol monooleate/propylene glycol formulations enhance 5-aminolevulinic acid in vitro skin delivery and in vivo protophorphyrin IX accumulation in hairless mouse skin. Eur J Pharm Biopharm, 60:439–444.
   PubMed Web of Science ®Google Scholar
• Stief TW. (2003). The physiology and pharmacology of singlet oxygen. Med Hypotheses, 60:567–572.
   PubMed Web of Science ®Google Scholar
• Szeimies RM, Calzavara-Pinton P, Karrer S, Ortel B, Landthaler M. (1996). Topical photodynamic therapy in dermatology. J Photochem Photobiol B, Biol, 36:213–219.
   PubMed Web of Science ®Google Scholar
• Thakur RA, Michniak BB, Meidan VM. (2007). Transdermal and buccal delivery of methylxanthines through human tissue in vitro. Drug Dev Ind Pharm, 33:513–521.
   PubMed Web of Science ®Google Scholar
• Yslas EI, Prucca C, Romanini S, Durantini EN, Bertuzzi M, Rivarola V. (2009). Biodistribution and phototherapeutic properties of Zinc (II) 2,9,16,23-tetrakis (methoxy) phthalocyanine in vivo. Photodiagnosis Photodyn Ther, 6:62–70.
   PubMed Web of Science ®Google Scholar