Topical delivery of lycopene using microemulsions: Enhanced skin penetration and tissue antioxidant activity

Journal of Pharmaceutical Sciences

Volumn 99, Issue 3, 2010, Pages 1346-1357

  Lopes, Luciana B ^a   Vandewall, Hillary ^a   Li, Hsin T ^a   Venugopal, Vijay ^a   Li, Hsin K ^a   Naydin, Stan ^a   Hosmer, Jaclyn ^a   Levendusky, Mark ^a   Zheng, Haian ^a   Bentley, M Vitória L B ^b   Levin, Robert ^a   Hass, Martha A ^a  

^a ALBANY COLLEGE OF PHARMACY AND HEALTH SCIENCES   (United States)

^b UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Formulation; Lipids; Lycopene; Medium chain glycerides; Microemulsion; Skin; Topical delivery; Transdermal

Indexed keywords

DECANOIC ACID; DIACYLGLYCEROL; DODECYL SULFATE SODIUM; FATTY ACID; LYCOPENE; MONOACYLGLYCEROL; OCTANOIC ACID; PROPYLENE GLYCOL; TRIACYLGLYCEROL;

ANIMAL TISSUE; ANTIOXIDANT ACTIVITY; ARTICLE; CELL CULTURE; CONTROLLED STUDY; CYTOTOXICITY; DRUG DELIVERY SYSTEM; DRUG PENETRATION; ELECTRIC RESISTANCE; FIBROBLAST; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MICROEMULSION; NONHUMAN; SKIN PENETRATION; STRATUM CORNEUM;

EID: 76649095259     PISSN: 00223549     EISSN: 15206017     Source Type: Journal    
DOI: 10.1002/jps.21929     Document Type: Article

References (45)

1. Bogdan Allemann I, Baumann L. 2008. Antioxidants used in skin care formulations. Skin Therapy Lett 13:5-9.
2. Darvin M, Patzelt A, Gehse S, Schanzer S, Benderoth C, Sterry W, Lademann J. 2008. Cutaneous concentration of lycopene correlates significantly with the roughness of the skin. Eur J Pharm Biopharm 69:943-947.
3. Gonzalez S, Fernandez-Lorente M, Gilaberte-Calzada Y. 2008. The latest on skin photoprotection. Clin Dermatol 26:614-626.
4. Andreassi M, Stanghellini E, Ettorre A, Di Stefano A, Andreassi L. 2004. Antioxidant activity of topically applied lycopene. J Eur Acad Dermatol Venereol 18:52-55.
5. Di Mascio P, Kaiser S, Sies H. 1989. Lycopene as the most efficient biological carotenoid singlet oxygen quencher. Arch Biochem Biophys 274: 532-538.
6. Fazekas Z, Gao D, Saladi RN, Lu Y, Lebwohl M, Wei H. 2003. Protective effects of lycopene against ultraviolet B-induced photodamage. Nutr Cancer 47:181-187.
7. Mein JR, Lian F, Wang XD. 2008. Biological activity of lycopene metabolites: Implications for cancer prevention. Nutr Rev 66:667-683.
8. Cesarini JP, Michel L, Maurette JM, Adhoute H, Bejot M. 2003. Immediate effects of UV radiation on the skin: Modification by an antioxidant complex containing carotenoids. Photodermatol Photoimmunol Photomed 19:182-189.
9. Spernath A, Yaghmur A, Aserin A, Hoffman RE, Garti N. 2002. Food-grade microemulsions based on nonionic emulsifiers: Media to enhance lycopene solubilization. J Agric Food Chem 50:6917-6922.
10. Lopes LB, Speretta FF, Bentley MV. 2007. Enhancement of skin penetration of vitamin K using monoolein-based liquid crystalline systems. Eur J Pharm Sci 32:209-215.
11. Zhu W, Yu A, Wang W, Dong R, Wu J, Zhai G. 2008. Formulation design of microemulsion for dermal delivery of penciclovir. Int J Pharm 360:184-190.
12. El Maghraby GM. 2008. Transdermal delivery of hydrocortisone from eucalyptus oil microemulsion: Effects of cosurfactants. Int J Pharm 355:285-292.
13. Kogan A, Garti N. 2006. Microemulsions as transdermal drug delivery vehicles. Adv Colloid Interface Sci 123-126:369-385.
14. Hosmer J, Reed R, Bentley MV, Nornoo A, Lopes LB. 2009. Microemulsions containing medium-chain glycerides as transdermal delivery systems for hydrophilic and hydrophobic drugs. AAPS PharmSciTech 10:589-596.
15. Ronman P. 1985. Improvements in the separation of beta-carotene and lycopene by column chromtography. J Chem Educ 62:540.
16. Periago MJ, Rincon F, Aguera MD, Ros G. 2004. Mixture approach for optimizing lycopene extraction from tomato and tomato products. J Agric Food Chem 52:5796-5802.
17. Naviglio D, Caruso T, Iannece P, Aragon A, Santini A. 2008. Characterization of high purity lycopene from tomato wastes using a new pressurized extraction approach. J Agric Food Chem 56:6227-6231.
18. Boon CS, Xu Z, Yue X, McClements DJ, Weiss J, Decker EA. 2008. Factors affecting lycopene oxidation in oil-in-water emulsions. J Agric Food Chem 56:1408-1414.
19. Lopes LB, Murphy N, Nornoo A. 2009. Enhancement of transdermal delivery of progesterone using medium-chain mono and diglycerides as skin penetration enhancers. Pharm Dev Technol (in press). DOI: 10.180/10837450902814180
20. Novotny J, Kovarikova P, Novotny M, Janusova B, Hrabalek A, Vavrova K. 2009. Dimethylamino acid esters as biodegradable and reversible transdermal permeation enhancers: Effects of linking chain length, chirality and polyfluorination. Pharm Res 26:811-821.
21. Rachakonda VK, Yerramsetty KM, Madihally SV, Robinson RL, Jr., Gasem KA. 2008. Screening of chemical penetration enhancers for transdermal drug delivery using electrical resistance of skin. Pharm Res 25:2697-2704.
22. Ozyurek M, Bektasoglu B, Guclu K, Gungor N, Apak R. 2008. Simultaneous total antioxidant capacity assay of lipophilic and hydrophilic antioxidants in the same acetone-water solution containing 2% methyl-beta-cyclodextrin using the cupric reducing antioxidant capacity (CUPRAC) method. Anal Chim Acta 630:28-39.
23. Verhulst C, Coiffard C, Coiffard LJ, Rivalland P, De Roeck-Holtzhauer Y. 1998. In vitro correlation between two colorimetric assays and the pyruvic acid consumption by fibroblasts cultured to determine the sodium laurylsulfate cytotoxicity. J Pharmacol Toxicol Methods 39:143-146.
24. Zar T, Graeber C, Perazella MA. 2007. Recognition, treatment, and prevention of propylene glycol toxicity. Semin Dial 20:217-219.
25. Lopes LB, Reed R. 2009. A simple and rapid method to assess lycopene in multiple layers of skin samples. Biomed Chromatogr (in press). DOI: 10.1002/bmc.1264
26. Djekic L, Primorac M. 2008. The influence of cosurfactants and oils on the formation of pharmaceutical microemulsions based on PEG-8 caprylic/capric glycerides. Int J Pharm 352:231-239.
27. Malheiro AR, Varanda LC, Perez J, Villullas HM. 2007. The aerosol OT+n-butanol+n-heptane+water system: Phase behavior, structure characterization, and application to Pt70Fe30 nanoparticle synthesis. Langmuir 23:11015-11020.
28. Cabaleiro-Lago C, Garcia-Rio L, Hervella P. 2007. The effect of changing the microstructure of a microemulsion on chemical reactivity. Langmuir 23:9586-9595.
29. Kogan A, Aserin A, Garti N. 2007. Improved solubilization of carbamazepine and structural transitions in nonionic microemulsions upon aqueous phase dilution. J Colloid Interface Sci 315:637-647.
30. Sintov AC, Shapiro L. 2004. New microemulsion vehicle facilitates percutaneous penetration in vitro and cutaneous drug bioavailability in vivo. J Control Release 95:173-183.
31. Walfisch Y, Walfisch S, Agbaria R, Levy J, Sharoni Y. 2003. Lycopene in serum, skin and adipose tissues after tomato-oleoresin supplementation in patients undergoing haemorrhoidectomy or perianal fistulotomy. Br J Nutr 90:759-766.
32. Nierenberg DW, Nann SL. 1992. A method for determining concentrations of retinol, tocopherol, and five carotenoids in human plasma and tissue samples. Am J Clin Nutr 56:417-426.
33. Venuganti VV, Perumal OP. 2009. Poly(amidoamine) dendrimers as skin penetration enhancers: Influence of charge, generation, and concentration. J Pharm Sci 98:2345-2356.
34. Ratnam DV, Ankola DD, Bhardwaj V, Sahana DK, Kumar MN. 2006. Role of antioxidants in prophylaxis and therapy: A pharmaceutical perspective. J Control Release 113:189-207.
35. Kreilgaard M. 2002. Influence of microemulsions on cutaneous drug delivery. Adv Drug Deliv Rev 54: S77-S98.
36. Garti N, Shevachman M, Shani A. 2004. Solubilization of lycopene in Jojoba oil microemulsion. J Am Oil Chem Soc 81:873-877.
37. Teichmann A, Heuschkel S, Jacobi U, Presse G, Neubert RH, Sterry W, Lademann J. 2007. Comparison of stratum corneum penetration and localization of a lipophilic model drug applied in an o/w microemulsion and an amphiphilic cream. Eur J Pharm Biopharm 67:699-706.
38. Cal K. 2006. Skin penetration of terpenes from essential oils and topical vehicles. Planta Med 72: 311-316.
39. Fini A, Bergamante V, Ceschel GC, Ronchi C, De Moraes CA. 2008. Control of transdermal permeation of hydrocortisone acetate from hydrophilic and lipophilic formulations. AAPS PharmSciTech 9:762-768.
40. Bender J, Simonsson C, Smedh M, Engstrom S, Ericson MB. 2008. Lipid cubic phases in topical drug delivery: Visualization of skin distribution using two-photon microscopy. J Control Release 129:163-169.
41. Lopes LB, Lopes JL, Oliveira DC, Thomazini JA, Garcia MT, Fantini MC, Collett JH, Bentley MV. 2006. Liquid crystalline phases of monoolein and water for topical delivery of cyclosporin A: Characterization and study of in vitro and in vivo delivery. Eur J Pharm Biopharm 63:146-155.
42. El Laithy HM, El-Shaboury KM. 2002. The development of Cutina lipogels and gel microemulsion for topical administration of fluconazole. AAPS PharmSciTech 3:E35.
43. Benavides T, Mitjans M, Martinez V, Clapes P, Infante MR, Clothier RH, Vinardell MP. 2004. Assessment of primary eye and skin irritants by in vitro cytotoxicity and phototoxicity models: An in vitro approach of new arginine-based surfactant-induced irritation. Toxicology 197:229-237.
44. Korting HC, Herzinger T, Hartinger A, Kerscher M, Angerpointner T, Maibach HI. 1994. Discrimination of the irritancy potential of surfactants in vitro by two cytotoxicity assays using normal human keratinocytes, HaCaT cells and 3T3 mouse fibroblasts: Correlation with in vivo data from a soap chamber assay. J Dermatol Sci 7: 119-129.
45. Osborne R, Perkins MA. 1994. An approach for development of alternative test methods based on mechanisms of skin irritation. Food Chem Toxicol 32:133-142.