In vitro evaluation of quercetin cutaneous absorption from topical formulations and its functional stability by antioxidant activity

International Journal of Pharmaceutics

Volumn 328, Issue 2, 2007, Pages 183-190

  Casagrande, Rúbia ^a,b   Georgetti, Sandra R ^a   Verri Jr , Waldiceu A ^a   Borin, Maria F ^a   Lopez, Renata F V ^a   Fonseca, Maria J V ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

^b STATE UNIVERSITY OF LONDRINA   (Brazil)

Author keywords

Antioxidant; Cutaneous absorption; Flavonoid; Free radicals; Quercetin; Stability test

Indexed keywords

CARBOMER; LIPID; MALONALDEHYDE; POLYSORBATE 80; PYROXYLIN; QUERCETIN;

ANIMAL TISSUE; ANTIOXIDANT ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG ABSORPTION; DRUG FORMULATION; DRUG RELEASE; DRUG RETENTION; DRUG STABILITY; EMULSION; NONHUMAN; PRIORITY JOURNAL; PROTON TRANSPORT; SKIN; TIME;

ADMINISTRATION, CUTANEOUS; ANIMALS; ANTIOXIDANTS; DRUG STABILITY; EXCIPIENTS; FREE RADICALS; PICRATES; POLYSORBATES; QUERCETIN; SKIN; SKIN ABSORPTION; SOLUBILITY; SWINE;

EID: 33845422617     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2006.08.006     Document Type: Article

References (60)

1. Afanas'ev I.B., Dorozhko A.I., Brodskii A.V., Kostyuk A., and Potapovitch A.I. Chelating and free radical scavenging mechanisms of inhibitory action of rutin and quercetin in lipid peroxidation. Biochem. Pharmacol. 38 (1989) 1763-1769
2. Aquino R., Morelli S., Tomaino A., Pellegrino M., Saija A., Grumetto L., Puglia C., Ventura D., and Bonina F. Antioxidant and photoprotective activity of a crude extract of Culcitium reflexum H.B.K. leaves and their major flavonoids. J. Ethnopharmacol. 79 (2002) 183-191
3. Bentley M.V.L.B., Marchetti J.M., Ricardo N., Ali-Abi Z., and Collet J.H. Influence of lecithin on some physical chemical properties of poloxamer gels: rheological, microscopic and in vitro permeation studies. Int. J. Pharm. 193 (1999) 49-55
4. Bhatia K.S., and Singh J. Pig ear skin as a model for predicting percutaneous absorption in man. Pharm. Sci. 2 (1996) 275-276
5. Blois M.S. Antioxidant determinations by the use of a stable free radical. Nature 181 (1958) 1199-1200
6. Bonina F.P., Montenegro L., Scrofani N., Esposito E., Cortesi R., Menegatti E., and Nastruzzi C. Effects of phospholipid based formulations on in vitro and in vivo percutaneous absorption of methyl nicotinate. J. Control. Rel. 34 (1995) 53-63
7. Bonina F., Lanza M., Montenegro L., Puglisi C., Tomaino A., Trombetta D., Castelli F., and Saija A. Flavonoids as potential protective agents against photo-oxidative skin damage. Int. J. Pharm. 145 (1996) 87-94
8. Bronaugh R.L., and Collier S.W. In vitro methods for measuring skin permeation. In: Zatz J.L. (Ed). Skin Permeation-Fundamentals and Application (1993), Allured, Wheaton 93-111
9. Buege J.A., and Aust S.D. Microsomal lipid peroxidation. Meth. Enzymol. 52c (1978) 302-310
10. Carstensen J.T. Disperse and aggregated systems. In: Carstensen J.T. (Ed). Drugs Stability-Principles and Practices (1995), Marcel Dekker, Inc., New York 172-175
11. Casagrande R., Georgetti S.R., Verri Jr. W.A., Dorta D.J., dos Santos A.C., and Fonseca M.J.V. Protective effect of topical formulations containing quercetin against UVB-induced oxidative stress in hairless mice. J. Photochem. Photobiol. B 84 (2006) 21-27
12. Crutcher W., and Maibach H.I. The effect of perfusion rate on in vitro percutaneous penetration. J. Invest. Dermatol. 53 (1969) 264-269
13. D'León L.F.P. Estudos de estabilidade de produtos cosméticos. Cosmet. & Toilet 13 (2001) 54-64
14. Dinis T.C.P., Madeira V.M.C., and Almeida L.M. Action of phenolic derivatives (acetaminophen, salicylate, and 5-aminosalicylate) as inhibitors membrane lipid peroxidation and peroxyl radical scavengers. Arch. Biochem. Biophys. 315 (1994) 161-169
15. Dreher F., Dening N., Gabard B., Schwindt D.A., and Maibach H.I. Effect of topical antioxidants on UV-induced erythema formation when administered after exposure. Dermatology 198 (1999) 52-55
16. Evelson P., Ordóñez C.P., Llesuy S., and Boveris A. Oxidative stress and in vivo chemiluminescence in mouse skin exposed to UVA radiation. J. Photochem. Photobiol. B 38 (1997) 215-219
17. Formica J.V., and Regelson W. Review of the biology of quercetina and related bioflavonoids. Food Chem. Toxicol. 33 (1995) 1061-1080
18. Fuchs J., Huflejt M.E., Rothfuss L.M., Wilson D.S., Carcamo L., and Packer L. Impairment of enzymic and nonenzymic antioxidants in skin by UVB irradiation. J. Invest. Dermatol. 93 (1989) 769-773
19. Fuchs J., Podda M., and Zollner T. Redox modulation and oxidative stress in dermatotoxicology. In: Fuchs J., and Packer L. (Eds). Environmental Stressors in Health and Disease (2001), Marcel Dekker, Inc., New York 237-271
20. Fuchs J.V., Zollner T.M., Kaufmann R., and Podda M. Redox-modulation pathways in inflammatory skin diseases. Free Radic. Biol. Med. 30 (2001) 337-353
21. Georgetti S.R., Casagrande R., Moura de Carvalho F.T., Verri W.A.Jr., and Fonseca M.J.V. Evaluation of the antioxidant activity of soybean extract by different in vitro methods and investigation of this activity after its incorporation in topical formulations. Eur. J. Pharm. Biopharm. 64 (2006) 99-106
22. Gutteridge J.M.C. Thiobarbituric acid-reactivity following iron-dependent free-radical damage to amino acids and carbohydrates. FEBS Lett. 128 (1981) 343-346
23. Higuchi W.I. Analysis of data on the medicament release from ointments. J. Pharm. Sci. 51 (1962) 802-804
24. Inal M.E., and Kahraman A. The protective effect of flavonol quercetin against ultraviolet a induced oxidative stress in rats. Toxicology 154 (2000) 21-29
25. Kohen R. Skin antioxidants: their role in aging and in oxidative stress-new approaches for their evaluation. Biomed. Pharmacother. 53 (1999) 181-192
26. Ishige K., Schubert D., and Sagara Y. Flavonoids protect neuronal cells from oxidative stress by three distinct mechanisms. Free Radic. Biol. Med. 30 (2001) 433-446
27. 2+ ions. A proposed model for phosphate-stimulated lipid peroxidation. J. Biol. Chem. 271 (1996) 2929-2934
28. Larrucea E., Arellano A., Santoyo S., and Ygartua P. 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 (2001) 113-119
29. Lopez R.F.V., Bentley M.V.L.B., Delgado-Charro M.B., Salomon D., van den Bergh H., Lange N., and Guy R.H. Enhanced delivery of 5-aminolevulinic acid esters by iontophoresis in vitro. Photochem. Photobiol. 77 (2003) 304-308
30. Merclin N., Bramer T., and Edsman K. Iontophoretic delivery of 5-aminolevulinic acid and its methyl ester using a carbopol gel as vehicle. J. Control. Rel. 98 (2004) 57-65
31. Meylan W.M., and Howard P.H. Atom/fragment contribution method for estimating octanol-water partition coefficients. J. Pharm. Sci. 84 (1995) 83-92
32. Morel I., Lescoat G., Cogrel P., Sergent O., Pasdeloup N., Brissot P., Cillard P., and Cillard J. Antioxidant and iron-chelation activities of the flavonoids catechin, quercetin and diosmetin on iron-loaded rat hepatocyte cultures. Biochem. Pharmacol. 45 (1993) 13-19
33. Morikawa K., Nonaka M., Narahara M., Torri I., Kawaguchi K., Yoshikawa T., Kumazawa Y., and Morikawa S. Inhibitory effect of quercetin on carrageenan-induced inflammation in rats. Life Sci. 74 (2003) 709-721
34. Mortimer P.S. Therapy approaches for lymphedema. Angiology 48 (1997) 87-91
35. Nuutila A.M., Puupponen-Pimiä R., Aarni M., and Oksman-Caldentey K.-M. Comparison of antioxidant activities of onion and garlic extracts by inhibition of lipid peroxidation and radical scavenging activity. Food Chem. 81 (2003) 485-493
36. Ohkawa H., Ohishi N., and Yagi K. Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal. Biochem. 95 (1979) 351-358
37. Parejo I., Codina C., Petrakis C., and Kefalas P. Evaluation of scavenging activity assessed by Co(II)/EDTA-induced luminol chemiluminescence and DDPH{radical dot} (2,2-diphenyl-1-picrylhydrazyl) free radical assay. J. Pharmacol. Toxicol. Meth. 44 (2000) 507-512
38. Pietta P., Gardana C., and Pietta A. Flavonoids in herbs. In: Rice-Evans C.A., and Packer L. (Eds). Flavonoids in Health and Disease (2003), Marcel Dekker, Inc., New York 43-71
39. Rodrigues T., Santos A.C., Pigoso A.A., Mingatto F.E., Uyemura S.A., and Curti C. Thioridazine interacts with the membrane of mitochondria acquiring antioxidant activity toward apoptosis-potentially implicated mechanisms. Br. J. Pharmacol. 136 (2002) 136-142
40. Röpke C.D., Kaneko T.M., Rodrigues R.M., Silva V.V., Barros S., Sawada T.C.H., Kato M.J., and Barros S.B.M. Evaluation of percutaneous absorption of 4-nerolidylcathecol from four topical formulations. Int. J. Pharm. 249 (2002) 109-116
41. Saija A., Scalese M., Lanza M., Marzullo D., Bonina F., and Castelli F. Flavonoids as antioxidant agents: Importance of their interaction with biomembranes. Free Radic. Biol. Med. 19 (1995) 481-486
42. Saija A., Tomaino A., Trombetta D., Giacchi M., De Pasquale A., and Bonina F. Influence of different penetration enhancers on in vitro skin permeation and in vivo photoprotective effect of flavonoids. Int. J. Pharm. 175 (1998) 85-94
43. Saija A., Tomaino A., Trombetta D., De Pasquale A., Uccella N., Barbuzzi T., Paolino D., and Bonina F. In vitro and in vivo evaluation of caffeic and ferulic acids as topical photoprotetive agents. Int. J. Pharm. 199 (2000) 39-47
44. Santos A.C., Uyemura S.A., Lopes J.L.C., Bazon J.N., Mingatto F.E., and Curti C. Effect of naturally occurring flavonoids on lipid peroxidation and membrane permeability transition in mitochondria. Free Radic. Biol. Med. 24 (1998) 1455-1461
45. Schoemaker J.H., Schoemaker M.T., Zijlstra H., and van der Horst F.A. Treatment of erythropoietic protoporphyria with hydroxyethylrutosides. Dermatology 191 (1995) 36-38
46. Shah V.P., and Maibach H.I. Topical Drugs Biovailability, Bioequivalence, and Penetration (1993), Plenum Press, New York
47. Shindo Y., Witt E., Han D., and Packer L. Dose-response effects of acute ultraviolet irradiation on antioxidants and molecular markers of oxidation in murine epidermis and dermis. J. Invest. Dermatol. 102 (1994) 470-475
48. Simon P., Veverka M., and Okuliar J. New screening method for the determination of stability of pharmaceuticals. Int. J. Pharm. 270 (2004) 21-26
49. Singh S. Drug stability testing and shelf-life determination according to international guidelines. Pharm. Technol. 23 (1999) 68-88
50. Skaper S.D., Fabris M., Ferrari V., Carbonare M.D., and Leon A. Quercetin protects cutaneous tissue-associated cell typesincluding sensory neurons from oxidative stress induced by glutathione depletion: cooperative effects ascorbic acid. Free Radic. Biol. Med. 22 (1997) 669-678
51. Smith G.J., Thomsen S.J., Markham K.R., Andary C., and Cardon D. The photostabilities of naturally occurring 5-hydroxyflavones, flavonols, their glycosides and their aluminium complexes. J. Photochem. Photobiol. A: Chem. 136 (2000) 87-91
52. Surber C., Wilhelm K.-P., and Maibach H.I. In-vitro skin pharmacokinetics of acitretin: percutaneous absorption studies in intact and modified skin from three different species using different receptor solutions. J. Pharm. Pharmacol. 43 (1991) 836-840
53. Valenta C., and Janisch M. Permeation of cyproterone acetate through pig skin from different vehicles with phosphoipids. Int. J. Pharm. 258 (2003) 133-139
54. van Acker S.A.B.E., van Balen G.P., van der Berg D.-J., Bast A., and van der Vijgh W.J.F. Influence of iron chelation on the antioxidant activity of flavonoids. Biochem. Pharmacol. 56 (1998) 935-943
55. Wagner H., Kostka K.-H., Lehr C.-M., and Schaefer U.F. Interrelation of permeation and penetration parameters obtained from in vitro experiments with human skin and skin equivalents. J. Control. Rel. 75 (2001) 283-295
56. Weber C., Podda M., Rallis M., Thiele J.J., Traber M.G., and Packer L. Efficacy of topically applied tocopherols and tocotrienols in protection of murine skin from oxidative damage induced by UV-irradiation. Free Radic. Biol. Med. 22 (1997) 761-769
57. Wessels P., Holz M., Erni F., Krummen K., and Ogorka J. Statistical evaluation of stability data of pharmaceutical products for specification setting. Drug Dev. Ind. Pharm. 23 (1997) 427-439
58. Wheeler L.A., Aswad A., Connor M.J., and Lowe N. Depletion of cutaneous glutathione and the induction of inflammation by 8-methoxypsoralen plus UVA radiation. J. Invest. Dermatol. 87 (1986) 658-662
59. Zatz J.L. Percutaneous absorption. In: Smolen V.F., and Ball L.A. (Eds). Controlled Drug Biovailability (1985), John Wiley & Sons, New York 185-239
60. Zatz J.L. Scratching the surface: rationale and approaches to skin permeation. In: Zatz J.L. (Ed). Skin Permeation-Fundamentals and Application (1993), Allured, Wheaton 11-31