Photostability and solubility improvement of β-cyclodextrin-included tretinoin

Journal of Inclusion Phenomena and Macrocyclic Chemistry

Volumn 59, Issue 3-4, 2007, Pages 293-300

  Caddeo, Carla ^a   Manconi, Maria ^a   Valenti, Donatella ^a   Pini, Elena ^b   Sinico, Chiara ^a  

^a UNIVERSITY OF CAGLIARI   (Italy)

^b UNIVERSITY OF MILAN   (Italy)

Author keywords

Cyclodextrin; Inclusion complex; Phase solubility study; Photostability study; Tretinoin

Indexed keywords

EID: 36048997853     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-007-9326-z     Document Type: Article

References (30)

1. Mandy, S.A., Thorne, E.G.: A comparison of the efficacy and safety of tretinoin cream 0.025% and 0.05%. Adv. Ther. 7, 94-99 (1990).
2. Elias, P.M.: Epidermal effects of retinoids. Supramolecular observations and clinical implications. J. Am. Acad. Dermatol. 15, 797-809 (1986).
3. Elbaum, D.J.: Comparison of the stability of topical isotretinoin and topical tretinoin and their efficacy in acne. J. Am. Acad. Dermatol. 19, 486-491 (1988).
4. Motto, M.G., Facchine, K.L., Hamburg, P.F., Burinsky, D.J., Dunphy, R., Oyler, A.R., Cotter, M.L.: Separation and identification of retinoic acid photoisomers. J. Chromatogr. 481, 255-262 (1989).
5. Connors, K., Amidon, G., Kennon, L.: Chemical Stability of Pharmaceuticals. John Wiley and Sons, New York (1979).
6. Carstensen, J.: Drug Stability: Principles and Practices, Marcel Dekker, New York (1990).
7. Deflandre, A., Lang, G.: Photostability assessment of sunscreens. Benzylidene camphor and dibenzoylmethane derivatives. Int. J. Cosmet. Sci. 10, 53-62 (1988).
8. Dromgoole, S.H., Maibach, H.I.: Sunscreening agent intolerance: contact and photocontact sensitization and contact urticaria. J. Am. Acad. Dermatol. 22, 1068-1078 (1990).
9. Manconi, M., Sinico, C., Valenti, D., Loy, G., Fadda, A.M.: Niosomes as carriers for tretinoin I. Preparation and properties. Int. J. Pharm. 234, 237-248 (2002).
10. Manconi, M., Sinico, C., Valenti, D., Loy, G., Fadda, A.M.: Niosomes as carriers for tretinoin II. Influence of vesicular incorporation on tretinoin photostability. Int. J. Pharm. 260, 261-272 (2003).
11. Loukas, Y.L., Jayasekera, P., Gregoriadis, G.: Characterization and photoprotection studies of a model γ-cyclodextrin-included photolabile drug entrapped in liposomes incorporating light absorbers. J. Phys. Chem. 99, 11035-11040 (1995).
12. Loftsson, T., Brewster, M.E.: Pharmaceutical applications of cyclodextrins. 1. Drug solubilazation and stabilization. J. Pharm. Sci. 85, 1017-1025 (1996).
13. Andersen, F., Bundgaard, H.: Inclusion complexation of metronidazole benzoate with β-cyclodextrin and its depression of anhydrate-hydrate transition in aqueous suspensions. Int. J.Pharm. 19, 189-197 (1984).
14. Loukas, Y.L., Vraka, V., Gregoriadis, G.: Fluorimetric studies of the formation of riboflavin-β-cyclodextrin inclusion complex: determination of the stability constant by use of a non-linear leastsquares model. J. Pharm. Pharmacol. 49, 127-130 (1997).
15. Nalluri, B.N., Chowdary, K.P.R., Murthy, K.V.R., Hayman, A.R., Becket, G.: Physicochemical characterization and dissolution properties of nimesulide-cyclodextrin binary systems. AAPS Pharm. Sci. Tech. 4(1), E2 (2003).
16. Scalia, S., Casolari, A., Iaconinoto, A., Simeoni, S.: Comparative studies of the influence of cyclodextrins on the stability of the sunscreen agent, 2-ethylhexyl-p-methoxycinnamate. J. Pharm. Biomed. Anal. 30, 1181- (2002).
17. Mukne, P., Nagarsenker, M.S.: Triamterene-β-cyclodextrin systems: preparation, characterization and in vivo evaluation. AAPS Pharm. Sci. Tech. 5(1), article 19, E19 (2004).
18. Duchêne, D., Wouessidjewe, D.: Pharmaceutical uses of cyclodextrins and derivatives. Drug Dev. Ind. Pharm. 16, 2487-2499 (1990).
19. Frömming, K.H., Szejtli, J.: Cyclodextrins in Pharmacy, Topics in Inclusion Science, Kluwer, Dordrecht (1994).
20. Anadolou, R.Y., Sen, T., Tarimci, N., Birol, A., Erdem, C.: Improved efficacy and tolerability of retinoic acid in acne vulgaris: a new topical formulation with cyclodextrin complex ψ. J. Eur. Acad. Dermatol. Venereol. 18, 416-421 (2004).
21. Dollo, A.G., Le Corre, P., Chevanne, F., Le Verge, R.: Inclusion complexation of amide-typed local anaesthetics with beta-cyclodextrins and its derivatives. Int. J. Pharm. 131, 219-228 (1996).
22. Barbato, F., Cappello, B., La Rotonda, M.I., Miro, A., Quaglia, F.: Diclofenac β-cyclodextrin binary systems: a study in solution and in the solid state. J. Incl. Phenom. 46, 179-185 (2003).
23. Higuchi, T., Connors, K.A.: Phase-solubility techniques. Adv. Anal. Chem. Instrum. 4, 117-212 (1965).
24. Montassier, P., Duchêne, D., Poelman, M.C.: Inclusion complexes of tretinoin with cyclodextrins. Int. J. Pharm. 153, 199-209 (1997).
25. Djedaini, F., Lin, S.Z., Perly, B.: Nuclear magnetic resonance of cyclodextrins, derivatives and inclusion compounds. In: Duchêne, D (ed.) New trends in Cyclodextrin and Derivatives, pp. 217-246. Editions de Santè, Paris, (1991).
26. Pose-Vilarnovo, B., Perdomo-Lòpez, I., Echezarreta-Lopez, M., Schroth-Pardo, P., Estrada, E., Torres-Labandeira, J.J.: Eur. J. Pharm. Sci. 13, 325-331 (2001).
27. Ficarra, R., Ficarra, P., Di Bella, M.R., Raneri, D., Tommasini, S., Calabro, M.L., Gamberini, M.C., Rustichelli, C.: Study of beta-blockers/beta- cyclodextrins inclusion complex by NMR, DSC, X-ray and SEM investigation. J. Pharm. Biomed. Anal. 23, 33-40 (2000).
28. Manca, M.L., Zaru, M., Ennas, G., Valenti, D., Sinico, C., Loy, G., Fadda, A.M.: Diclofenac-β-cyclodextrin binary systems: physicochemical characterization and in vitro dissolution and diffusion studies. AAPS Pharm. Sci. Tech. 6(3), E464 (2005).
29. Noy, N.: The ionization behavior of retinoic acid in aqueous enviroments and bound to serum albumin. Biochim. Biophys. Acta. Biomembr. 1106(1), 151-158 (1992).
30. Guo, Q.-X., Ren, T., Fang, Y.P., Liu, Y.-C.: Binding of vitamin A by β-cyclodextrin and heptakis(2,6-O-dimethyl)-β-cyclodextrin. J. Incl. Phenom. Molec. Recogn. Chem. 22, 251-256 (1995).