Enhancing effect of modified beta-cyclodextrins on in vitro skin permeation of estradiol

Revista Brasileira de Ciencias Farmaceuticas/Brazilian Journal of Pharmaceutical Sciences

Volumn 43, Issue 1, 2007, Pages 111-120

  De Paula, Daniel ^a   Oliveira, Dionéia Camilo Rodrigues ^a   Tedesco, Antônio Cláudio ^a   Bentley, Maria Vitória Lopes Badra ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Absorption enhancer; Estradiol; Hydroxypropyl cyclodextrin; Inclusion complexation; Methylated cyclodextrin; Skin permeation

Indexed keywords

2 HYDROXYPROPYL BETA CYCLODEXTRIN; BETA CYCLODEXTRIN DERIVATIVE; ESTRADIOL; METHYLATED BETA CYCLODEXTRIN; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; COMPLEX FORMATION; CONTROLLED STUDY; DIFFERENTIAL SCANNING CALORIMETRY; DRUG SOLUBILITY; IN VITRO STUDY; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SKIN PERMEABILITY; SKIN SURFACE; STRATUM CORNEUM;

EID: 34249816791     PISSN: 15169332     EISSN: None     Source Type: Journal    
DOI: 10.1590/S1516-93322007000100014     Document Type: Article

References (31)

1. ALBERS E, MULLER BW. Complexation of steroid hormones with cyclodextrin derivatives: substituent effects of the guest molecule on solubility and stability in aqueous solution. J. Pharm. Sci., New York, v.81, p.756-761, 1992.
2. ARIMA, H.; MIYAJI, T.; IRIE, T.; HIRAYAMA, F.; UEKAMA, K. Enhancing effect of hydroxypropyl-b-cyclodextrin on cutaneous penetration and activation of ethyl 4-biphenylyl acetate in hairless mouse skin. Eur. J. Pharm. Sci., Amsterdam, v.6, p.53-59, 1998.
3. BABU, R.J.; PANDIT, J.K. Effect of cyclodextrins on the complexation and transdermal delivery of bupranolol through rat skin. Int. J. Pharm., Amsterdam, v.271, p. 155-165,2004.
4. BENTLEY, M.V.L.B.; VIANNA, R.F.; WILSON, S.; COLLETT, J.H. Characterization of the influence of some cyclodextrins on the stratum corneum from the hairless mouse. J. Pharm. Pharmacol., London, v.49, p.397-402, 1997.
5. DEL VALLE, E.M.M. Cyclodetrins and their uses: a review. Process Biochem., London, v.39, p. 1033-1046, 2004.
6. DOLLO, G.; LE CORRE, P.; CHEVANNE, F.; LE VERGE, R. Inclusion complexation of amide-typed local anaesthetics with β-cyclodextrin and its derivatives. I. Physicochemical characterization. Int. J. Pharm., Amsterdam, v.131, p.219-228, 1996.
7. ESSA, E.A.; BONNER, M.C.; BARRY, B.W. Electrically assisted skin delivery of liposomal estradiol; phospholipid as damage retardant. J. Control. Rel., Amsterdam, v.95, p.535-546, 2004.
8. GREEN, A.R.; MILLER, E.S.; GUILLORY, J.K. Physical properties of the complexes formed between heptakis (2, 6-di-O-methyl)-b-cyclodextrin, b-cyclodextrin, and chlorambucil. J. Pharm. Sci., Easton, v.80, p.186-189, 1991.
9. HADGRAFT, J. Skin deep. Eur. J. Pharm. Biopharm., Amsterdam, v.58, p.291-299, 2004.
10. HIGUCHI, T. and CONNORS, K.A. Phase solubility techniques. Adv. Anal. Chem. Instr., New York, v.4, p.117-212, 1965.
11. KENEMANS, P.; VAN UNNIK, G.A.; MIJATOVIC, V.; VAN DER MOOREN, M.J. Perspectives in hormone replacement therapy. Maturitas, Ireland, v.38, Suppl, S41-S48, 2001.
12. LOFTSSON, T.; BREWSTER, M.E. Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization. J. Pharm. Sci., Easton, v.85, p.1017-1025, 1996.
13. LOFTSSON, T.; HREINSDÓTTIR, D.; MÁSSON, M. Evaluation of cyclodextrin solubilization of drugs. Int. J. Pharm., Amsterdam, v.302, p. 18-28, 2005.
14. LOFTSSON, T.; MÁSSON, M. Cyclodextrins in topical drug formulations: theory and practice. Int. J. Pharm., Amsterdam, v.225, p. 15-30, 2001.
15. LOPEZ, R.F.V.; COLLETT, J.H.; BENTLEY, M.V.L.B. Influence of cyclodextrin complexation on the in vitro permeation and skin metabolism of dexamethasone. Int. J. Pharm., Amsterdam, v.200, p. 127-132, 2000.
16. MÁSSON, M.; LOFTSSON, T.; JÓNSDÓTTIR, S.; FRTDRIKSDÓTTIR, H.; PETERSEN, D.S. Stabilization of ionic drugs through complexation with non-ionic and ionic cyclodextrins. Int. J. Pharm., Amsterdam, v.164, p.45-55, 1998.
17. MÁSSON, M.; LOFTSSON, T.; MÁSSON, G.; STEFÁNSSON, E. Cyclodextrins as permeation enhancers: some theoretical evaluations and in vitro testing. J. Control. Rel., Amsterdam, v.59, p.107-118, 1999.
18. MATSUDA, H.; ARIMA, H. Cyclodextrins in transdermal and rectal delivery. Adv. Drug Deliv. Rev., Amsterdam, v.36, p.81-99, 1999.
19. MILLER, M.M.; FRANKLIN, K.J.B. Theoretical basis for the benefit of postmenopausal estrogen substitution. Exp. Gerontol., London, v.34, p.587-604, 1999.
20. MOYANO, J.R.; ARIAS-BLANCO, M.J.; GINÉS, J.M.; GIORDANO, F. Study of the complexation behaviour of gliclazide with partially methylated b-cyclodextrin in solution and solid state. Int. J. Pharm., Amsterdam, v.157, p.239-243, 1997.
21. MURA, P.; FURLANETTO, S.; CIRRI, M.; MAESTRELLI, F.; CORTI, G.; PINZAUTI, S. Interaction of naproxen with ionic cyclodextrins in aqueous solution and in the solid state. J. Pharm. Biomed. Anal, London, v.37, p.987-994, 2005.
22. PRALHAD, T.; RAJENDRAKUMAR, K. Study of freeze-dried quercetin- cyclodextrin binary systems by DSC, FT-IR, X-ray diffraction and SEM analysis. J. Pharm. Biomed. Anal., London, v.34, p.333-339, 2004.
23. PRAUSNITZ, M.R.; MITRAGOTRI, S.; LANGER, R. Current status and future potential of transdermal drug delivery. Nat. Rev. Drug. Discov., London, v.3, p. 115-124, 2004.
24. RUSSELL, J.A.; MALCOLM, R.K.; CAMPBELL, K.; WOOLFSON, A.D. High-performance liquid chromatographic determination of 17beta-estradiol and 17beta-estradiol-3-acetate solubilities and diffusion coefficents in silicone elastromeric intravaginal rings. J. Chromatogr. B., Amsterdam, v.744, p.157-163, 2000.
25. STELLA, V.J.; RAO, V.M.; ZANNOU, E.A.; ZIA, V. Mechanisms of drug release from cyclodextrin complexes. Adv. Drug Deliv. Rev., Amsterdam, v.36, p.3-16, 1999.
26. SURBER, C.; SCHWARB, F.P.; SMITH, E.W. in: BRONAUGH, R.L.; MAIBACH, H.I. (Eds.), Percutaneous absorption: Drugs-cosmetics-mechanisms-methodology, New York: Marcel Dekker, 1999. p. 395-410.
27. VENTURA, C.A.; PUGLISI, G.; ZAPPALÀ, M.; MAZZONE, G. A physico-chemical study on the interaction between papaverine and natural and modified β-cyclodextrins. Int. J. Pharm., Amsterdam, v.160, p.163-172, 1998.
28. VIANNA, R.F.L.; BENTLEY, M.V.L.B.; RIBEIRO, G.; CARVALHO, F.S.; NETO, A.F.; OLIVEIRA, D.C.R.; COLLETT, J.H. Formation of cyclodextrin inclusion complexes with corticosteroids: their characterization and stability. Int. J. Pharm., Amsterdam, v. 167, p.205-213, 1998.
29. VOLLMER, U.; MÜLLER, B.M.; PEETERS, J.; MESENS, J.; WILFFERT, B.; PETERS, T. A study of the percutaneous absorption-enhancing effects of cyclodextrin derivatives in rats. J. Pharm. Pharmacol., London, v.46, p.19-22, 1994.
30. WARMING, L.; RAVN, P.; CHRISTIANSEN, C. Levonorgestrel and 17-beta-estradiol given trandermally for the prevention of postmenopausal osteoporosis. Maturitas, Ireland, v.50, p.78-85, 2005.
31. WILLIAMS, A.C.; BARRY, B.W. Penetration Anhancers. Adv. Drug Deliv. Rev., Amsterdam, v.56, p.603-618, 2004.