Enhancement of stability and skin permeation by sucrose stearate and cyclodextrins in progesterone nanoemulsions

International Journal of Pharmaceutics

Volumn 393, Issue 1-2, 2010, Pages 153-161

  Klang, Victoria ^a   Matsko, Nadejda ^b   Zimmermann, Anna Maria ^a   Vojnikovic, Emina ^a   Valenta, Claudia ^a  

^a UNIVERSITY OF VIENNA   (Austria)

^b GRAZ UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

Cyclodextrin; Nanoemulsion; Progesterone; Submicron emulsion; Sucrose stearate

Indexed keywords

ALPHA CYCLODEXTRIN; BETA CYCLODEXTRIN; CATION; CYCLODEXTRIN DERIVATIVE; EXCIPIENT; GAMMA CYCLODEXTRIN; PHYTOSPHINGOSINE; PROGESTERONE; SUCROSE STEARATE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CHEMICAL STRUCTURE; CONTROLLED STUDY; DRUG DELIVERY SYSTEM; DRUG FORMULATION; DRUG STABILITY; NANOEMULSION; NONHUMAN; PARTICLE SIZE; PRIORITY JOURNAL; PROCESS OPTIMIZATION; SKIN PERMEABILITY; SURFACE PROPERTY; ZETA POTENTIAL;

EID: 77953361632     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2010.04.029     Document Type: Article

References (39)

1. Ayala-Bravo H.A., Quintanar-Guerrero D., Naik A., Kalia Y.N., Cornejo-Bravo J.M., Ganem-Quintanar A. Effects of sucrose oleate and sucrose laureate on in vivo human stratum corneum permeability. Pharm. Res. 2003, 20:1267-1273.
2. Bergh M., Magnusson K., Nilsson J.L., Karlberg A.T. Formation of formaldehyde and peroxides by air oxidation of high purity polyoxyethylene surfactants. Contact Dermatitis 1998, 39:14-20.
3. Bergh M., Shao L.P., Hagelthorn G., Gafvert E., Nilsson J.L., Karlberg A.T. Contact allergens from surfactants. Atmospheric oxidation of polyoxyethylene alcohols, formation of ethoxylated aldehydes, and their allergenic activity. J. Pharm. Sci. 1998, 87:276-282.
4. Biruss B., Valenta C. Skin permeation of different steroid hormones from polymeric coated liposomal formulations. Eur. J. Pharm. Biopharm. 2006, 62:210-219.
5. Bochot A., Trichard L., Le Bas G., Alphandary H., Grossiord J.L., Duchene D., Fattal E. alpha-Cyclodextrin/oil beads: an innovative self-assembling system. Int. J. Pharm. 2007, 339:121-129.
6. Bouwstra J.A., Honeywell-Nguyen P.L., Gooris G.S., Ponec M. Structure of the skin barrier and its modulation by vesicular formulations. Prog. Lipid Res. 2003, 42:1-36.
7. Brain K.R., Walters K.A., Watkinson A.C. Investigation of skin permeation in vitro. Dermal Absorption and Toxicity Assessment 1998, 161-187. Marcel Dekker, New York. M.S. Roberts, K.A. Walters (Eds.).
8. Calderilla-Fajardo S.B., Cazares-Delgadillo J., Villalobos-Garcia R., Quintanar-Guerrero D., Ganem-Quintanar A., Robles R. Influence of sucrose esters on the in vivo percutaneous penetration of octyl methoxycinnamate formulated in nanocapsules, nanoemulsion, and emulsion. Drug Dev. Ind. Pharm. 2006, 32:107-113.
9. Cazares-Delgadillo J., Naik A., Kalia Y.N., Quintanar-Guerrero D., Ganem-Quintanar A. Skin permeation enhancement by sucrose esters: a pH-dependent phenomenon. Int. J. Pharm. 2005, 297:204-212.
10. Challa R., Ahuja A., Ali J., Khar R.K. Cyclodextrins in drug delivery: an updated review. AAPS PharmSciTech 2005, 6:E329-E357.
11. Csoka G., Marton S., Zelko R., Otomo N., Antal I. Application of sucrose fatty acid esters in transdermal therapeutic systems. Eur. J. Pharm. Biopharm. 2007, 65:233-237.
12. Duchene D., Bochot A., Yu S.C., Pepin C., Seiller M. Cyclodextrins and emulsions. Int. J. Pharm. 2003, 266:85-90.
13. Golden M.G., Guzek D.B., Kennedy A.H., McKie J.E., Potts R.O. Stratum corneum lipid phase transitions and water barrier properties. Biochemistry 1987, 26:2382-2388.
14. Hashizaki K., Kageyama T., Inoue M., Taguchi H., Ueda H., Saito Y. Study on preparation and formation mechanism of n-alkanol/water emulsion using alpha-cyclodextrin. Chem. Pharm. Bull. (Tokyo) 2007, 55:1620-1625.
15. Hoeller S., Sperger A., Valenta C. Lecithin based nanoemulsions: a comparative study of the influence of non-ionic surfactants and the cationic phytosphingosine on physicochemical behaviour and skin permeation. Int. J. Pharm. 2009, 370:181-186.
16. Inoue M., Hashizaki K., Taguchi H., Saito Y. Emulsion preparation using beta-cyclodextrin and its derivatives acting as an emulsifier. Chem. Pharm. Bull. (Tokyo) 2008, 56:1335-1337.
17. Jansook P., Loftsson T. CDs as solubilizers: effects of excipients and competing drugs. Int. J. Pharm. 2009, 379:32-40.
18. Kunze, J., 2006. Development and application of a content determination method for 17-beta-estradiol and progesterone in an innovative hormone emulsion. Ph.D. Thesis, Faculty of Medicine, University of Ulm, Germany.
19. Loftsson T., Bodor N. Effect of cyclodextrins on percutaneous transport of drugs. Percutaneous Penetration Enhancers 1995, 335-342. CRC Press, Boca Raton, FL. E.W. Smith, H.I. Maibach (Eds.).
20. Loftsson T., Masson M. Cyclodextrins in topical drug formulations: theory and practice. Int. J. Pharm. 2001, 225:15-30.
21. Loftsson T., Vogensen S.B., Brewster M.E., Konradsdottir F. Effects of cyclodextrins on drug delivery through biological membranes. J. Pharm. Sci. 2007, 96:2532-2546.
22. Mason T.G., Wilking J.N., Meleson K., Chang C.B., Graves S.M. Nanoemulsions: formation, structure, and physikal properties. J. Phys.: Condens. Matter 2006, 18:R635-R666.
23. Meier W., Schreiber J. Intelligent polymers and self organizing liposome gel delivery systems. Delivery System Handbook for Personal Care and Cosmetic Products 2005, 587-602. William Andrew, Inc., New York. M.R. Rosen (Ed.).
24. Michniak-Kohn B.B., Wertz P.W., Al-Khalili M., Meidan V.M. Skin: physiology and penetration pathways. Delivery System Handbook for Personal Care and Cosmetic Products 2005, 77-100. William Andrew, Inc., New York. M.R. Rosen (Ed.).
25. Mueller R.H. Zetapotential und Partikelladung in der Laborpraxis 1996, Wissenschaftliche Verlagsgesellschaft mbH Stuttgart, Germany.
26. Piemi M.P., Korner D., Benita S., Marty Jp Positively and negatively charged submicron emulsions for enhanced topical delivery of antifungal drugs. J. Control Release 1999, 58:177-187.
27. Porras M., Solans C., González C., Martinez A., Guinart A., Gutiérrez J.M. Studies of formation of W/O nano-emulsions. Colloids Surf. A: Physicochem. Eng. Aspects 2004, 249:115-118.
28. Rother, P., 2009. Influence of cyclodextrins on oil-in-water emulsions containing hypromellose (HPMC) as a polymeric emulsifier. Ph.D. Thesis, Faculty of Chemistry and Pharmacy, Eberhard-Karls-Universität Tübingen, Germany.
29. Shakeel F., Baboota S., Ahuja A., Ali J., Aqil M., Shafiq S. Nanoemulsions as vehicles for transdermal delivery of aceclofenac. AAPS PharmSciTech 2007, 8:E104.
30. Shchipunov Y.A. Self-organising structures of lecithin. Russ. Chem. Rev. 1997, 66:301-322.
31. Shimada K., Kawano K., Ishii J., Nakamura T. Structure of inclusion complexes of cyclodextrins with triglyceride at vegetable oil/water interface. J. Food Sci. 1992, 57:655-656.
32. Shimada K., Ohe Y., Ohguni T., Kawano K., Ishii J., Nakamura T. Emulsifying properties of α-, β- and γ-cyclodextrins. Nippon Shokuhin Kogyo Gakkaishi 1991, 38:16-20.
33. Sonneville-Aubrun O., Simonnet J.T., L'Alloret F. Nanoemulsions: a new vehicle for skincare products. Adv. Colloid Interface Sci. 2004, 108-109:145-149.
34. Tadros T., Izquierdo P., Esquena J., Solans C. Formation and stability of nano-emulsions. Adv. Colloid Interface Sci. 2004, 108-109:303-318.
35. Valenta C., Nowak M., Hadgraft J. Influence of phloretin and 6-ketocholestanol on the permeation of progesterone through porcine skin. Int. J. Pharm. 2001, 217:79-86.
36. Valenta C., Wedenig S. Effects of penetration enhancers on the in-vitro percutaneous absorption of progesterone. J. Pharm. Pharmacol. 1997, 49:955-959.
37. Yilmaz E., Borchert H.H. Design of a phytosphingosine-containing, positively-charged nanoemulsion as a colloidal carrier system for dermal application of ceramides. Eur. J. Pharm. Biopharm. 2005, 60:91-98.
38. Yu S.C., Bochot A., Bas G.L., Cheron M., Mahuteau J., Grossiord J.L., Seiller M., Duchene D. Effect of camphor/cyclodextrin complexation on the stability of O/W/O multiple emulsions. Int. J. Pharm. 2003, 261:1-8.
39. Zoppetti G., Puppini N., Ospitali F., Fini A. Solid state characterization of progesterone in a freeze dried 1:2 progesterone/HPBCD mixture. J. Pharm. Sci. 2007, 96:1729-1736.