TOPICAL APPLICATION OF DRUGS: MECHANISMS INVOLVED IN CHEMICAL ENHANCEMENT

REFERENCES

• Wertz P. W., Downing D. T. Stratum corneum: biological and biochemical considerations. Transdermal Drug Delivery, J. Hadgraft, R. H. Guy. Marcel Dekker, New York, Basel 1989; 1–17
   Google Scholar
• Boddé H., Kruithof M., Brussee J., Koerten H. Visualisation of normal and enhanced HgCl2 transport through human skin in vitro. Int. J. Pharm. 1989; 253: 13–24
   Google Scholar
• Potts R. O., Guy R. H. Predicting skin permeability. Pharm. Res. 1992; 9: 663–669
   PubMed Web of Science ®Google Scholar
• Ponec M., Weerheim A., Kempenaar J., Mommaas A. M., Nugieren D. H. Lipid composition of cultured human keratinocytes in relation to their differentiation. J. Lipid Res. 1988; 29: 949–996
   PubMed Web of Science ®Google Scholar
• Wertz P. W., Downing D. T. Physiology, Biochemistry and Molecular Biology in the Skin, L. A. Goldsmith. 2nd Ed., Oxford University Press. 1991; 205–236
   Google Scholar
• Schurer N. Y., Elias P. M. The biochemistry and function of stratum corneum. Adv. in Lipid Res. 1991; 24: 27–56
   PubMedGoogle Scholar
• Breathnach A. S., Goodman T., Stolinsky C., Gross M. Freeze fracture replication of cells of stratum corneum of human cells. J. Anat. 1973; 114: 65–81
   PubMedGoogle Scholar
• Breathnach A. S. Aspects of epidermal structure. J. Invest. Dermatol. 1975; 65: 2–12
   PubMed Web of Science ®Google Scholar
• Madison K. C., Swarzendruber D. C., Wertz P. W., Downing D. T. Presence of intact intercellular lipid lamellae in the upper layers of the stratum corneum. J. Invest. Dermatol. 1987; 88: 714–718
   PubMed Web of Science ®Google Scholar
• Hou S. Y., Mitra A. K., White S. H., Menon G. K., Ghadially R., Elias P. Membranes structure in normal and essential fatty acid-deficient stratum corneum; characterization of ruthenium tetroxide staining and X-ray diffraction. J. Invest. Dermatol. 1991; 96: 215–223
   PubMed Web of Science ®Google Scholar
• Bouwstra J. A., Sibon O., Salomons-de Vries M. A., Spies F. Interactions between nanodispersions and human skin. Proceedings of the Controlled Rel. Society Meeting, Orlando, 1992, 481–482
   Google Scholar
• Downing D. T. Lipid and protein structures in the permeability barrier of mammalian epidermis. J. Lipid Res. 1992; 33: 301–314
   PubMed Web of Science ®Google Scholar
• Fartasch M., Bassakas I. D., Diepgen T. L. Disturbed extrusion mechanism of lamellar bodies in dry non-eczematous skin atopics. Br. J. Dermatol. 1992; 127: 221–227
   PubMed Web of Science ®Google Scholar
• Swartzendruber D. C. Studies of epidermal lipids using electron microscopy. Semin. Dermatol. 1992; 11: 157–161
   PubMedGoogle Scholar
• White S. H., Mirejovsky D., King G. I. Structure of lamellar lipid domains and corneocyte envelopes of murine stratum corneum. An X-ray diffraction study. Biochemistry 1988; 27: 3725–3732
   Google Scholar
• Bouwstra J. A., Gooris G. S., van der Spek J. A., Bras W. Structural investigations of human stratum corneum by small-angle X-ray scattering. J. Invest. Dermatol. 1991; 97: 1005–1012
   PubMed Web of Science ®Google Scholar
• Bouwstra J. A., Gooris G. S., Bras W., Downing D. T. Lipid organization in pig stratum corneum. J. Lipid Res. 1995; 36: 685–695
   PubMed Web of Science ®Google Scholar
• Bouwstra J. A., Gooris G. S., van der Spek J. A., Lavrijsen S., Bras W. The lipid and protein structure of mouse stratum corneum: a wide and small angle diffraction study. Biochim. Biophys. Acta 1994; 1212: 183–192
   PubMed Web of Science ®Google Scholar
• Garson J.-C., Doucet J., Lévêque J.-L., Tsoucaris G. Oriented structure in human stratum corneum revealed by X-ray diffraction. J. Invest. Dermatol. 1991; 96: 43–49
   PubMed Web of Science ®Google Scholar
• Bouwstra J. A., Gooris G. S., Salomons-de Vries M. A., van der Spek J. A., Bras W. Structure of human stratum corneum as a function of temperature and hydration: a wide-angle X-ray diffraction study. Int. J. Pharm. 1992; 84: 205–216
   Web of Science ®Google Scholar
• Fenske D. B., Thewalt J. L., Bloom M., Kitson N. Models of stratumcorneum intercellular membranes: 3H NMR of microscopically oriented multilayers. Biophys. J. 1994; 67: 1562–1573
   PubMedGoogle Scholar
• Gay C. L., Guy R. H., Golden G. M., Mak V. H.W., Francoeur M. L. Characterization of low-temperature (i.e. < 65°C) lipid transitions in human stratum corneum. J. Invest. Dermatol. 1994; 103: 233–239
   PubMed Web of Science ®Google Scholar
• Ongpipattanakul B., Francoeur M. L., Potts R. O. Polymorphism in stratum corneum lipids. Biochim. Biophys. Acta 1994; 1190: 115–122
   PubMed Web of Science ®Google Scholar
• Engblom J., Engström S., Fontell K. The effect of the skin penetration enhancer Azone® on fatty acid-sodium soap-water mixtures. J. Contr. Rel. 1995; 33: 299–305
   Web of Science ®Google Scholar
• Bouwstra J. A., Gooris G. S., Dubbelaar F. E.R., Weerheim A. M., Ponee M. Cholesterol sulfate, and fatty acids affect the skin stratumcorneum lipids organization. J. Invest. Dermatol. Proc. 1998; 3: 69–74
   PubMedGoogle Scholar
• Mezei M., Gulasekharam V. Liposomes—a selective drug delivery system for the topical route of administration. I. Lotion dosage forms. Life Sci. 1980; 26: 1473–1477
   Google Scholar
• Mezei M., Gulasekharam V. Liposonies—a selective drug delivery system for the topical route of administration. II. Gel dosage form. J. Pharm. Pharmacol. 1980; 34: 473–474
   Google Scholar
• Ho N. F.H., Ganesan M. G., Flynn G. L. Mechanism of topical delivery of liposomally entrapped drugs. J. Contr. Rel. 1985; 2: 61–65
   Google Scholar
• Ganesan M. G., Weiner N. D., Flynn G. L., Ho N. F.H. Influence of liposomal drug entrapment on percutaneous absorption. Int. J. Pharm. 1984; 20: 139–154
   Web of Science ®Google Scholar
• Knepp V. M., Hinz R. S., Szoka F. C., Guy R. H. Controlled drug release from a novel liposomal delivery system. I. Investigations of transdermal potential. J. Contr. Rel. 1988; 5: 211–221
   Google Scholar
• Knepp V. M., Szoka F. C., Guy R. H. Controlled drug release from a novel liposome delivery system. II. Transdermal delivery characteristics. J. Contr. Rel. 1990; 12: 25–30
   Web of Science ®Google Scholar
• Lasch J., Bouwstra J. A. Interactions of external lipids (lipid vesicles) with the skin. J. Liposome Res. 1995; 5: 543–569
   Google Scholar
• Foldvari M., Jarvis B., Ogueijofor C. J.N. Topical dosage form of liposomal tetraciane: effect of additives on the in vitro release and in vivo efficacy. J. Contr. Rel. 1993; 27: 193–205
   Web of Science ®Google Scholar
• Dowton S. M., Hu Z., Ramachandran C., Wallaeh D. F.H., Weiner N. Influence of liposomal composition on topical delivery of encapsulated cyclosporin A. I. An in vitro study using hairless mouse skin. STP Pharma Sciences 1993; 3: 404–407
   Google Scholar
• Hofland H. E.J., van den Geest R., Boddé H. E., Junginger H. E., Bouwstra J. A. Estradiol permeation from nonionic surfactant vesicles through human stratum corneum in vitro. Pharma. Res. 1994; 11: 659–664
   Google Scholar
• Kirjaivainen M., Urtti A., Jääskelänen I., Suhonen T. M., Paronen P., Valjakka-Koskela R., Kiesvaara J., Mönkkönen J. Interactions of liposomes with human skin in vitro—the influence of lipid composition and structure. Biochim. Biophys. Acta 1996; 1304: 179–189
   PubMedGoogle Scholar
• Hofland H. E.J., Bouwstra J. A., Spies F., Bodde H. E., Nagelkerke J., Cullander C., Junginger H. E. Interactions between non-ionic surfactant vesicles and human stratum corneum in vitro. J. Liposome Res. 1995; 5: 241–263
   Google Scholar
• van Hal D. A. Nonionic surfactant vesicles for dermal and transdermal drug delivery. Thesis, Leiden University. 1994; 149–176
   Google Scholar
• Lasch J., Laub R., Wohlrab W. How deep do intact liposomes penetrate into human skin?. J. Control. Release 1991; 18: 55–58
   Web of Science ®Google Scholar
• van Hal D., van Rensen A., de Vringer T., Junginger H., Bouwstra J. Diffusion of estradiol from non-ionic surfactant vesicles through human stratum corneum in vitro. J. Invest. Dermatol. 1996; 6: 72–78
   Google Scholar
• Meuwissen M. M., Mougin L., Junginger H. E., Bouwstra J. A. Transport of model drugs through skin in vitro and in vivo by means of vesicles. Proceed. Intern. Symp. Control. Rel. Bioact. Mater. 1996; 23: 303–304
   Google Scholar
• van Kuyk-Meuwissen M. E.M.J., Mougin L., Junginger H. E., Bouwstra J. A. Application of vesicles to rat skin in vivo: a confocal laser scanning microscopy study. J. Contr. Rel. 1998; 56: 189–196
   PubMedGoogle Scholar
• Fresta M., Puglisi G. Corticosteroid dermal delivery with skin-lipid liposomes. J. Contr. Rel. 1997; 44: 141–151
   Web of Science ®Google Scholar
• van den Bergh B. A.I., Salomons-de Vries M. A., Bouwstra J. A. Interactions between liposomes and stratum corneum studied by freeze substitution electron microscopy. Int. J. Pharm. 1998; 167: 57–67
   Google Scholar
• Korting H. C., Stolz W., Schmid M. H., Maierhofen G. Interactions of liposomes with human epidermis reconstructed in vitro. Br. J. Dermatol. 1995; 132: 571–579
   PubMed Web of Science ®Google Scholar
• Foldvari M., Gesztes A., Mezei M. Dermal drug delivery by liposome encapsulation, clinical and electron microscopic studies. J. Microsc. Encapsulation 1990; 7: 479–489
   PubMed Web of Science ®Google Scholar
• Cevc G., Blume G. Lipid vesicles penetrate into intact skin owing to the transdermal osmotic gradients and hydration force. Biochim. Biophys. Acta 1992; 1104: 226–232
   PubMed Web of Science ®Google Scholar
• van Kuyk-Meuwissen M. E.M.J., Junginger H. E., Bouwstra J. A. Interactions between liposomes and human skin in vitro a confocal laser scanning microscopy study. Biochim. Biophys. Acta 1998; 1371: 13–39
   Google Scholar
• du Plessis J., Ramanchandran C., Weiner N., Muller D. G. The influence of particle size of liposomes on the disposition of drugs into the skin. Int. J. Pharm. 1994; 103: 277–282
   Web of Science ®Google Scholar
• Touitou E., Levi-Schaffer F., Dayan N., Alhaique F., Riecieri F. Modulation of caffeine skin delivery by carrier design: liposomes versus permeation enhancers. Int. J. Pharm. 1994; 153: 131–136
   Google Scholar
• Lasch J., Wohlrab W. Liposome-bound cortisol: a new approach to cutaneous therapy. Biomed. Biochim. Acta 1986; 45: 1295–1299
   PubMedGoogle Scholar
• Wohlrab W., Lasch J. Penetration kinetics of liposomal hydrocortisone in human skin. Dermatologica 1987; 174: 18–22
   PubMedGoogle Scholar
• Michel C., Purmann T., Mentrup E., Seiller E., Kreuter J. Effect of liposomes on percutaneous penetration of lipophilic materials. Int. J. Pharm. 1992; 84: 93–105
   Web of Science ®Google Scholar
• Singhy R., Vyass S. P. Topical liposomal system for localized and controlled drug delivery. J. Dermatol. Sci. 1996; 13: 107–111
   PubMedGoogle Scholar
• Kim M.-K., Chung S.-J., Lee M.-H., Cho A.-R., Shim C.-K. Targeted and sustained delivery of hydrocortisone to normal and stratum corneum-removed skin without enhanced skin absorption using a liposome gel. J. Contr. Rel. 1997; 46: 243–251
   Web of Science ®Google Scholar
• Kumatsu H., Higazi K., Okamoto H., Miyakwa K., Hashida M., Sezaki H. Preservative activity and in vivo percutaneous penetration of butylparaben entrapped in liposomes. Chem. Pharm. Bull. 1986; 34: 3415–3422
   PubMedGoogle Scholar
• Komatsu H., Okamoto H., Miyagawa K., Hashida M., Sezaki H. Percutaneous absorption of butylparaben from liposomes in vitro. Chem. Pharm. Bull. 1986; 34: 3423–3430
   PubMedGoogle Scholar
• Masini V., Bonte F., Meybeck A., Wepierre J. Cutaneous bioavailability in hairless rats of tretinoin in liposomes or gel. J. Pharm. Sciences 1993; 82: 17–21
   PubMed Web of Science ®Google Scholar
• Artmann C., Roding J., Ghyczy M., Pratzel H. G. Liposomes from soya phospholipids as percutaneous drug carriers. Artzneim.-Forsch/Drug Res. 1990; 40, 12(11)1363–1365
   Google Scholar
• Artmann C., Roding J., Ghyczy M., Pratzel H. G. Liposomes from soya phospholipids as percutaneous drug carriers. Artzneim.-Forsch/Drug Res. 1990; 40, 12(11)1365–1368
   Google Scholar
• Gehring W., Ghyzhy M., Gloor M., Heitzler Ch., Roding J. Significance of empty liposomes alone and as drug carriers in dermatology. Artzneim.-Forsch/ Drug Res. 1990; 40, 12(11)1368–1371
   Google Scholar
• Bodde H. E., Peehtold L. A.R.M., Subnel M. T.A., de Haan F. H.N. Monitoring in vivo skin hydration by liposomes using infrared spectroscopy in conjunction with tape stripping. Liposome Dermatics, O. Braun Falco, H. C. Korting. Springer Verlag. 1992; 137–149
   Google Scholar
• Planas M. E., Gonzales P., Rodriguez L., Sanches S., Cevc G. Noninvasive percutaneous induction of topical analgesic by a new type of drug carrier, a prolongation of local pain insensitivity by anesthetic liposomes. Anesth. Analg. 1992; 75: 615–621
   PubMed Web of Science ®Google Scholar
• Cevc G., Blume G., Schatzlein A. Transfersomes-mediated transepidermal delivery improves the regio-specificity and biological activity of corticosteroids in vivo. J. Contr. Rel. 1997; 45: 211–226
   Web of Science ®Google Scholar
• Cevc G. Dermal insulin. Frontiers in Insulin Pharmacology, M. Berger, A. Gries. Georg Thieme, Stuttgart 1993; 61–74
   Google Scholar
• Cevc G., Gebauer D., Stieber J., Satzlein A., Blume G. Ultraflexible vesicles, Transfersomes, have an extremely low pore penetration resistance and transport therapeutic amounts of insulin across the intact mammalian skin. Biochim. Biophys. Acta 1998; 1368: 201–215
   PubMed Web of Science ®Google Scholar
• Cevc G. Transfersomes, liposomes and other lipid suspensions on the skin: permeation enhancement, vesicle penetration, and transdermal drug delivery. Crit. Rev. Therap. Drug Carrier Systems 1996; 13: 257–388
   PubMed Web of Science ®Google Scholar
• Paul A., Cevc G. Non-invasive administration of protein antigens: transdermal immunization with the bovine serum albumin in transfersomes. Vaccine Res. 1995; 4: 145
   Google Scholar
• Paul A., Cevc G., Bachhawat B. K. Transdermal immunization with large proteins by means of ultradeformable drug carriers. Eur. J. Immunol. 1995; 25: 3521–5324
   PubMed Web of Science ®Google Scholar
• Schätzlein A., Cevc G. Skin penetration by phospholipid vesicles, transfersomes, as visualized by means of confocal laser scanning microscopy. Phospholipids: Characterization, Metabolism, and Novel Biological Applications, G. Cevc, F. Paltauf. AOCS Press, Champaign, IL 1993; 189–207
   Google Scholar
• Schatzlein A., Cevc G. Non-uniform cellular packing of the stratum corneum and permeability barrier function of intact skin: a high-resolution confocal laser scanning microscopy study using highly deformable vesicles (Transfersomes). Br. J. Dermatol. 1998; 138: 583–592
   PubMed Web of Science ®Google Scholar
• Cevc G. Transfersomes, liposomes and other lipid suspensions on the skin: permeation enhancement, vesicle penetration, and transdermal drug delivery. Crit. Rev. Therapeutic Drug Carrier Systems 1996; 13: 257–388
   PubMed Web of Science ®Google Scholar
• van Kuyk-Meuwissen M. M.E.J., Junginger H. E., Bouwstra J. A. Application of vesicles in human skin in vitro: a confocal laser scanning microscopy study. Biochim. Biophys. Acta 1998; 1371: 31–39
   PubMedGoogle Scholar
• Ogiso T., Niinaka N., Iwaki M. Mechanism for enhancement effect of lipid disperse system on percutaneous absorption. J. Pharm. Sci. 1996; 85: 57–64
   PubMed Web of Science ®Google Scholar
• van den Bergh B. A.I. Thesis, Leiden University, The Netherlands 1999
   Google Scholar
• van den Bergh B. A.I., Bouwstra J., Junginger H. E., Wertz P. W. Elasticity of vesicles affects hairless mouse skin structure and permeability. J. Contr. Rel. 1999; 62: 367–397
   PubMed Web of Science ®Google Scholar
• van den Bergh B. A.I., Vroom J., Gerritsen H., Junginger H. E., Bouwstra J. Interactions of elastic vesicles with human skin in vitro: electron microscopy and two-photon excitation microscopy. Biochim. Biophys. Acta 1999; 1461: 155–173
   PubMed Web of Science ®Google Scholar
• Li L., Lishko V. K., Hoffman R. M. Liposomes can specifically target entrapped malanin to the hair follicles in histocultured skin. In vitro Cell. Dev. Biol. 1993; 29A: 192–194
   PubMed Web of Science ®Google Scholar
• van Duzee B. F. Thermal analysis of human stratum corneum. J. Invest. Dermatol. 1975; 65: 404–408
   PubMed Web of Science ®Google Scholar
• Mak V. M., Potts R. O., Guy R. H. Does hydration affect intercellular lipid organisation in the stratum corneum?. Pharm. Res. 1991; 8: 1064–1065
   PubMed Web of Science ®Google Scholar
• Alonso A., Meirelles N., Tabak M. Effect of hydration upon the fluidity of intercellular membranes of stratum corneum: an EPR study. Biochim. Biophys. Acta 1995; 1237: 6–15
   PubMedGoogle Scholar
• Gay C. L., Guy R. H., Golden G. M., Mak V. M., Francoeur M. L. Characterization of low-temperature (i.e., < 65 degrees C) lipid transitions in human stratum corneum. J. Invest. Dermatol. 1994; 103: 233–239
   PubMed Web of Science ®Google Scholar
• van Hal D. A., Jeremiasse E. E., Junginger H. E., Spies F., Bouwstra J. A. Structure of fully hydrated human stratum corneum: a freeze fracture electron microscopy study. J. Invest. Dermatol. 1996; 106: 89–95
   PubMed Web of Science ®Google Scholar
• Michniak B. B., Player M. R., Chapman J. M., Jr., Sowell J. W., Sr. In vitro evaluation of a series of Azone analogs as dermal penetration enhancers. I. Int. J. Pharm. 1993; 91: 85–93
   Web of Science ®Google Scholar
• Michniak B. B., Player M. R., Fuhrman L. C., Christensen J. M., Chapman J. M., Sowel J. W. In vitro evaluation of a series of Azone analogs as dermal penetration enhancers. II. (Thio)amides, Int. J. Pharm. 1993; 91
   Google Scholar
• Hadgraft J. Skin penetration enhancement. Prediction of Percutaneous Penetration, K. R. Brain, V. J. James, K. A. Walters. STS Publishing, CardiffUK 1993; 3: 138–l48
   Google Scholar
• Aungst B. J., Rogers N. J., Shefter E. Enhancement of naloxone penetration through human skin in vitro using fatty acids, fatty alcohols, surfactants, sulfoxides and amides. Int. J. Pharm. 1995; 33: 225–234
   Google Scholar
• Aungst B. J. Structure/effect studies of fatty acid isomers as skin penetration enhancers and skin irritants. Pharm. Res. 1989; 6: 244–247
   PubMed Web of Science ®Google Scholar
• Cooper E. R. Increased skin permeability for lipophilic molecules. J. Pharm. Sci. 1984; 73: 1153–1156
   PubMed Web of Science ®Google Scholar
• Tsuzuki N., Wong O., Higuchi T. Effect of primary alcohols on percutaneous absorption. Int. J. Pharm. 1988; 46: 19–23
   Google Scholar
• Yamada M., Uda Y., Tanigawara Y. Mechanism of enhancement of percutaneous absorption of molsidomine by oleic acid. Chem. Pharm. Bull. 1987; 35: 3399–3406
   PubMed Web of Science ®Google Scholar
• Green P., Hadgraft J. Facilitated transfer of cationic drugs across a lipoidal membrane by oleic acid and lauric acid. Int. J. Pharm. 1987; 37: 251–255
   Web of Science ®Google Scholar
• Golden G. M., McKie J. E., Potts R. O. Role of stratum corneum lipids fluidity in transdermal drug flux. J. Pharm. Sci. 1987; 76: 25–28
   PubMed Web of Science ®Google Scholar
• Mak V. H.W., Potts R. O., Guy R. H. Oleic acid concentration and effect in human stratum corneum: noninvasive determination by attenuated total reflectance infrared spectroscopy in vivo. J. Control. Rel. 1994; 31: 263–269
   Google Scholar
• Francoeur M. L., Golden G. M., Potts R. O. Oleic acid: its effects on stratum corneum in relation to transdermal drug delivery. Pharm. Res. 1990; 7: 621–626
   PubMed Web of Science ®Google Scholar
• Ongpipattanakul B., Burnette R., Potts R. O. Evidence that oleic acid exists as a separate phase within stratum corneum. Pharm. Res. 1991; 8: 350–354
   PubMed Web of Science ®Google Scholar
• Naik A., Pechtold L., Potts R. O., Guy R. H. Mechanism of skin penetration enhancement, in vivo in man. Prediction of Percutaneous Penetration, K. R. Brain, V. J. James, K. A. Walters. STS Publishing, CardiffUK 1993; 3: 161–165
   Google Scholar
• Tanojo H., Junginger H. E., Bodde H. E. Effects of oleic acid on human transepidermal water loss using ethanol or propylene glycol as vehicles. Prediction of Percutaneous Penetration, K. R. Brain, V. J. James, K. A. Walters. STS Publishing, CardiffUK 1993; 3: 319–324
   Google Scholar
• Barry B. W. Mode of action of penetration enhancers in human skin. J. Contr. Rel. 1987; 6: 85–97
   Google Scholar
• Tanojo H., van Bos-van Geest A., Bouwstra J. A., Junginger H. E., Bodde H. E. In vitro human skin barrier perturbation by oleic acid: thermal analysis and freeze fracture electron microscopy. Thermochimica Acta 1997; 293: 77–85
   Web of Science ®Google Scholar
• Garrison M. D., Doh L. M., Potts R. O., Guy R. H. Effect of oleic acid on human epidermis: fluorescence spectroscopic investigation. J. Cont. Rel. 1994; 31: 263–269
   Web of Science ®Google Scholar
• Ogiso T., Shintani M. Mechanism for the enhancement effect of fatty acids on the percutaneous absorption of propranolol. J. Pharm. Sci. 1990; 79: 774–779
   Google Scholar
• Aungst B. J., Rogers N. J., Shefter E. Enhancement of naloxone penetration through human skin in vitro using fatty acids, fatty alcohols, surfactants, sulphoxides and amides. Int. J. Pharm. 1986; 33: 225–234
   Web of Science ®Google Scholar
• Lee C. K., Uehida T., Kim N. S., Goto S. Skin permeation enhancement of tegafur by ethanol/panasate 800 or ethanol/water binary vehicle and combined effect of fatty acids and fatty alcohols. J. Pharm. Sci. 1993; 82: 1155–1159
   PubMed Web of Science ®Google Scholar
• Takeuchi Y., Yasukawa H., Yamaoka Y., Kato Y., Morimoto Y., Fukomori Y., Fukada T. Effect of fatty acids, fatty amines and propylene glycol on rat stratum corneum lipids and proteins in vitro measured by Fourier Transformed Infrared/Attenuated Total Reflectance spectroscopy. Chem. Pharm. Bull. 1992; 40: 1887–1892
   PubMed Web of Science ®Google Scholar
• Tanojo H., Bouwstra J. A., Junginger H. E., Bodde H. E. In vitro human skin barrier modulation by fatty acids: skin permeation and thermal analysis studies. Pharm Res. 1997; 14: 42–49
   PubMed Web of Science ®Google Scholar
• Stoughtton R., McClure W. Azone—a new non-toxic enhancer for cutaneous penetration. Drug. Dev. Ind. Pharm. 1983; 9: 725–744
   Google Scholar
• Bannerjee P. S. Transdermal penetration of vasopressin. II: The influence of Azone in in vitro and in vivo penetration. Int. J. Pharm. 1989; 49: 199–204
   Google Scholar
• Wiechers J. W., Drenth B. F.H., Adolfsen F. A.W., Groothuis G. M.M., de Zeeuw R. A. Disposition and metabolic profiling of the penetration enhancer Azone. I. In vivo studies urinary profiles of hamster, rat, monkey, and man. Pharm. Res. 1990; 5: 496–499
   Google Scholar
• Swart P. W., Toulouse F. A.M., De Zeeuw R. A. The influence of azone on the transdermal penetration of the dopamine D2 agonist MN-0923 in freely moving rats. Int. J. Pharm. 1992; 88: 165–170
   Google Scholar
• Ruland A., Kreuter J. Influence of various penetration enhancers on the in vitro permeation of amino acids across hairless mouse skin. Int. J. Pharm. 1992; 85: 7–17
   Web of Science ®Google Scholar
• Sugibayashi K., Hosaya K., Moromoto Y., Higuchi W. Effect of the absorption enhancer azone on the transport of 5 fluorouracil across hairless rat skin. J. Pharm. Pharmacol. 1985; 37: 578–580
   PubMed Web of Science ®Google Scholar
• Wotton P., Mollgaard B., Hadgraft J., Hoelgaard A. Vehicle effect on topical drug delivery. III. Effect of azon on the cutaneous permeation of metronidazole and propylene glycol. Int. J. Pharm. 1985; 24: 19–26
   Web of Science ®Google Scholar
• Sheth N., Freeman D., Higuchi W., Spruance S. The influence of azone, propylene glycol and polyethylene glycol on in vitro skin penetration of trifluoro-thymidine. Int. J. Pharm. 1986; 28: 201–209
   Google Scholar
• Hadgraft J. Skin penetration enhancement. Prediction of Percutaneous Penetration, K. R. Brian, V. J. James, K. A. Walters. STS Publishing, CardiffUK 1993; 3: 138–148
   Google Scholar
• Hoogstraate A. J., Verhoef J., Brussee J., IJzerman A. P., Spies F., Bodde H. E. Kinetics, ultrastructural aspects and molecular modelling of transdermal peptide flux enhancement by N-alkylazacycloheptanones. Int. J. Pharm. 1991; 76: 37–47
   Web of Science ®Google Scholar
• Lewis D., Hadgraft J. Mixed monolayers of dipalmitoylphosphatidylcholine with Azone or oleic acid at the air-water interface. Int. J. Pharm. 1990; 65: 211–218
   Web of Science ®Google Scholar
• Bodde H. E., van den Brink I., Koerten H. K., de Haan F. H.N. Visualization of in vitro percutaneous penetration of HgCl2; transport through intercellular space versus cellular uptake through desmosomes. J. Control Rel. 1991; 15: 227–236
   Web of Science ®Google Scholar
• Boddé H. E., Kruithof M. A.M., Brussee J., Koerten H. K. Visualisation of normal and enhanced HgCl2 transport through human skin. Int. J. Pharm. 1989; 53: 12–34
   Google Scholar
• Tiemessen H. L.G.M., Bodde H. E., Van Koppen M., Bauer W. C., Junginger H. E. A two-chambered diffusion cell with improved flow through characteristics through for studying the drug permeation of biological membranes. Acta Pharm. Techn. 1988; 34: 99–101
   Google Scholar
• Bouwstra J. A., Peschier L., Brussee J., Bodde H. Effect of N-alkyl-azocycloheptan-2-ones including azone on the thermal behaviour of human stratum corneum. Int. J. Pharm. 1989; 52: 249–260
   Google Scholar
• Bouwstra J. A., Gooris G. S., Salomons-de Vries M. A., Bras W. The influence of N-alkyl-azones on the ordering of the lamellae in human stratum corneum, as determined by small angle x-ray diffraction. Int. J. Pharm. 1992; 79: 141–148
   Web of Science ®Google Scholar
• Bouwstra J. A., Salomons-de Vries M. A., van den Bergh B. A.I., Gooris G. S. Changes in lipid organisation of the skin barrier by N-alkyl-azocycloheptanones: a visualisation and X-ray diffraction study. Int. J. Pharm. 1996; 144: 81–89
   Google Scholar
• Bezema F. R., Marttin E., Roemele P. E.H., Salomons M. A., Brussee J., de Groot H. J.M., Spies F., Bodde H. E. 2H NMR and freeze fracture electron microscopy reveal rapid isotropic motion and lipid perturbation by azone in human stratum corneum. Prediction of Percutaneous Penetration, K. R. Brain, V. J. James, K. A. Walters. STS Publishing, CardiffUK 1993; 3: 8–17
   Google Scholar
• Hori M., Satoh S., Maibach H. I., Guy R. H. Enhancement of propranolol hydrochloride and diazepam skin absorption in vitro: effect of enhancer lipophilicity. J. Pharm. Sci. 1991; 80: 32–35
   PubMed Web of Science ®Google Scholar
• Williams A. C., Barry B. W. The enhancement index concept applied to terpene penetration enhancers for human skin and model lipophilic (oestradiol) and hydrophylic (5-fluorouracil) drugs. Int. J. Pharm. 1991; 76: 157–161
   Google Scholar
• Williams A. C., Barry B. W. Terpenes and the lipid-protein partitioning theory of skin penetration enhancement. Pharm. Res. 1991; 8: 17–24
   PubMed Web of Science ®Google Scholar
• Okabe H., Takayama K., Ogura A., Nagai T. Effect of limonene and related compounds on the percutaneous absorption of indomethacine. Drug Design Delivery 1989; 4: 313–321
   Google Scholar
• Okamoto H., Ohyabu M., Hashida M., Sezaki H. Enhanced penetration of mytomicin C through hairless mouse and rat skin by enhancers with terpene moieties. J. Pharm. Pharmacol. 1987; 39: 531–534
   PubMed Web of Science ®Google Scholar
• Cornwell P. A. Mechanism of action of terpene penetration enhancers in human skin. Thesis, Bradford 1993; 111–162
   Google Scholar
• Cornwell P. A., Barry B. W., Bouwstra J. A., Gooris G. S. Small angle X-ray diffraction investigations on the lipid barrier in human skin. Prediction of Percutaneous Penetration, K. R. Brain, V. J. James, K. A. Walters. STS Publishing, CardiffUK 1993; 3: 18–26
   Google Scholar
• Cornwell P. A., Stoddart C. P., Bouwstra J. A., Barry B. W. Wide-angle x-ray diffraction of human stratum corneum: effect of hydration and terpene enhancer treatment. J. Pharm. Pharmacol. 1994; 46: 938–950
   PubMed Web of Science ®Google Scholar