A transdermal review on permeation of drug formulations, modifier compounds and delivery methods

Journal of Drug Delivery Science and Technology

Volumn 20, Issue 2, 2010, Pages 75-88

  Rai, V ^a   Ghosh, I ^b   Bose, S ^b   Silva, S M C ^c,d   Chandra, P ^d   Michniak Kohn, B ^a,d  

^a RUTGERS UNIVERSITY   (United States)

^b NOVARTIS PHARMA AG   (Switzerland)

^c UNIVERSITY OF COIMBRA   (Portugal)

^d RUTGERS UNIVERSITY   (United States)

Author keywords

Biochemistry of skin; Enhancers; Flux; Formulation effect; Human skin equivalents; In vivo in vitro correlation (IVIVC); Organization for Economic Co operation and Development (OECD); Percutaneous drug delivery; Permeation modifiers; Pig skin; Rat skin; Retardants

Indexed keywords

BENZOIC ACID; CAFFEINE; CLONIDINE; CLOTRIMAZOLE; DIETHYLTOLUAMIDE; DNA VACCINE; ESTRADIOL; FENTANYL; FLUFENAMIC ACID; GLYCERYL TRINITRATE; HUMAN IMMUNODEFICIENCY VIRUS VACCINE; HYDROCORTISONE; INDOMETACIN; ISOSORBIDE DINITRATE; KETOPROFEN; LIDOCAINE; MALATHION; NICARDIPINE; NICOTINE; OXYBENZONE; PARAOXON; PIROXICAM; SALICYLIC ACID; SCOPOLAMINE; SULISOBENZONE; SYNCON; TAMOXIFEN; TERBINAFINE; TESTOSTERONE; THEOBROMINE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANGINA PECTORIS; CLINICAL TRIAL; DRUG DELIVERY SYSTEM; DRUG FORMULATION; DRUG INFORMATION; DRUG PENETRATION; DRUG RESEARCH; FUNCTIONS OF THE SKIN AND ITS APPENDAGES; HUMAN; HYPERTENSION; IN VITRO STUDY; IN VIVO STUDY; LIPOSOMAL DELIVERY; MOLECULAR MECHANICS; MOTION SICKNESS; NONHUMAN; REVIEW; SKIN PERMEABILITY; SKIN STRUCTURE; SYSTEMATIC REVIEW; TOBACCO DEPENDENCE; TRANSDERMAL DRUG ADMINISTRATION;

EID: 77950606609     PISSN: 17732247     EISSN: None     Source Type: Journal    
DOI: 10.1016/s1773-2247(10)50011-x     Document Type: Review

References (126)

1. Frost and Sullivan - Drug delivery. - World Pharma Frontiers, 167-169, 2003.
2. Jain K.K. - Transdermal Drug Delivery. - Technologies, Market and Companies, 2009.
3. Research Facts Ltd. - The Top 40 Transdermal Drug Delivery Technology Companies Worldwide, 98, 2009.
4. Beetge E., Du Plessis J., Muller D.G., Goosen C., Van Rensburg F.J. - The influence of the physicochemical characteristics and pharmacokinetic properties of selected NSAID's on their transdermal absorption. - Int. J. Pharm., 193 (2), 261-264, 2000.
5. Thong H.-Y., Zhai H., Maibach H.I. - Percutaneous penetration enhancers: an overview. - Skin Pharmacol. Physiol., 20 (6), 272-282, 2007.
6. Akomeah F.K., Martin G.P., Brown M.B. - Variability in human skin permeability in vitro: comparing penetrants with different physicochemical properties. - J. Pharm. Sci., 824-834, 2007.
7. Berardesca E., De Rigal J., Leveque J.L., Maibach H.I. - In vivo biophysical characterization of skin physiological differences in races. - Dermatologica, 182 (2), 89-93, 1991.
8. Vavrova K., Zbytovska J., Hrabalek A. - Amphiphilic transdermal permeation enhancers: structure-activity relationships. - Curr. Med. Chem., 12 (19), 2273-2291, 2005.
9. st ed., Pharmaceutical Press, 2003, p. 242.
10. Asbill C., Kim N., El-Kattan A., Creek K., Wertz P., Michniak B. - Evaluation of a human bio-engineered skin equivalent for drug permeation studies. - Pharm. Res., 17 (9), 1092-1097, 2000.
11. Batheja P., Song Y., Wertz P., Michniak-Kohn B. - Effects of growth conditions on the barrier properties of a human skin equivalent. - Pharm. Res., 26 (7), 1689-1700, 2009.
12. Netzlaff F., Kaca M., Bock U., Haltner-Ukomadu E., Meiers P., Lehr C.-M., Schaefer U.F. - Permeability of the reconstructed human epidermis model Episkin in comparison to various human skin preparations. - Eur. J. Pharm. Biopharm., 66 (1), 127-134, 2007.
13. Parenteau N., Bilbo P., Nolte C., Mason V., Rosenberg M. - The organotypic culture of human skin keratinocytes and fibroblasts to achieve form and function. - Cytotechnology, 9 (1), 163-171, 1992.
14. Barry B.W. - Novel mechanisms and devices to enable successful transdermal drug delivery - Eur. J. Pharm. Sci, 14 (2), 101-114, 2001.
15. Man M.Q., Feingold K.R., Elias P.M. - Exogenous lipids influence permeability barrier recovery in acetone-treated murine skin. - Arch. Dermatol., 129 (6), 728-738, 1993.
16. Grubauer G., Feingold K.R., Elias P.M. - Relationship of epidermal lipogenesis to cutaneous barrier function. - J. Lipid Res., 28 (6), 746-752, 1987.
17. Feingold K.R., Man M.Q., Menon G.K., Cho S.S., Brown B.E., Elias P.M. - Cholesterol synthesis is required for cutaneous barrier function in mice. - J. Clin. Invest., 86 (5), 1738-1745, 1990.
18. Holleran W.M., Feingold K.R., Man M.Q., Gao W.N., Lee J.M., Elias P.M. - Regulation of epidermal sphingolipid synthesis by permeability barrier function. - J. Lipid Res., 32 (7), 1151-1158, 1991.
19. Holleran W.M., Man M.Q., Gao W.N., Menon G.K., Elias P.M., Feingold K.R. - Sphingolipids are required for mammalian epidermal barrier function. Inhibition of sphingolipid synthesis delays barrier recovery after acute perturbation. - J. Clin. Invest., 88 (4), 1338-1345, 1991.
20. Wood L.C., Jackson S.M., Elias P.M., Grunfeld C., Feingold K.R. - Cutaneous barrier perturbation stimulates cytokine production in the epidermis of mice. - J. Clin. Invest, 90 (2), 482-487, 1992.
21. Ajani G., Sato N., Mack J., Maytin E.V. - Cellular responses to disruption of the permeability barrier in a three-dimensional organotypic epidermal model. - Exp. Cell Res., 313 (14), 3005-3015, 2007.
22. Ekanayake-Mudiyanselage S., Aschauer H., Schmook F.P., Jensen J.M., Meingassner J.G., Proksch E. - Expression of epidermal keratins and the cornified envelope protein involucrin is influenced by permeability barrier disruption. - J. Invest. Dermatol., 111 (3), 517-523, 1998.
23. Proksch E., Feingold K.R., Man M.Q., Elias P.M. - Barrier function regulates epidermal DNA synthesis. - J. Clin. Invest., 87 (5), 1668-1673, 1991.
24. Chen W.Y., Abatangelo G. - Functions of hyaluronan in wound repair. - Wound Repair and Regeneration, 7 (2), 79-89, 1999.
25. Maytin E.V., Chung H.H., Seeyharaman V.M. - Hyaluronan participates in the epidermal response to disruption of the permeability barrier in vivo. - Am. J. Pathol., 165 (4), 1331-1341, 2004.
26. Sakai S., Yasuda R., Sayo T., Ishikawa O., Inoue S. - Hyaluronan exists in the normal stratum corneum. - J. Invest. Dermatol., 114, 1184-1187, 2000.
27. Toole B.P. - Hyaluronan in morphogenesis. - J. Intern. Med., 242, 35-40, 1997.
28. Koria P., Brazeau D., Kirkwood K., Hayden P., Klausner M., Andreadis S.T. - Gene expression profile of tissue engineered skin subjected to acute barrier disruption. - J. Invest. Dermatol., 121 (2), 368-382, 2003.
29. Nickoloff B.J., Naidu Y. - Perturbation of epidermal barrier function correlates with initiation of cytokine cascade in human skin. - J. Am. Acad. Dermatol., 30 (4), 535-546, 1994.
30. Elias P., Feingold K. - Does the tail wag the dog? Role of the barrier in the pathogenesis of inflammatory dermatoses and therapeutic implications. - Arch. Dermatol., 137, 1079-1081, 2001.
31. Cornelissen L.H., Oomens C.W.J., Huyghe J.M., Baaijens F.P.T. - Mechanisms that play a role in the maintenance of the calcium gradient in the epidermis. - Skin. Res. Technol., 13 (4), 369-376, 2007.
32. Menon G.K., Elias P.M., Feingold K.R. - Integrity of the permeability barrier is crucial for maintenance of the epidermal calcium gradient. - Br. J. Pharmacol., 130 (2), 139-147, 1994.
33. Menon G.K., Elias P.M. - Ultrastructural localization of calcium in psoriatic and normal human epidermis. - Arch. Dermatol., 127(1), 57-63, 1991.
34. Jiang S.J., Chu A.W., Lu Z.F., Pan M.H., Che D.F., Zhou X.J. - Ultraviolet B-induced alterations of the skin barrier and epidermal calcium gradient. - Exp. Dermatol., 16 (12), 985-992, 2007.
35. Denda M., Tsutsumi M., Inoue K., Crumrine D., Feingold K., Elias P. - Potassium channel openers accelerate epidermal barrier recovery. - Brit. J. Dermatol., 157 (5), 888-893, 2007.
36. Franz T.J., Simon G.A., Paster Z., Klingberg M.A., Kaye M. - The finite dose technique as a valid in vitro model for the study or percutaneous penetration in man. - Curr. Probl. Dermatol., 7, 53-68, 1978.
37. Kock W.R., Berner B., Burns J.L., Bissett D.L. - Preparation and characterization of a reconstituted stratum corneum film as a model membrane for skin transport. - Arch. Dermatol. Res., 280 (4), 252-256, 1988.
38. Sextius, P., Marionnet, C., Bon F.X., Chapelle A.L., Tacheau C., Lahfa M., Mauviel A., Bernard B.A., Leclaire J., Bernerd F., Dubertret L. - Large scale study of epidermal recovery after stratum corneum removal: dynamics of genomic response. - Exp. Dermatol., 19 (3), 259-268, 2010.
39. Barai N.D., Boyce ST., Hoath S.B., Visscher M.O., Kasting G.B. - Improved barrier function observed in cultured skin substitutes developed under anchored conditions. - Skin. Res.Technol., 14 (4), 418-424, 2008.
40. Poumay Y., Dupont F., Marcoux S., Leclercq-Smekens M., Herin M., Coquette A. - A simple reconstructed human epidermis: preparation of the culture model and utilization in in vitro studies. - Arch. Dermatol. Res., 296 (5), 203-211, 2004.
41. De Jager M., Groenink W., Van Der Spek J., Janmaat C., Gooris G., Ponec M., Bouwstra J. - Preparation and characterization of a stratum corneum substitute for in vitro percutaneous penetration studies. - Biochim. Biophys. Acta, Biomembr., 1758 (5), 636-644, 2006.
42. Tsou R., Cole J.K., Nathens A.B., Isik F.F., Heimbach D.M., Engrav L.H., Gibran N.S. - Analysis of hypertrophic and normal scar gene expression with cDNA microarrays. - J. Burn. Care. Rehabil., 21, 541-550, 2000.
43. Vicanova J., Boelsma E., Mommas A.M., Kempenaar J.A., Forslind B., Pallon J., Egelrud T., Koerten H.K., Ponec M. - Normalization of epidermal calcium distribution profile in reconstructed human epidermis is related to improvement of terminal differentiation and stratum corneum barrier formation. - J. Invest. Dermatol., 111 (1), 97-106, 1998.
44. http://appli1.oecd.org/olis/2004doc.nsf/linkto/env-jm-mono(2004)2
45. http://oberon.sourceoecd.org/vl=2063281/cl=21/nw=1/rpsv/cw/vhosts/ oecdjournals/1607310x/v1n4/contp1-1.htm
46. http://www.cosmeticsdesign-europe.com/Formulation-Science/ EU-ban-on-animal-testing-comes-into-force-today
47. Black A.F., Bouez C., Perrier E., Schlotmann K., Chapuis F., Damour O. - Optimization and characterization of an engineered human skin equivalent. - Tissue Eng., 11 (5-6), 723-733, 2005. (Pubitemid 40960777)
48. Ponec M., Gibbs S., Pilgram G., Boelsma E., Koerten H., Bouwstra J., Mommaas M. - Barrier function in reconstructed epidermis and its resemblance to native human skin. - Skin Pharmacol. Physiol., 14 (Suppl. 1), 63-71, 2001.
49. Pouliot R., Germain L., Auger F.A., Tremblay N., Juhasz J. - Physical characterization of the stratum corneum of an in vitro human skin equivalent produced by Tissue Eng. and its comparison with normal human skin by ATR-FTIR spectroscopy and thermal analysis (DSC). - BBA-Mol. Cell. Biol. L., 1439 (3), 341-352, 1999.
50. Werner S., Krieg T., Smola H. - Keratinocyte-fibroblast interactions in wound healing. - J. Invest. Dermatol., 127 (5), 998-1008, 2007.
51. Macneil S. - Progress and opportunities for tissue-engineered skin. - Nature, 445 (7130), 874-880, 2007.
52. Schreiber S., Mahmoud A., Vuia A., Rubbelke M.K., Schmidt E., Schaller M., Kandarova H., Haberland A., Schafer U.F., Bock U., Korting H.C., Liebsch M., Schafer-Korting M. - Reconstructed epidermis versus human and animal skin in skin absorption studies. - Toxicol, in vitro, 19 (6), 813-822, 2005. (Pubitemid 40828776)
53. Schafer-Korting M., Bock U., Gamer A., Haberland A., Haltner-Ukomadu E., Kaca M., Kamp H., Kietzmann M., Korting H.C., Krachter H.U., Lehr C.-M., Liebsch M., Mehling A., Netzlaff F., Niedorf F.R., Maria K., Schafer U., Sschmidt E., Schreiber S., Schroder K.R.S., Horst, Vuia A. - Reconstructed human epidermis for skin absorption testing : results of the German prevalidation study. - ATLA-Altern. Lab. Anim., 34 (3), 283-294, 2006.
54. Lee C.H., Choi H.K. - Effect of gramicidin on percutaneous permeation of a model drug. - AAPS PharmSciTech, 1 (2), 1-8, 2000.
55. Djordjevic J., Michniak B., Uhrich K.E. - Amphiphilic star-like macromolecules as novel carriers for topical delivery of non-steroidal anti-inflammatory drugs. - AAPS Pharm Sci, 5 (4), 1-11, 2003. (Pubitemid 38097473)
56. Schmook FR, Meingassner J.G., Billich A. - Comparison of human skin or epidermis models with human and animal skin in in vitro percutaneous absorption. - Int. J. Pharm., 215 (1-2), 51-56, 2001.
57. Van De Sandt, J.J.M., Van Burgsteden J.A., Cage S., Carmichael P.L., Dick I., Kenyon S., Korinth G., Larese F., Limasset J.C., Maas W.J.M., Montomoli L., Nielsen J.B., Payan J.P., Robinson E., Sartorelli P., Schaller K.H., Wilkonson S.C., Williams F.M. - In vitro predictions of skin absorption of caffeine, testosterone, and benzoic acid: a multi-centre comparison study. - Regul. Toxicol. Pharm., 39 (3), 271-281, 2004.
58. Aboofazeli R., Zia H., Needham T.E. -Transdermal delivery of nicardipine: an approach to in vitro permeation enhancement. - Drug Delivery, 9 (4), 239-247, 2002. (Pubitemid 35397026)
59. Kurul E., Hekimaoylu S. - Skin permeation of two different benzophenone derivatives from various vehicles. - Int. J. Cosmet. Sci., 23(4), 211-218, 2001.
60. Thakur R.A., Michniak B.B., Meidan V.M. - Transdermal and buccal delivery of methylxanthines through human tissue in vitro. - Drug Dev. Ind. Pharm., 33 (5), 513-521, 2007.
61. Zghoul N., Fuchs R., Lehr C.M., Schaefer U.F. - Reconstructed skin equivalents for assesssing percutaneous drug absorption from pharmaceutical formulations. - ALTA. Alternatives to Animal Testing, 18 (2), 103-106, 2001.
62. Ranade V.V. - Transdermal drug delivery. - J. Clin. Pharmacol., 31 (5), 401-418, 1991.
63. nd ed., Vol.123, 383, 2003.
64. Batheja P., Thakur R., Michniak B. - Transdermal iontophoresis. - Expert. Opin. Drug Deliv., 3 (1), 127-138, 2006.
65. Prausnitz M.R., Langer R. - Transdermal drug delivery. - Nat. Biotechnol., 26 (11), 1261-1268, 2008.
66. Brown M.B., Martin G.P., Jones S.A., Akomeah F.K. - Dermal and transdermal drug delivery systems, Current and future prospects. - Drug Deliv., 13, 175-187, 2006.
67. Prausnitz M.R. - Microneedles for transdermal drug delivery. - Adv. Drug Delivery Rev., 56, 581-587, 2004.
68. Sivamani R.K., Liepmann D., Maibach H.I. - Microneedles and transdermal applications. - Expert. Opin. Drug Deliv., 4 (1), 19-25, 2007.
69. Arora A., Prausnitz M.R., Mitragotri S. - Micro-scale devices for transdermal drug delivery. - Int. J. Pharm., 364 (2), 227-236, 2008.
70. Smith N.B. - Applications of ultrasonic skin permeation in transdermal drug delivery. - Expert. Opin. Drug Deliv., 5 (10), 1107-1120, 2008.
71. Rizwan M., Aqil M., Talegaonkar S., Azeem A., Sultana Y., Ali A. - Enhanced transdermal drug delivery techniques: an extensive review of patents. - Recent Patents on Drug Delivery & Formulation., 3 (2), 105-124, 2009.
72. Tiwary A.K., Sapra B., Jain S. - Innovations in transdermal drug delivery: formulations and techniques. - Recent Patents on Drug Delivery & Formulation, 1, 23-36, 2007.
73. Choi M.J., Maibach H.I. - Liposomes and niosomes as topical drug delivery systems. - Skin Pharmacol. Physiol., 18, 209-219, 2005.
74. Tanner T., Marks R. - Delivering drugs by the transdermal route: review and comment. - Skin. Res. Technol., 14, 249-260, 2008.
75. El Maghraby G.M., Williams A.C. - Vesicular systems for delivering conventional small organic molecules and larger macromolecules to and through human skin. - Expert. Opin. Drug Deliv., 6 (2), 149-163, 2009.
76. Emami J. - In vitro-in vivo correlation: from theory to applications. - J. Pharm. Pharm. Sci., 9 (2), 169-189, 2006.
77. Valiveti S., Hammeil D.C., Earles D.C., Stinchcomb A.L. - In vitro-in vivo correlation studies for transdermal Delta8-THC development. - J. Pharm. Sci., 93 (5), 1154-1164, 2004.
78. Valiveti S., Hammell D., Earles D.C., Stinchcomb A. - Transdermal delivery of the synthetic cannabinoid WIN 55,212-2: in vitro/in vivo correlation. - Pharm. Res., 21 (7), 1137-1145, 2004.
79. Valiveti S., Paudel K.S., Hammell D.C, Hamad M.O., Chen J., Crooks P.A., Stinchcomb A.L. - In vitro/in vivo correlation of transdermal naltrexone prodrugs in hairless Guinea pigs. - Pharm. Res., 22 (6), 981-989, 2005.
80. Kiptoo P.K., Paudel K., Hammell D.C., Pinninti R.R., Chen J., Crooks P.A., Stinchcomb A.L. - Transdermal delivery of bupropion and its active metabolite, hydroxybupropion: a prodrug strategy as an alternative approach. - J. Pharm. Sci., 98 (2), 583-594, 2009.
81. Zhao L., Li Y., Fang L., He Z., Liu X., Wang L., Xu Y., Ren C. - Transdermal delivery of tolterodine by O-acylmenthol: in vitro/in vivo correlation. - Int. J. Pharm., 374 (1-2), 73-81, 2009.
82. Tang H., Blankschtein D., Langer R. - Effects of low-frequency ultrasound on the transdermal permeation of mannitol: comparative studies with in vivo and in vitro skin. - J. Pharm. Sci., 91 (8), 1776-1794, 2002.
83. Rohr U.D., Altenburger R., Kissel T. - Pharmacokinetics of the transdermal reservoir membrane system delivering β-estradiol: in vitro/in vivo correlation. - Pharm. Res., 15 (6), 877-882, 1998.
84. Wagner H., Kostka K.H., Lehr C.M., Schaefer U.F. - Human skin penetration of flufenamic acid: in vivo/in vitro correlation (deeper skin layers) for skin samples from the same subject. - The J. Invest. Dermatol., 118 (3), 540-544, 2002.
85. Nugroho A.K., Romeijn S.G., Zwier R., Devries J.B., Dijkstra D., Wikstrom H., Della-Pasqua O., Danhof M., Bouwstra J.A. - Pharmacokinetics and pharmacodynamics analysis of transdermal iontophoresis of 5-OH-DPAT in rats: in vitro-in vivo correlation. - J. Pharm. Sci., 95 (7), 1570-1585, 2006.
86. Sloan K.B., Siver K.G., Koch S.A.M. - The effect of vehicle on the diffusion of salicylic acid through hairless mouse skin. - J. Pharm. Sci., 75 (8), 744-749, 1986.
87. Pfister W.R., Hsieh D.S. - Permeation enhancers compatible with transdermal drug delivery systems. I. Selection and formulation considerations. - Medical Device Technology, 1 (5), 48-55, 1990.
88. Barry B.W. - Breaching the skin's barrier to drugs. - Nat. Biotechnol., 22 (2), 165-167, 2004.
89. Kaushik D., Batheja P., Kilfoule B., Rail V., Michniak-Kohn B. - Percutaneous permeation modifiers: enhancement versus retardation. - Expert Opin. Drug Deliv., 5 (5), 517-529, 2008.
90. Ahad A., Aqil M., Kohli K., Chaudhary H., Sultana Y., Mujeeb M., Talegaonkar S. - Chemical penetration enhancers: a patent review. - Expert Opin.Ther. Pat., 19 (7), 969-988, 2009.
91. Ghafourian T., Zandasrar P., Hamishekar H., Nokhodchi A. - The effect of penetration enhancers on drug delivery through skin: a QSAR study. - J. Controlled Release, 99 (1), 113-125, 2004.
92. Kanikkannan N., Kandimalla K., Lamba S.S., Singh M. - Structure-activity relationship of chemical penetration enhancers in transdermal drug delivery. - Curr. Med. Chem., 7 (6), 593, 2000.
93. Kwak S., Lafleur M. - Effect of dimethyl sulfoxide on the phase behavior of model stratum corneum lipid mixtures. - Chem. Phys. Lipids, 161 (1), 11-21, 2009.
94. Oertel R.P. - Protein conformational changes induced in human stratum corneum by organic sulphoxides: an infrared spectroscopic investigation. - Biopolymers, 16 (10), 2329-2345, 1997.
95. Trommer H., Neubert R.H.- Overcoming the stratum corneum. the modulation of skin penetration. A review. - Skin Pharmacol. Physiol., 19 (2), 106-121, 2006.
96. Pilgram G.S.K., Meulen J.V.D., Goon's G.S., Koerten H.K., Bouwstra J.A. - The influence of two azones and sebaceous lipids on the lateral organization of lipids isolated from human stratum corneum. - BBA-Biomembranes, 1551, 244-254, 2001.
97. Wiechers J.W., De Zeeuw R.A. - Transdermal drug delivery: efficacy and potential applications of the penetration enhancer azone. - Drug Design Del., 6 (2), 87-100, 1990.
98. Williams A.C., Barry B.W. - Penetration enhancers. - Adv. Drug Delivery Rev., 56 (5), 603-618, 2004.
99. Sapra B., Jain S., Tiwary A.K. - Percutaneous permeation enhancement by terpenes: mechanistic view. - The AAPS Journal, 10(1), 120-132, 2008.
100. Hitoshi S., Masaki K., Yoshiyuki M., Junzo N., Juichiro S. - Enhancing effect of pyrrolidone derivatives on transdermal penetration of 5-fluorouracil, triamcinolone acetonide, indomethacin, and flurbiprofen. - J. Pharm. Sci., 80 (6), 533-538, 1991.
101. Jungbauer F.H.W., Coenraads P.J., Kardaun S.H. - Toxic hygroscopic contact reaction to N-methyl-2-pyrrolidone. - Contact Dermatitis, 45 (5), 303-304, 2001. (Pubitemid 33032976)
102. Zhang J., Liu Z., Du H., Zeng Y., Deng L., Xing J., Dong A. - A novel hydrophilic adhesive matrix with self-enhancement for drug percutaneous permeation through rat skin. - Pharm. Res., 26 (6), 1398-1406, 2009.
103. Kim M.J., Doh H.J., Choi M.K., Chung S.J., Shim C.K., Kim D.D., Kim J.S., Yong C.S., Choi H.G. - Skin permeation enhancement of diclofenac by fatty acids. - Drug Delivery, 15 (6), 373-379, 2008.
104. Mittal A., Sara U.V., Ali A., Agil M. - Status of fatty acids as skin penetration enhancers-a review. - Current Drug Delivery, 6 (3), 274-279, 2009.
105. Chi S.C., Park E.S., Kim H. - Effect of penetration enhancers on flurbiprofen permeation through rat skin. - Int. J. Pharm., 126 (1-2), 267-274, 1995.
106. Kobayashi D., Matsuzawa T., Sugibayashi Y., Morimoto Y., Kimura M. - Analysis of the combined effect of 1-menthol and ethanol as skin permeation enhancers based on a two-layer skin model. - Pharm. Res., 11 (1), 96-103, 1994.
107. Williams A.C., Barry B.W. - Skin absorption enhancers. - Crit. Rev. Ther. Drug, 9 (3-4), 305-353, 1992.
108. Itoh T., Xia, J., Magavi R., Nishihata T., Rytting J.H. - Use of shed snake skin as a model membrane for in vitro percutaneous penetration studies: comparison with human skin - Pharm. Res., 7 (10), 1042-1047, 1990.
109. Funke A.P., Schiller R., Motzkus H.W., Gunther C., Muller R.H., Lipp R. - Transdermal delivery of highly lipophilic drugs: in vitro fluxes of antiestrogens, permeation enhancers, and solvents from liquid formulations. - Pharm. Res., 19 (5), 661-668, 2002.
110. Hori M., Satoh S., Maibach H., Guy R.H. - Enhancement of propranolol hydrochloride and diazepam skin absorption in vitra effect of enhancer lipophilicity. - J. Pharm. Sci., 80 (1), 32-35, 1991.
111. Moghimi H.R., Williams A.C., Barry B.W. - A lamellar matrix model for stratum corneum intercellular lipids. III. Effects of terpene penetration enhancers on the release of 5-fluorouracil and oestradiol from the matrix. - Int. J. Pharm., 145 (1-2), 37-47, 1996.
112. Williams A.C., Barry B.W. - Essential oils as novel human skin penetration enhancers. - Int. J. Pharm., 57 (2), R7-R9, 1989.
113. Zhao L., Fang L., Xu Y., Liu S., He Z., Zhao Y. - Transdermal delivery of penetrants with differing lipophilicities using O-acylmenthol derivatives as penetration enhancers. - Eur. J. Pharm. Biopharm., 69 (1), 199-213, 2008.
114. Aqil M., Ahad A., Sultana Y., Ali A. - Status of terpenes as skin penetration enhancers. - Drug Discovery Today, 12 (23-24), 1061-1067, 2007. (Pubitemid 350180560)
115. Kanikkannan N., Singh M. - Skin permeation enhancement effect and skin irritation of saturated fatty alcohols. - Int. J. Pharm., 248 (1-2), 219-228, 2002.
116. Iliev D., Hinnen U., Eisner P. - Skin roughness is negatively correlated to irritation with DMSO, but not with NaOH and SLS. - Exp. Dermatol., 6 (4), 157-160, 1997.
117. Tanojo H., Boelsma E., Junginger H.E., Ponec M., Bodde H.E. - In vivo human skin barrier modulation by topical application of fatty acids. - Skin Pharmacol. Appl. Skin Physiol., 11 (2), 87-97, 1998.
118. Fang J.Y., Hwang T.L., Fang C.L., Chiu HO - In vitro and in vivo evaluations of the efficacy and safety of skin permeation enhancers using flurbiprofen as a model drug. - Int. J. Pharm., 255 (1-2), 153-166, 2003.
119. Ben-Shabat S., Baruch N., Sintov A.C. - Conjugates of unsaturated fatty acids with propylene glycol as potentially less-irritant skin penetration enhancers. - Drug Dev. Ind. Pharm., 33 (11), 1169-1175, 2007.
120. Slotosch C.M., Kampf G., Loeffler H. - Effects of disinfectants and detergents on skin irritation. - Contact Dermatitis, 57 (4), 235-241, 2007. (Pubitemid 47397795)
121. Turkoglu M., Sakr A. - Evaluation of irritant potential of surfactant mixtures. - Int. J. Cosmet. Sci., 21 (6), 371-382, 2001.
122. Okabe H., Obata Y., Takayama K., Nagai T. - Percutaneous absorption enhancing effect and skin irritation of monocyclic monoterpenes. - Drug Design Del., 6 (3), 229-238, 1990.
123. Barry B.W., Southwell D., Woodford R. - Optimization of bioavailability of topical steroids: penetration enhancers under occlusion. - J. Invest. Dermatol., 82 (1), 49-52, 1984.
124. Leira H.L., Tiltnes A., Svendsen K., Veltlesen L. - Irritant cutaneous reactions to N-methyl-2-pyrrolidone (NMP). - Contact Dermatitis, 27 (3), 148-150, 1992.
125. Zorin S., Kuylenstierna F. Thulin H. - In vitro test of nicotine's permeability through human skin. Risk evaluation and safety aspects. - Ann. Occup. Hyg., 43 (6), 405-413, 1999.
126. Brand R.M., Guy R.H. - Iontophoresis of nicotine in vitro: pulsatile drug delivery across the skin? - J. Controlled Release, 33, 285-292, 1995.