Biomolecules & Therapeutics

The Korean Society of Applied Pharmacology (한국응용약물학회)
권호 표지
DOI QR코드

DOI QR Code

Effect of Polyoxyethylene Alkyl Esters on Permeation Enhancement and Impedance of Skin

  • Kim, Hee-Sun (College of Pharmacy, Sookmyung Women's University) ;
  • Oh, Seaung-Youl (College of Pharmacy, Sookmyung Women's University)
  • Received : 2010.10.04
  • Accepted : 2010.10.28
  • Published : 2011.01.31
Download PDF
⟨ Previous Next ⟩

Abstract

In this work, we have investigated the effect of polyoxyethylene alkyl ester nonionic surfactants on percutaneous permeation enhancement of a model drug, ketoprofen. We also investigated the mechanism involved in the enhancement using impedance and solubility measurement. Three groups of nonionic surfactants with different ethylene oxide content were studied. The permeation results showed that all surfactants enhanced the percutaneous absorption, irrespective of the molecular weight. The permeation results from PEG-45 monostearate (PEGMS45) were rather unexpected. Impedance and solubility results indicate that the mechanism involved in the enhancement of permeation by PEG-10 monooleate (PEGMO10) and PEGMS45 is rather different. The results from PEGMS45 suggest that it could be a potential candidate as a skin penetration enhancer with high molecular weight, which may poses less skin irritation and systemic side effect than the smaller surfactant molecules. Overall, this work provided some useful information on percutaneous transport enhancement and the mechanistic insights involved in skin permeation for these nonionic surfactants.

Keywords

References

  1. Akimoto, T., Kawahara, K., Nagase, Y. and Aoyagi, T. (2001) Polymerictransdermal drug penetration enhancer: The enhancing effect ofoligodimethylsiloxane containing a glucopyranosyl end group. J.Control. Rel. 77, 49-57. https://doi.org/10.1016/S0168-3659(01)00455-2
  2. Aoyagi, T., Terashima, O., Nagase, Y. and Matsui, K. (1991) Preparationof a polymer containing hexadecylpyridinium bromide groupsand its utilization as a transdermal drug penetration enhancer.Polym. 32, 2106-2111. https://doi.org/10.1016/0032-3861(91)90179-M
  3. Aungst, B. J. (1989) Structure/effect studies of fatty acid Isomers asskin penetration enhancers and skin irritants. Pharm. Res. 6, 244-247. https://doi.org/10.1023/A:1015921702258
  4. Aungst, B. J., Rogers, N. J. and Shefter, E. (1986) Enhancement ofnaloxone penetration through human skin in vitro using fatty acids,fatty alcohols, surfactants, sulfoxides and amides. Int. J. Pharm.33, 225-234. https://doi.org/10.1016/0378-5173(86)90057-8
  5. Barany, E., Lindberg, M. and Loden, M. (2000) Unexpected skin barrierinfl uence from nonionic emulsifiers. Int. J. Pharm. 195, 189-195. https://doi.org/10.1016/S0378-5173(99)00388-9
  6. Benson, H. A. (2005). Transdermal drug delivery: penetration enhancementtechniques. Curr. Drug Deliv. 2, 23-33. https://doi.org/10.2174/1567201052772915
  7. Burnette, R. R. and Bagniefski, T. M. (1988) Influence of constant currentiontophoresis on the impedance and passive Na+ permeability of excised nude mouse skin. J. Pharm. Sci. 77, 492-497. https://doi.org/10.1002/jps.2600770606
  8. Cho, Y. A. and Gwak, H. S. (2004) Transdermal delivery of ketorolactromethamine: effects of vehicles and penetration enhancers. DrugDev. Ind. Pharm. 30, 557-564. https://doi.org/10.1081/DDC-120037486
  9. Cullander, C. and Guy, R. H. (1991) Sites of iontophoretic current flowinto the skin: identification and characterization with the vibratingprobe electrode. J. Invest. Dermatol. 97, 55-64. https://doi.org/10.1111/1523-1747.ep12478060
  10. Elias, P. M., Goerke, J. and Friend, D. S. (1977) Mammalian epidermalbarrier layer lipids: composition and influence on structure. J.Invest. Dermatol. 69, 535-546. https://doi.org/10.1111/1523-1747.ep12687968
  11. Ibrahim, S. A. and Li, S. K. (2010) Chemical enhancer solubility in humanstratum corneum lipids and enhancer mechanism of action onstratum corneum lipid domain. Int. J. Pharm. 383, 89-98. https://doi.org/10.1016/j.ijpharm.2009.09.014
  12. Jiang, S. J., Hwang, S. M., Choi, E. H., Elias, P. M., Ahn, S. K. andLee, S. H. (2000) Structural and functional effects of oleic acid andiontophoresis on hairless mouse stratum corneum. J. Invest. Dermatol.114, 64-70. https://doi.org/10.1046/j.1523-1747.2000.00834.x
  13. Kandimalla, K., Kanikkannan, N., Andega, S. and Singh, M. (1999)Effect of fatty acids on the permeation of melatonin across rat andpig skin in-vitro and on the transepidermal water loss in rats in-vivo.J. Pharm. Pharmacol. 51, 783-790. https://doi.org/10.1211/0022357991773140
  14. Kigasawa, K., Kajimoto, K., Hama, S., Saito, A., Kanamura, K. andKogure, K. (2010) Noninvasive delivery of siRNA into the epidermisby iontophoresis using an atopic dermatitis-like model rat. Int. J.Pharm. 383, 157-160. https://doi.org/10.1016/j.ijpharm.2009.08.036
  15. Oh, S. Y. and Guy, R. H. (1995) Effects of iontophoresis on the electricalproperties of human skin in vivo. Int. J. Pharm. 124, 137-142. https://doi.org/10.1016/0378-5173(95)00180-Q
  16. Oh, S. Y., Leung, L., Bommannan, D., Guy, R. H. and Potts, R. O.(1993) Effect of current, ionic strength and temperature on the electrical properties of skin. J. Control. Rel. 27, 115-125. https://doi.org/10.1016/0168-3659(93)90215-Q
  17. Ongpipattanakul, B., Burnette, R. R., Potts, R. O. and Francoeur, M.L. (1991) Evidence that oleic acid exists in a separate phase withinstratum corneum lipids. Pharm. Res. 8, 350-354. https://doi.org/10.1023/A:1015845632280
  18. Park, E. S., Chang, S. Y., Hahn, M. and Chi, S. C. (2000) Enhancingeffect of polyoxyethylene alkyl ethers on the skin permeation ofibuprofen. Int. J. Pharm. 209, 109-119. https://doi.org/10.1016/S0378-5173(00)00559-7
  19. Rastogi, S. K. and Singh, J. (2001) Lipid extraction and iontophoretictransport of leuprolide acetate through porcine epidermis. Int. J.Pharm. 215, 241-249. https://doi.org/10.1016/S0378-5173(00)00697-9
  20. Subedi, R. K., Oh, S. Y., Chun, M. K. and Choi, H. K. (2010) Recentadvances in transdermal drug delivery. Arch. Pharm. Res. 33, 339-351. https://doi.org/10.1007/s12272-010-0301-7
  21. Suh, H. and Jun, H. W. (1996) Effectiveness and mode of action of isopropylmyristate as a permeation enhancer for naproxen throughshed snake skin. J. Pharm. Pharmacol. 48, 812-816. https://doi.org/10.1111/j.2042-7158.1996.tb03979.x
  22. Trommer, H. and Neubert, R. H. (2006) Overcoming the stratum corneum:the modulation of skin penetration. A review. Skin Pharmacol.Physiol. 19, 106-121. https://doi.org/10.1159/000091978
  23. Ward, A. J. I. and Osborne, D. W. (1993) Hydrotropy and penetrationenhancement. In Pharmaceutical Skin Penetration Enhancement(K. A. Walters, J. Hadgraft, Eds.), pp. 365-388. Marcel Dekker Inc,New York.
  24. Yamamoto, T. and Yamamoto, Y. (1976) Electrical Properties of theepidermal stratum corneum. Med. Biol. Eng. 14, 151-158. https://doi.org/10.1007/BF02478741
  25. Yu, J., Chien, T. and Chien, Y. W. (1991) Transdermal Dual-ControlledDelivery of Testosterone and Estradiol: (II) Enhanced Skin Permeabilityand Membrane-Moderated Delivery. Drug Dev. Ind. Pharm.17, 1905. https://doi.org/10.3109/03639049109048058

Cited by

  1. The Influence of the Polar Head and the Hydrophobic Chain on the Skin Penetration Enhancement Effect of Poly(Ethylene Glycol) Derivatives vol.13, pp.1, 2012, https://doi.org/10.1208/s12249-011-9745-4
  2. Characterization of Damaged Skin by Impedance Spectroscopy: Mechanical Damage vol.30, pp.8, 2013, https://doi.org/10.1007/s11095-013-1052-1