Skin permeation enhancement of diclofenac by fatty acids

Drug Delivery

Volumn 15, Issue 6, 2008, Pages 373-379

  Kim, Min Jung ^a   Doh, Hea Jeong ^a   Choi, Min Koo ^b   Chung, Suk Jae ^b   Shim, Chang Koo ^b   Kim, Dae Duk ^b   Kim, Jung Sun ^c   Yong, Chul Soon ^d   Choi, Han Gon ^d  

^a Pusan National University   (South Korea)

^b Seoul National University   (South Korea)

^c Dongseo University   (South Korea)

^d Yongnam University ^*  (South Korea)

Author keywords

Diclofenac; Enhancer; Fatty acid; Skin permeation

Indexed keywords

AMIDE; ARACHIDIC ACID; CARBOXYLIC ACID; DICLOFENAC; FATTY ACID DERIVATIVE; FUNCTIONAL GROUP; HYDROXYL GROUP; LAURIC ACID; LINOLENIC ACID; MONOUNSATURATED FATTY ACID; MYRISTIC ACID; MYRISTOLEIC ACID; OLEAMIDE; OLEIC ACID; OLEYL ALCOHOL; PALMITIC ACID; PALMITOLEIC ACID; PROPYLENE GLYCOL; SATURATED FATTY ACID; STEARIC ACID;

ANIMAL TISSUE; ARTICLE; CHEMICAL BOND; DIFFUSION; DRUG PENETRATION; DRUG POTENCY; DRUG SOLUBILITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MALE; NONHUMAN; PRIORITY JOURNAL; RAT; SKIN PERMEABILITY;

ADJUVANTS, PHARMACEUTIC; ADMINISTRATION, CUTANEOUS; ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DICLOFENAC; DRUG DELIVERY SYSTEMS; DRUG EVALUATION, PRECLINICAL; FATTY ACIDS, UNSATURATED; MALE; PERMEABILITY; RATS; RATS, SPRAGUE-DAWLEY; SKIN; SKIN ABSORPTION; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 49549104910     PISSN: 10717544     EISSN: 15210464     Source Type: Journal    
DOI: 10.1080/10717540802006898     Document Type: Article

References (35)

1. Aboofazeli, R., Zia, H., and Needham, T. E. 2002. Transdermal delivery of nicardipine: an approach to in vitro permeation enhancement. Drug Deliv. 9:239-247.
2. Aungst, B. J. 1989. Structure/effect studies of fatty acid isomers as skin penetration enhancers and skin irritants. Pharm. Res. 6:244-247.
3. Aungst, B. J., Blake, J. A., and Hussain, M. A. 1990. Contribution of drug solubilization, partitioning, barrier distribution and solvent permeation to the enhancement of skin permeation of various compounds with fatty acids and amines. Pharm. Res. 7:712-718.
4. Aungst, B. J., Rogers, N. J., and Shefter, E. 1986. Enhancement of naloxone penetration through human skin in vitro using fatty acids, fatty alcohols, surfactants, sulphoxides and amides. Int. J. Pharm. 33:225-234.
5. Bendas, B., Schmalfuss, U., and Neubert, R. 1995. Influence of propylene glycol as cosolvent on mechanisms of drug transport from hydrogels. Int. J. Pharm. 116:19-30.
6. Bhatia, K. S., and Singh, J. 1998. Synergistic effect of iontophoresis and a series of fatty acids on LHRH permeability through porcine skin. J. Pharm. Sci. 87:462-469.
7. Bowen, J. L., and Heard, C. M. 2006. Film drying and complexation effects in the simultaneous skin permeation of ketoprofen and propylene glycol from simple gel formulations. Int. J. Pharm. 307:251-257.
8. Chien, Y. W., Xu, H., Chiang, C. C., and Huang, Y. C. 1988. Transdermal controlled administration of indomethacin. I. Enhancement of skin permeability. Pharm. Res. 5:103-106.
9. Elyan, B. M., Sidhom, M. B., and Plakogiannis, F. M. 1996. Evaluation of the different fatty acids on the percutaneous absorption of metaproterenol sulfate. J. Pharm. Sci. 85:101-105.
10. Escribano, E., Calpena, A. C., Queralt, J., Obach, R., and Doménech, J. 2003. Assessment of diclofenac permeation with different formulations: antiinflammatory study of a selected formula. Eur. J. Pharm. Sci. 19:203-210.
11. Golden, G. M., Mckie, J. E., and Potts, R. O. 1987. Role of stratum corneum lipid fluidity in transdermal drug flux. J. Pharm. Sci. 76:25-28.
12. Goosen, C., du Plessis, J., Mller, D. G., and Janse van Rensburg, L. F. 1998. Correlation between physicochemical characteristics, pharmacokinetic properties and transdermal absorption of NSAIDs. Int. J. Pharm. 163:203-209.
13. Harrison, J. E., Watkinson, A. C., Greem, D. M., Hadgraft, J., and Brain, K. 1996. The relative effect of azone and transcutol on permeant diffusivity and solubility in human stratum corneum. Pharm. Res. 13:542-546.
14. John, V. A. 1979. The pharmacokinetics and metabolism of diclofenac sodium (Voltarol) in animals and man. Rheumatol. Rehabil. Suppl. 2:22-37.
15. Kandimalla, K., Kanikkannan, N., Andega, S., and Singh, M. 1999. Effect of fatty acids on the permeation of melatonin across rat and pig skin in vitro and on the transepidermal water loss in rats in vivo. J. Pharm. Pharmacol. 51:783-790.
16. Kanikkannan, N., Kandimalla, K., Lamba, S. S., and Singh, M. 1999. Structure-activity relationship of chemical penetration enhancers in transdermal drug delivery. Curr. Med. Chem. 6:593-608.
17. Larrucea, E., Arellano, A., Santoyo, S., and Ygartua, P. 2001. Combined effect of oleic acid and propylene glycol on the percutaneous penetration of tenoxicam and its retention in the skin. Eur. J. Pharm. Biopharm. 52:113-119.
18. McCarthy, D. M. 1999. Comparative toxicity of nonsteroidal anti-inflammatory drugs. Am. J. Med. 107:37S-47S.
19. Minghetti, P., Cilurzo, F., Casiraghi, A., Montanari, L., and Fini, A. 2007. Ex vivo study of transdermal permeation of four diclofenac salts from different vehicles. J. Pharm. Sci. 96:814-822.
20. Mitchell, J. A., and Warner, T. D. 1999. Cyclooxygenase-2: pharmacology, physiology, biochemistry and relevance to NSAID therapy. Br. J. Pharmacol. 128:1121-1132.
21. Morimoto, K., Tojima, H., Haruta, T., Suzuki, M., and Kakemi, M. 1996. Enhancing effects of unsaturated fatty acids with various structures on the permeation of indomethacin through rat skin. J. Pharm. Pharmacol. 48:1133-1137.
22. Ogiso, T., and Shintani, M. 1990. Mechanism for the enhancement effect of fatty acids on the percutaneous absorption of propranolol. J. Pharm. Sci. 79:1065-1071.
23. Oh, S. Y., Jeong, S. Y., Park, T. G., and Lee, J. H. 1998. Enhanced transdermal delivery of AZT (Zidovudine) using inotophoresis and penetration enhancer. J. Control. Release 51:161-168.
24. Oh, H. J., Oh, Y. K., and Kim, C. K. 2001. Effects of vehicles and enhancers on transdermal delivery of melatonin. Int. J. Pharm. 212:63-71.
25. Santoyo, S., Ygartua, P. 2000. Effect of skin pretreatment with fatty acids on percutaneous absorption and skin retention of piroxicam after its topical application. Eur. J. Pharm. Biopharm. 50:245-250.
26. Sinha, V. R., and Kaur, P. M. 2000. Permeation enhancers for transdermal drug delivery. Drug Dev. Ind. Pharm. 26:1131-1140.
27. Stott, P. W., Williams, A. C., and Barry, B. W. 2001. Mechanistic study into the enhanced transdermal permeation of a model β-blocker, propranolol, by fatty acids: a melting point depression effect. Int. J. Pharm. 219:161-176.
28. Suhonen, T. M., Bouwstra, J. A., and Urtti, A. 1999. Chemical enhancement of percutaneous absorption in relation to stratum corneum structural alterations. J. Control. Release 59:149-161.
29. Taguchi, K., Fukushima, S., Yamaoka, Y., Takeuchi, Y., and Suzuki, M. 1999. Enhancement of propylene glycol distribution in the skin by high purity cis-unsaturated fatty acids with different alkyl chain lengths having different double bond position. Biol. Pharm. Bull. 22:407-411.
30. Takahashi, K., Suzuki, T., Sakano, H., and Mizuno, N. 1995. Effect of vehicles on diclofenac permeation across excised rat skin. Biol. Pharm. Bull. 18:571-575.
31. Takeuchi, Y., Yamaoka, Y., Fukushima, S., Miyawaki, K., Taguchi, K., Yasuka, H., Kishimoto, S., and Suzuki, M. 1998. Skin penetration enhancing action of cis-unsaturated fatty acids with ω-9 and ω-12 chain lengths. Biol. Pharm. Bull. 21:484-491.
32. Tanojo, H., Bouwstra, J. A., Junginger, H. E., and Boddé, H. E. 1997. In vitro human skin barrier modulation by fatty acids: skin permeation and thermal analysis studies. Pharm. Res. 14:42-49.
33. Träuble, H. 1971. The movement of molecules across lipid membranes: a molecular theory. J. Membr. Biol. 4:193-208.
34. Wang, M. Y., Yang, Y. Y., and Heng, P. W. S. 2005. Skin permeation of physostigmine from fatty acids-based formulations: evaluating the choice of solvent. Int. J. Pharm. 290:25-36.
35. Willis, J. V., Kendall, M. J., Flinn, R. M., Thornhill, D. P., and Welling, P. G. 1979. The pharmacokinetics of diclofenac sodium following intravenous and oral administration. Eur. J. Clin. Pharmacol. 16:405-410.