QSAR analyses of skin penetration enhancers

Journal of Chemical Information and Modeling

Volumn 47, Issue 3, 2007, Pages 1130-1149

  Lyer, Manisha ^a   Zheng, Tao ^b   Hopfinger, A J ^c,d   Tseng, Yufeng J ^d,e  

^a CHILDREN S HOSPITAL OF PITTSBURGH   (United States)

^b Avon Products Inc   (United States)

^c UNIVERSITY OF NEW MEXICO   (United States)

^d Chem21 Group Inc ^*  (United States)

^e NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

DATABASE SYSTEMS; HORMONES; LINEAR REGRESSION; OPTIMIZATION; REACTION KINETICS;

FINGERPRINT; FLUOROURACIL; HYDROCORTISONE; QSAR MODELS;

MATHEMATICAL MODELS;

ARTICLE; ARTIFICIAL INTELLIGENCE; CHEMICAL MODEL; CHEMICAL STRUCTURE; DRUG EFFECT; INTRADERMAL DRUG ADMINISTRATION; METABOLISM; SKIN; SKIN ABSORPTION; STRUCTURE ACTIVITY RELATION;

ADMINISTRATION, CUTANEOUS; ARTIFICIAL INTELLIGENCE; MODELS, CHEMICAL; MOLECULAR STRUCTURE; SKIN; SKIN ABSORPTION; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 34250832783     PISSN: 15499596     EISSN: 1549960X     Source Type: Journal    
DOI: 10.1021/ci700051e     Document Type: Article

References (24)

1. Barry, B. Mode of action of penetration enhancers in human skin. J. Controlled Release 1987, 6, 85-97.
2. Kim, N.; El-Kattan, A.; Asbill, C. S.; Kennette, R. J.; Sowell, J. W., St.; Latour, R.; Michniak, B. B. Evaluation of derivatives of 3-(2-oxo-1-pyrrolidine) hexahydro-1H-azepine-2-one as dermal penetration enhancers: side chain length variation and molecular modeling. J. Controlled Release 2001, 73, 183-196.
3. Kanikkannar, N.; Kandimalla, K.; Lamba, S. S.; Singh, M. Structureactivity relationships of chemical penetration enhancers in transdermal drug delivery. Curr. Med. Chem. 1999, 6, 593-608.
4. http://www.cancerbackup.org.uk/Treatments/Chemotherapy/Individualdrugs/ Fluorouracil. (accessed 12/12/2006).
5. Ward, J. H. Hierarchical grouping to optimize an objective function. J. Am. Stat. Assoc. 1963, 58, 236-244.
6. Michniak, B. B.; Player, M. R.; Godwin, D. A.; Phillips, C. A.; Sowell, J. W., Sr. Investigation of enhancer structure activity relantionships in congeners of 2-(1-Nonyl)-1,3-dioxolane. Drug Delivery 1995, 2, 117-122.
7. Michniak, B. B.; Player, M. R.; Godwin, D. A.; Lockhart, C. C.; Sowell, J. W., Sr. In vitro evaluation of a series of azone analogs as dermal penetration enhancers: V. miscellaneous compounds. Int. J. Pharm. 1998, 767, 169-178.
8. Fuhrman, L. C., Jr.; Michniak, B. B.; Behl, C. R.; Malick, A. W. Effect of novel penetration enhancers on the transdermal delivery of hydrocortisone: an in vitro species comparison. J. Controlled Release 1997, 45, 199-206.
9. Godwin, D. A.; Player, M. R.; Sowell, J. W., Sr.; Michniak, B. B. Synthesis and investigation of urea compounds as transdermal penetration enhancers. Int. J. Pharm. 1998,167, 165-175.
10. Godwin, D. A.; Michniak, B. B. Influence of drug lipophilicity on terpenes as transdermal penetration enhancers. Drug Dev. Ind. Pharm. 1999, 25, 905-915.
11. Michniak, B. B.; Player, M. R.; Sowell, J. W., Sr. Synthesis and in vitro transdermal penetration enhancing activity of lactam n-acetic acid esters. J. Pharm. Sci. 1996, 55, 150-154.
12. Michniak, B. B.; Player, M. R.; Godwin, D. A.; Phillips, C. A.; Sowell, J. W., Sr. In vitro evaluation of a series of azone analogs as dermal penetration enhancers: IV. amines. Int. J. Pharm. 1995, 116, 201-209.
13. Michniak, B. B.; Player, M. R.; Fuhrman, L. C.; Christensen, C. A.; Chapman, J. M., Jr.; Sowell, J. W., Sr. In vitro evaluation of a series of azone analogs as dermal penetration enhancers: II. (thio)amides. Int. J. Pharm. 1993, 94, 203-210.
14. Kim, N.; El-Kattan, A.; Henary, M. M.; Strekowski, L.; Michniak, B. B. Percutaneous penetration enhancement activity of aromatic s,s- dimethyliminosulfuranes. Int. J. Pharm. 1999,187, 219-229.
15. Song, Y.; Xiao, C.; Mendelsohn, R.; Zheng, T.; Strekowski, L.; Michniak, B. B. Investigation of iminosulfuranes as novel transdermal penetration enhancers: enhancement activity and cytotoxicity. Pharm. Res. 2005, 22, 1918-1925.
16. Michniak, B. B.; Player, M. R.; Fuhrman, L. C.; Christensen, C. A.; Chapman, J. M., Jr.; Sowell, J. W., Sr. In vitro evaluation of a series of azone analogs as dermal penetration enhancers: III. acyclic amides. Int. J. Pharm. 1994, 110, 231-239.
17. 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.
18. William, A.; Barry, B. Terpene pentration enhancers of 5FU. Pharm. Res. 1991, 8, 17-24.
19. Takayama, K.; Kikuchi, K.; Obata, Y.; Okabe, H.; Machida, Y.; Nagai, T. Terpenes as percutaneous absorption promoters. S.T.P. Pharm. Sci. 1991, 1, 83-88.
20. Duca, J. S.; Hopfinger, A. J. Estimation of molecular similarity based on 4D-QSAR analysis: formalism and validation. J. Chem. Inf. Comput. Sci. 2001, 41, 1367-1387.
21. Senese, C. L.; Duca, J. S.; Pan, D.; Hopfinger, A. J.; Tseng, Y. J. 4D-fingerprints, universal QSAR and QSPR descriptors. J. Chem. Inf. Comput. Sci. 2004, 44, 1526-1539.
22. Rogers, D.; Hopfinger, A. J. Applications of genetic function approximation to quantitative structure-activity relationships and quantitative structure-property relationships. J. Chem. Inf. Comput. Sci. 1994, 34, 854-866.
23. Rogers, D. WOLF 6.2 GFA Program; Molecular Simulation Inc.: San Diego, CA, 1994.
24. Friedman, J. MultiVariate Adaptive Regression Splines; Stanford University: Stanford, CA, 1988.