Estimation and enhancement of in vitro corneal transport of S-1033, a novel antiglaucoma medication

International Journal of Pharmaceutics

Volumn 132, Issue 1-2, 1996, Pages 165-173

  Higaki, Kazutaka ^a   Takeuchi, Masaharu ^a   Nakano, Masayuki ^a  

^a SHIONOGI AND CO LTD   (Japan)

Author keywords

Antiglaucoma medication; Benzalkonium chloride; Corneal transport; Lipophilicity; Prostaglandin derivative

Indexed keywords

ANTIGLAUCOMA AGENT; BENZALKONIUM CHLORIDE; PROSTAGLANDIN DERIVATIVE; PROSTAGLANDIN E2; PROSTAGLANDIN F2 ALPHA; S 1033; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; CORNEA PERMEABILITY; DIFFUSION; DRUG TRANSPORT; ESTERIFICATION; LIPOPHILICITY; MALE; NONHUMAN; PARTITION COEFFICIENT; PRIORITY JOURNAL; TOPICAL DRUG ADMINISTRATION;

EID: 0029895969     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/0378-5173(95)04372-1     Document Type: Article

References (30)

1. Akers, M.J., Schoenwald, R.D. and McGinity, J.W., Practical aspects of ophthalmic drug development. Drug Dev. Ind. Pharm., 3 (1977) 185-217.
2. Buclin, T., Biollaz, J., Lippa, E.A., B.-Ferber, F., Melle, G. van, Munafo, A., Clineschmidt, C. and Schelling, J.-L., Absence of metabolic effects of the topical carbonic anhydrase inhibitors MK-927 and sezolamide during two-week ocular administration to normal subjects. Clin. Pharmacol. Ther., 49 (1991) 665-673.
3. Camber, O., An in vitro model for determination of drug permeability through the cornea. Acta Pharm. Suec., 22 (1985) 335-342.
4. 2α and its isopropyl ester in vitro. Int. J. Pharm., 37 (1987a) 27-32.
5. Camber, O. and Edman, P., Influence of some preservatives on the corneal permeability of pilocarpine and dexamethasone, in vitro. Int. J. Pharm., 39 (1987b) 229-234.
6. 2α esters across cornea in vitro. Int. J. Pharm., 29 (1986) 259-266.
7. 2α. Curr. Eye Res., 1 (1981) 205-209.
8. Camras, C.B., Bito, L.Z. and Eakins, K.E., Reduction of intraocular pressure by prostaglandins applied topically to the eyes of conscious rabbits. Invest. Ophthalmol. Vis. Sci., 16 (1977) 1125-1134.
9. Chang, S.-C., Bundgaard, H., Buur, A. and Lee, V.H.L., Improved corneal penetration of timolol by prodrugs as a means to reduce systemic drug load. Invest. Ophthalmol. Vis. Sci., 28 (1987) 487-491.
10. Chien, D.-S., Sasaki, H., Bundgaard, H., Buur, A. and Lee, V.H.L., Role of enzymatic lability in the corneal and conjunctival penetration of timolol ester prodrugs in the pigmented rabbit. Pharm. Res., 8 (1991) 728-733.
11. Eakins, K.E., Prostaglandin and no-prostaglandin mediated breakdown of the blood-aqueous barrier. Exp. Eye Res., Suppl., 25 (1977) 483-498.
12. Fraunfelder, F.T. and Meyer, S.M., Systemic side effects from ophthalmic timolol and their prevention. J. Ocul. Pharmacol., 3 (1987) 177-184.
13. Goh, Y., Hirono, S. and Yoshimura, K., Ocular hypotensive and adverse effects after topical application of prostaglandin analogue, S-1033, in animals: a comparative study with UF-021 and PHXA34. Jpn. J. Ophthalmol., 38 (1994) 215-227.
14. Goh, Y. and Kishino, J., Pharmacological characterization of prostaglandin-related ocular hypotensive agents. Jpn. J. Ophthalmol., 38 (1994) 236-245.
15. Grass, G.M. and Robinson, J.R., Relationship of chemical structure to corneal penetration and influence of low-vis-cosity solution on ocular bioavailability. J. Pharm. Sci., 73 (1984) 1021-1027.
16. Green, K., Chapman, Jr., J.M., Cheeks, L., Clayton, R.M., Wilson, M. and Zehir, A., Detergent penetration into young and adult rabbit eyes: comparative pharmacokinetics. J. Toxicol. Cutaneous Ocul. Toxicol., 6 (1987) 89-107.
17. Higaki, K., Kamata, K., Takeuchi, M., Inazawa, K., Chikai, T., Hamaguchi, T., Yukawa, T., Kadono, K., Kawahara, S. and Nakano, M., Ocular absorption, distribution, and systemic absorption of a novel antiglaucoma medication, prostaglandin derivative, in male white rabbits. Drug Metab. Dispos., 23 (1995) 35-43.
18. Huang, H.-S., Schoenwald, R.D. and Lach, J.L., Corneal penetration behavior of β-blocking agents II: assessment of barrier contributions. J. Pharm. Sci., 72 (1983) 1272-1279.
19. Keller, N., Moore, D., Carper, D. and Longwell, A., Increased corneal permeability induced by the dual effects of transient tear film acidification and exposure to benzalkonium chloride. Exp. Eye Res., 30 (1980) 203-210.
20. Kishi, M., Takahashi, K., Goh, Y. and Kurosawa, A., Synthesis and structure-activity relationships of 15-deoxy prostaglandin analogues with ocular hypotensive activity. Abstracts, 2nd Annual Meeting of Division of Medicinal Chemistry, 13th Symposium on Medicinal Chemistry, The Pharmaceutical Society of Japan, Division of Medicinal Chemistry, Tokyo, Japan, Dec. 1992, Abstr., pp. 22-23.
21. Lee, V.H.L., Mechanisms and facilitation of corneal drug penetration. J. Control. Release, 11 (1990) 79-90.
22. O'Brien, W.J. and Edelhauser, H.F., The corneal penetration of trifluorothymidine, adenine arabinoside, and idoxuridine: a comparative study. Invest. Ophthalmol., 16 (1977) 1093-1103.
23. Pfister, R.R. and Burstein, N., The effects of ophthalmic drugs, vehicles, and preservatives on corneal epithelium: a scanning electron microscope study. Invest. Ophthalmol., 15 (1976) 246-259.
24. 2α (tromethamine salt): solubility behavior, surface properties, and ionization constants. J. Pharm. Sci., 62 (1973) 1680-1685.
25. Sasaki, H., Igarashi, Y., Nishida, K. and Nakamura, J., Ocular delivery of the β-blocker, tilisolol, through the prodrug approach. Int. J. Pharm., 93 (1993) 49-60.
26. Schoenwald, R.D. and Huang, H.-S., Corneal penetration behavior of β-blocking agents. I: Physicochemical factors. J. Pharm. Sci., 72 (1983) 1266-1272.
27. 2, on cat and rhesus monkey eyes. Invest. Ophthalmol. Vis. Sci., 22 (1982) 588-598.
28. Suhonen, P., Järvinen, T., Peura, P. and Urtti, A., Permeability of pilocarpic acid diesters across albino rabbit cornea in vitro. Int. J. Pharm., 74 (1991a) 221-228.
29. Suhonen, P., Järvinen, T., Rytkönen, P., Peura, P. and Urtti, A., Improved corneal pilocarpine permeability with O,O′-(1,4-xylylene) bispilocarpic acid ester double prodrugs. Pharm. Res., 8 (1991b) 1539-1542.
30. Tonjum, A.M., Permeability of rabbit corneal epithelium to horseradish peroxidase after the influence of benzalkonium chloride. Acta Ophthalmol., 53 (1975) 335-347.