Survey of Ophthalmology
Volume 47 , Pages S34-S40 , August 2002

The Hydrolysis of Bimatoprost in Corneal Tissue Generates a Potent Prostanoid FP Receptor Agonist

References 

  1. Abramovitz M, Adam M, Boie Y, et al.  The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim Biophys Acta. 2000;1483:285–293
  2. Anderson LE, Schultz MK, Wiltbank MC. Prostaglandin moieties that determine receptor binding specificity in the bovine corpus luteum. J Reprod Fertil. 1999;116:133–141
  3. Bito LZ. Comparison of the ocular hypotensive efficacy of eicosanoids and related compounds. Exp Eye Res. 1984;38:181–184
  4. Bundy GL, Peterson DC, Cornette JC, et al.  Synthesis and biological activity of prostaglandin lactones. J Med Chem. 1983;26:1089–1099
  5. Camras CB, Alm A, Watson P, et al.  Latanoprost, a prostaglandin analog, for glaucoma therapy. Efficacy and safety after. 1996;1(year of treatment in 198 patients. Ophthalmology 103):1916–1924
  6. Camras CB, Bito LZ, Eakins KE. Reduction of intraocular pressure by prostaglandins applied topically to the eyes of conscious rabbits. Invest Ophthamol Vis Sci. 1977;16:1125–1134
  7. Cantor LB. Bimatoprost (a member of a new class of agents, the prostamides, for glaucoma management). Exp Opin Invest Drugs. 2001;10:721–731
  8. Cravatt BF, Giang DK, Mayfield SP, et al.  Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides. Nature. 1996;384:83–87
  9. Devane WA, Hanus L, Breuer A, et al.  Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science. 1992;258:1946–1949
  10. Giang DK, Cravatt BF. Molecular characterization of human and mouse fatty acid amide hydrolases. Proc Natl Acad Sci USA. 1997;94:2238–2242
  11. Goh Y, Kishino J. Pharmacological characterization of prostaglandin-related ocular hypotensive agents. Jpn J Ophthamol. 1994;38:236–245
  12. Hillard CJ, Manna S, Greenberg MJ, et al.  Synthesis and characterization of potent and selective agonists of the neuronal cannabinoid receptor (CB1). J Pharmacol Exp Ther. 1999;289:1427–1433
  13. Ke T-L, Graff G, Spellman JM, Yanni JM. Nepafenac, a unique nonsteroidal prodrug with potential utility in the treatment of trauma-induced ocular inflammation (II. In vitro bioactivation and permeation of external ocular barriers). Inflammation. 2000;24:371–384
  14. Kondo S, Kondo H, Nakane S, et al.  2-Arachidonoylglycerol, and endogenous cannabinoid receptor agonist (identification as one of the major species of monoacylglycerols in various rat tissues, and evidence for its generation through Ca2+-dependent and -independent mechanisms). FEBS Lett. 1998;429:152–156
  15. Resul B, Stjernschantz J, Selen G, et al.  Structure-activity relationships and receptor profiles of some ocular hypotensive prostanoids. Surv Ophthalmol. 1997;41(Suppl):S47–S52
  16. Sorbera LA, Castaner J. Travoprost. Drugs Future. 2000;25:41–45
  17. Stjernschantz J, Resul B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future. 1992;17:691–704
  18. Taniguchi T, Haque MSR, Sugiyama K, et al.  Ocular hypotensive mechanism of topical isopropyl unoprostone, a novel prostaglandin metabolite-related drug, in rabbits. J Ocul Pharmacol. 1996;12:489–498
  19. Towbin H, Staehelin T, Gordon J. Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets (Procedure and some applications). Proc Natl Acad Sci USA. 1979;76:4350–4354
  20. Woodward DF, Krauss AHP, Chen J, et al.  The pharmacology of bimatoprost (Lumigan). Surv Ophthalmol. 2001;45:S337–S345
  21. Yazulla S, Studholme KM, McIntosh HH, et al.  Immunocytochemical localization of cannabinoid CB1 receptor and fatty acid amide hydrolase in rat retina. J Comp Neurol. 1999;415:80–90

☆ Cayman Chemical Company provided 100% of the funding for this article. Kirk M. Maxey, MD, is a paid consultant for Pharmacia, the manufacturer of Xalatan. The authors are employees of Cayman Chemical, which makes and sells bimatoprost, latanoprost, unoprostone, and other PGs as research reagents.

PII: S0039-6257(02)00323-5

Survey of Ophthalmology
Volume 47 , Pages S34-S40 , August 2002

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