메뉴 건너뛰기




Volumn 19, Issue 1, 2003, Pages 37-43

Anandamide prodrugs: 1. Water-soluble phosphate esters of arachidonylethanolamide and R-methanandamide

Author keywords

Anandamide; Arachidonylethanolamide; Cannabinoid; Phosphate ester; Prodrugs; Water soluble

Indexed keywords

ENZYMES; ESTERS; HYDROLYSIS; PH EFFECTS; SYNTHESIS (CHEMICAL);

EID: 0037406988     PISSN: 09280987     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0928-0987(03)00044-7     Document Type: Article
Times cited : (17)

References (24)
  • 3
    • 0027245634 scopus 로고
    • PH-Metric log P. II: Refinement of partition coefficients and ionization constants of multiprotic substances
    • Avdeef A. pH-Metric log P. II: Refinement of partition coefficients and ionization constants of multiprotic substances. J. Pharm. Sci. 82:1993;183-190.
    • (1993) J. Pharm. Sci. , vol.82 , pp. 183-190
    • Avdeef, A.1
  • 4
    • 0030865871 scopus 로고    scopus 로고
    • Functional role of high-affinity anandamide transport, as revealed by selective inhibition
    • Beltramo M., Stella N., Calignano A., Lin S.Y., Makriyannis A., Piomelli D. Functional role of high-affinity anandamide transport, as revealed by selective inhibition. Science. 277:1997;1094-1097.
    • (1997) Science , vol.277 , pp. 1094-1097
    • Beltramo, M.1    Stella, N.2    Calignano, A.3    Lin, S.Y.4    Makriyannis, A.5    Piomelli, D.6
  • 5
  • 6
    • 0020471568 scopus 로고
    • Metronidazole phosphate-water soluble prodrug for parenteral solutions of metronidazole
    • Cho M.J., Kurtz R.R., Lewis C., Machkovech S.M., Houser D.J. Metronidazole phosphate-water soluble prodrug for parenteral solutions of metronidazole. J. Pharm. Sci. 71:1982;410-414.
    • (1982) J. Pharm. Sci. , vol.71 , pp. 410-414
    • Cho, M.J.1    Kurtz, R.R.2    Lewis, C.3    Machkovech, S.M.4    Houser, D.J.5
  • 7
    • 0029904838 scopus 로고    scopus 로고
    • Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides
    • Cravatt B.F., Giang D.K., Mayfield S.P., Boger D.L., Lerner R.A., Gilula N.B. Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides. Nature. 384:1996;83-87.
    • (1996) Nature , vol.384 , pp. 83-87
    • Cravatt, B.F.1    Giang, D.K.2    Mayfield, S.P.3    Boger, D.L.4    Lerner, R.A.5    Gilula, N.B.6
  • 8
    • 0027444977 scopus 로고
    • Anandamide, an endogenous ligand of the cannabinoid receptor, induces hypomotility and hypothermia in vivo in rodents
    • Crawley J.N., Corwin R.L., Robinson J.K., Felder C.C., Devane W.A., Axelrod J. Anandamide, an endogenous ligand of the cannabinoid receptor, induces hypomotility and hypothermia in vivo in rodents. Pharmacol. Biochem. Behav. 46:1993;967-972.
    • (1993) Pharmacol. Biochem. Behav. , vol.46 , pp. 967-972
    • Crawley, J.N.1    Corwin, R.L.2    Robinson, J.K.3    Felder, C.C.4    Devane, W.A.5    Axelrod, J.6
  • 10
    • 0019774801 scopus 로고
    • Some enzymatic properties of vacuolar alkaline phosphatase from yeast
    • Fernandez M.P., Gascon S., Schwncke J. Some enzymatic properties of vacuolar alkaline phosphatase from yeast. Curr. Microbiol. 6:1981;121-126.
    • (1981) Curr. Microbiol. , vol.6 , pp. 121-126
    • Fernandez, M.P.1    Gascon, S.2    Schwncke, J.3
  • 11
    • 0027467421 scopus 로고
    • Pharmacological activity of the cannabinoid receptor agonist, anandamide, a brain constituent
    • Fride E., Mechoulam R. Pharmacological activity of the cannabinoid receptor agonist, anandamide, a brain constituent. Eur. J. Pharmacol. 231:1993;313-314.
    • (1993) Eur. J. Pharmacol. , vol.231 , pp. 313-314
    • Fride, E.1    Mechoulam, R.2
  • 12
    • 0030605140 scopus 로고    scopus 로고
    • Facile synthesis of lysophospholipids containing unsaturated fatty acid chains
    • Hopper D.W., Catalano J.G., Macdonald T.L. Facile synthesis of lysophospholipids containing unsaturated fatty acid chains. Tetrahedron Lett. 37:1996;7871-7874.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 7871-7874
    • Hopper, D.W.1    Catalano, J.G.2    Macdonald, T.L.3
  • 14
    • 0003229120 scopus 로고    scopus 로고
    • Hydroxypropyl-β-cyclodextrin increases aqueous solubility and stability of anandamide
    • Jarho P., Urttti A., Järvinen K., Pate D.W., Järvinen T. Hydroxypropyl-β-cyclodextrin increases aqueous solubility and stability of anandamide. Life Sci. 58:1996;181-185.
    • (1996) Life Sci. , vol.58 , pp. 181-185
    • Jarho, P.1    Urttti, A.2    Järvinen, K.3    Pate, D.W.4    Järvinen, T.5
  • 15
    • 0036157052 scopus 로고    scopus 로고
    • Effect of the enzyme inhibitor, phenylmethylsulfonyl fluoride, on the IOP profiles of topical anandamides
    • Laine K., Järvinen K., Pate D.W., Urtti A., Järvinen T. Effect of the enzyme inhibitor, phenylmethylsulfonyl fluoride, on the IOP profiles of topical anandamides. Invest. Ophthalmol. Vis. Sci. 43:2002;393-397.
    • (2002) Invest. Ophthalmol. Vis. Sci. , vol.43 , pp. 393-397
    • Laine, K.1    Järvinen, K.2    Pate, D.W.3    Urtti, A.4    Järvinen, T.5
  • 16
    • 0029133967 scopus 로고
    • Ophthalmic arachidonylethanolamide decreases intraocular pressure in normotensive rabbits
    • Pate D.W., Järvinen K., Urtti A., Jarho P., Järvinen T. Ophthalmic arachidonylethanolamide decreases intraocular pressure in normotensive rabbits. Curr. Eye Res. 14:1995;791-797.
    • (1995) Curr. Eye Res. , vol.14 , pp. 791-797
    • Pate, D.W.1    Järvinen, K.2    Urtti, A.3    Jarho, P.4    Järvinen, T.5
  • 17
    • 0032491366 scopus 로고    scopus 로고
    • Effect of the CB1 receptor antagonist, SR141716A, on cannabinoid-induced ocular hypotension in normotensive rabbits
    • Pate D.W., Järvinen K., Urtti A., Mahadevan V., Järvinen T. Effect of the CB1 receptor antagonist, SR141716A, on cannabinoid-induced ocular hypotension in normotensive rabbits. Life Sci. 63:1998;2181-2188.
    • (1998) Life Sci. , vol.63 , pp. 2181-2188
    • Pate, D.W.1    Järvinen, K.2    Urtti, A.3    Mahadevan, V.4    Järvinen, T.5
  • 18
    • 0032802188 scopus 로고    scopus 로고
    • Pharmacology of cannabinoid receptor ligands
    • Pertwee R.G. Pharmacology of cannabinoid receptor ligands. Curr. Med. Chem. 6:1999;635-664.
    • (1999) Curr. Med. Chem. , vol.6 , pp. 635-664
    • Pertwee, R.G.1
  • 19
    • 0033921628 scopus 로고    scopus 로고
    • Cannabinoid receptor ligands: Clinical and neuropharmacological considerations, relevant to future drug discovery and development
    • Pertwee R.G. Cannabinoid receptor ligands: clinical and neuropharmacological considerations, relevant to future drug discovery and development. Exp. Opin. Invest. Drugs. 9:2000;1-19.
    • (2000) Exp. Opin. Invest. Drugs , vol.9 , pp. 1-19
    • Pertwee, R.G.1
  • 20
    • 0031051583 scopus 로고    scopus 로고
    • Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor
    • Sheskin T., Hanuš L., Slager J., Vogel Z., Mechoulam R. Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor. J. Med. Chem. 40:1997;659-667.
    • (1997) J. Med. Chem. , vol.40 , pp. 659-667
    • Sheskin, T.1    Hanuš, L.2    Slager, J.3    Vogel, Z.4    Mechoulam, R.5
  • 21
    • 0028120487 scopus 로고
    • Alkaline phosphatase is an almost perfect enzyme
    • Simopoulos T.T., Jencks W.P. Alkaline phosphatase is an almost perfect enzyme. Biochemistry. 33:1994;10375-10380.
    • (1994) Biochemistry , vol.33 , pp. 10375-10380
    • Simopoulos, T.T.1    Jencks, W.P.2
  • 23
    • 0021185679 scopus 로고
    • Phenytoin prodrugs III: Water-soluble prodrugs for oral and/or parenteral use
    • Varia S.A., Schuller S., Sloan K.B., Stella V.J. Phenytoin prodrugs III: water-soluble prodrugs for oral and/or parenteral use. J. Pharm. Sci. 73:1984;1068-1073.
    • (1984) J. Pharm. Sci. , vol.73 , pp. 1068-1073
    • Varia, S.A.1    Schuller, S.2    Sloan, K.B.3    Stella, V.J.4
  • 24
    • 0029044855 scopus 로고
    • Effects of anandamide (endogen cannabinoid) on anterior pituitary hormone secretion in adult ovariectomized rats
    • Wenger T., Tóth B.E., Martin B.R. Effects of anandamide (endogen cannabinoid) on anterior pituitary hormone secretion in adult ovariectomized rats. Life Sci. 56:1995;2057-2063.
    • (1995) Life Sci. , vol.56 , pp. 2057-2063
    • Wenger, T.1    Tóth, B.E.2    Martin, B.R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.