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Volumn 16, Issue 10, 2009, Pages 1045-1052

Discovery of Potent and Reversible Monoacylglycerol Lipase Inhibitors

Author keywords

CHEMBIO; MOLNEURO

Indexed keywords

ACYLGLYCEROL LIPASE; ARACHIDONIC ACID DERIVATIVE; DRUG DERIVATIVE; ENDOCANNABINOID 2 ARACHIDONOYL GLYCEROL; ENDOCANNABINOID 2-ARACHIDONOYL GLYCEROL; ENZYME INHIBITOR; EUPHOL; GLYCEROL; LANOSTEROL; PRISTIMERIN; TRITERPENE;

EID: 71149108705     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chembiol.2009.09.012     Document Type: Article
Times cited : (102)

References (34)
  • 3
    • 37149013708 scopus 로고    scopus 로고
    • A comprehensive protile of brain enzymes that hydrolyze the endocannabinoid 2-arachidonoylglycerol
    • Blankman J.L., Simon G.M., and an Cravatt B.F. A comprehensive protile of brain enzymes that hydrolyze the endocannabinoid 2-arachidonoylglycerol. Chem. Biol. 14 (2007) 1347-1356
    • (2007) Chem. Biol. , vol.14 , pp. 1347-1356
    • Blankman, J.L.1    Simon, G.M.2    an Cravatt, B.F.3
  • 4
    • 0031434490 scopus 로고    scopus 로고
    • Influence of quinone methide reactivity on the alkylation of thiol and amino groups in proteins: studies utilizing amino acid and peptide models
    • Bolton J.L., Turnipseed S.B., and Thompson J.A. Influence of quinone methide reactivity on the alkylation of thiol and amino groups in proteins: studies utilizing amino acid and peptide models. Chem. Biol. Interact. 107 (1997) 185-200
    • (1997) Chem. Biol. Interact. , vol.107 , pp. 185-200
    • Bolton, J.L.1    Turnipseed, S.B.2    Thompson, J.A.3
  • 5
    • 35648973242 scopus 로고    scopus 로고
    • The inhibition of monoacylglycerol lipase by URB602 showed an anti-inflammatory and anti-nociceptive effect in a murine model of acute inflammation
    • Comelli F., Giagnoni G., Bettoni I., Colleoni M., and Costa B. The inhibition of monoacylglycerol lipase by URB602 showed an anti-inflammatory and anti-nociceptive effect in a murine model of acute inflammation. Br. J. Pharmacol. 152 (2007) 787-794
    • (2007) Br. J. Pharmacol. , vol.152 , pp. 787-794
    • Comelli, F.1    Giagnoni, G.2    Bettoni, I.3    Colleoni, M.4    Costa, B.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., and 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
    • 0028903996 scopus 로고
    • Anandamide amidohydrolase activity in rat brain microsomes. Identification and partial characterization
    • Désarnaud F., Cadas H., and Piomelli D. Anandamide amidohydrolase activity in rat brain microsomes. Identification and partial characterization. J. Biol. Chem. 270 (1995) 6030-6035
    • (1995) J. Biol. Chem. , vol.270 , pp. 6030-6035
    • Désarnaud, F.1    Cadas, H.2    Piomelli, D.3
  • 9
    • 57349137829 scopus 로고    scopus 로고
    • Modulation of the anti-nociceptive effects of 2-arachidonoyl glycerol by peripherally administered FAAH and MGL inhibitors in a neuropathic pain model
    • Desroches J., Guindon J., Lambert C., and Beaulieu P. Modulation of the anti-nociceptive effects of 2-arachidonoyl glycerol by peripherally administered FAAH and MGL inhibitors in a neuropathic pain model. Br. J. Pharmacol. 155 (2008) 913-924
    • (2008) Br. J. Pharmacol. , vol.155 , pp. 913-924
    • Desroches, J.1    Guindon, J.2    Lambert, C.3    Beaulieu, P.4
  • 12
    • 6944247598 scopus 로고    scopus 로고
    • RNA interference suggests a primary role for monoacylglycerol lipase in the degradation of the endocannabinoid 2-arachidonoylglycerol
    • Dinh T.P., Kathuria S., and Piomelli D. RNA interference suggests a primary role for monoacylglycerol lipase in the degradation of the endocannabinoid 2-arachidonoylglycerol. Mol. Pharmacol. 66 (2004) 1260-1264
    • (2004) Mol. Pharmacol. , vol.66 , pp. 1260-1264
    • Dinh, T.P.1    Kathuria, S.2    Piomelli, D.3
  • 13
    • 15744385109 scopus 로고    scopus 로고
    • Characterization of the fatty acid amide hydrolase inhibitor cyclohexyl carbamic acid 3′-carbamoyl-biphenyl-3-yl ester (URB597): effects on anandamide and oleoylethanolamide deactivation
    • Fegley D., Gaetani S., Duranti A., Tontini A., Mor M., Tarzia G., and Piomelli D. Characterization of the fatty acid amide hydrolase inhibitor cyclohexyl carbamic acid 3′-carbamoyl-biphenyl-3-yl ester (URB597): effects on anandamide and oleoylethanolamide deactivation. J. Pharmacol. Exp. Ther. 313 (2005) 352-358
    • (2005) J. Pharmacol. Exp. Ther. , vol.313 , pp. 352-358
    • Fegley, D.1    Gaetani, S.2    Duranti, A.3    Tontini, A.4    Mor, M.5    Tarzia, G.6    Piomelli, D.7
  • 15
    • 3242751838 scopus 로고    scopus 로고
    • Segregation of two endocannabinoid-hydrolyzing enzymes into pre- and postsynaptic compartments in the rat hippocampus, cerebellum and amygdala
    • Gulyas A.I., Cravatt B.F., Bracey M.H., Dinh T.P., Piomelli D., Boscia F., and Freund T.F. Segregation of two endocannabinoid-hydrolyzing enzymes into pre- and postsynaptic compartments in the rat hippocampus, cerebellum and amygdala. Eur. J. Neurosci. 20 (2004) 441-458
    • (2004) Eur. J. Neurosci. , vol.20 , pp. 441-458
    • Gulyas, A.I.1    Cravatt, B.F.2    Bracey, M.H.3    Dinh, T.P.4    Piomelli, D.5    Boscia, F.6    Freund, T.F.7
  • 17
    • 0032717591 scopus 로고    scopus 로고
    • Bacterial biocatalysts: molecular biology, three-dimensional structures, and biotechnological applications of lipases
    • Jaeger K.E., Dijkstra B.W., and Reetz M.T. Bacterial biocatalysts: molecular biology, three-dimensional structures, and biotechnological applications of lipases. Annu. Rev. Microbiol. 53 (1999) 315-351
    • (1999) Annu. Rev. Microbiol. , vol.53 , pp. 315-351
    • Jaeger, K.E.1    Dijkstra, B.W.2    Reetz, M.T.3
  • 18
    • 0029912748 scopus 로고    scopus 로고
    • Development and testing of the OPLS all-atom force field on conformational energetics and properties of organic liquids
    • Jorgensen W.L., Maxwell D.S., and Tirado-Rives J. Development and testing of the OPLS all-atom force field on conformational energetics and properties of organic liquids. J. Am. Chem. Soc. 118 (1996) 11225-11236
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 11225-11236
    • Jorgensen, W.L.1    Maxwell, D.S.2    Tirado-Rives, J.3
  • 19
    • 0030767295 scopus 로고    scopus 로고
    • cDNA cloning, tissue distribution, and identification of the catalytic triad of monoglyceride lipase. Evolutionary relationship to esterases, lysophospholipases, and haloperoxidases
    • Karlsson M., Contreras J.A., Hellman U., Tornqvist H., and Holm C. cDNA cloning, tissue distribution, and identification of the catalytic triad of monoglyceride lipase. Evolutionary relationship to esterases, lysophospholipases, and haloperoxidases. J. Biol. Chem. 272 (1997) 27218-27223
    • (1997) J. Biol. Chem. , vol.272 , pp. 27218-27223
    • Karlsson, M.1    Contreras, J.A.2    Hellman, U.3    Tornqvist, H.4    Holm, C.5
  • 20
    • 51349141952 scopus 로고    scopus 로고
    • Endocannabinoid signaling as a synaptic circuit breaker in neurological disease
    • Katona I., and Freund T.F. Endocannabinoid signaling as a synaptic circuit breaker in neurological disease. Nat. Med. 14 (2008) 923-930
    • (2008) Nat. Med. , vol.14 , pp. 923-930
    • Katona, I.1    Freund, T.F.2
  • 22
    • 70350339817 scopus 로고    scopus 로고
    • A critical cysteine residue in monoacylglycerol lipase is targeted by a new class of isothiazolinone-based enzyme inhibitors
    • King A.R., Lodola A., Carmi C., Fu J., Mor M., and Piomelli D. A critical cysteine residue in monoacylglycerol lipase is targeted by a new class of isothiazolinone-based enzyme inhibitors. Br. J. Pharmacol. 157 (2009) 974-983
    • (2009) Br. J. Pharmacol. , vol.157 , pp. 974-983
    • King, A.R.1    Lodola, A.2    Carmi, C.3    Fu, J.4    Mor, M.5    Piomelli, D.6
  • 24
    • 67651100845 scopus 로고    scopus 로고
    • Characterization of monoacylglycerol lipase inhibition reveals differences in central and peripheral endocannabinoid metabolism
    • Long J.Z., Nomura D.K., and Cravatt B.F. Characterization of monoacylglycerol lipase inhibition reveals differences in central and peripheral endocannabinoid metabolism. Chem. Biol. 16 (2009) 744-753
    • (2009) Chem. Biol. , vol.16 , pp. 744-753
    • Long, J.Z.1    Nomura, D.K.2    Cravatt, B.F.3
  • 26
    • 59449101653 scopus 로고    scopus 로고
    • CAY10499, a novel monoglyceride lipase inhibitor evidenced by an expeditious MGL assay
    • Muccioli G.G., Labar G., and Lambert D.M. CAY10499, a novel monoglyceride lipase inhibitor evidenced by an expeditious MGL assay. ChemBioChem 9 (2008) 2704-2710
    • (2008) ChemBioChem , vol.9 , pp. 2704-2710
    • Muccioli, G.G.1    Labar, G.2    Lambert, D.M.3
  • 28
    • 24944508307 scopus 로고    scopus 로고
    • Characterization of the sulfhydryl-sensitive site in the enzyme responsible for hydrolysis of 2-arachidonoyl-glycerol in rat cerebellar membranes
    • Saario S.M., Salo O.M.H., Nevalainen T., Poso A., Laitinen J.T., Järvinen T., and Niemi R. Characterization of the sulfhydryl-sensitive site in the enzyme responsible for hydrolysis of 2-arachidonoyl-glycerol in rat cerebellar membranes. Chem. Biol. 12 (2005) 649-656
    • (2005) Chem. Biol. , vol.12 , pp. 649-656
    • Saario, S.M.1    Salo, O.M.H.2    Nevalainen, T.3    Poso, A.4    Laitinen, J.T.5    Järvinen, T.6    Niemi, R.7
  • 29
  • 30
    • 0035902918 scopus 로고    scopus 로고
    • Receptor-dependent formation of endogenous cannabinoids in cortical neurons
    • Stella N., and Piomelli D. Receptor-dependent formation of endogenous cannabinoids in cortical neurons. Eur. J. Pharmacol. 425 (2001) 189-196
    • (2001) Eur. J. Pharmacol. , vol.425 , pp. 189-196
    • Stella, N.1    Piomelli, D.2
  • 31
    • 0030870722 scopus 로고    scopus 로고
    • A second endogenous cannabinoid that modulates long-term potentiation
    • Stella N., Schweitzer P., and Piomelli D. A second endogenous cannabinoid that modulates long-term potentiation. Nature 388 (1997) 773-778
    • (1997) Nature , vol.388 , pp. 773-778
    • Stella, N.1    Schweitzer, P.2    Piomelli, D.3
  • 33
    • 0035929564 scopus 로고    scopus 로고
    • Purification and characterization of an acid amidase selective for N-palmitoylethanolamine, a putative endogenous anti-inflammatory substance
    • Ueda N., Yamanaka K., and Yamamoto S. Purification and characterization of an acid amidase selective for N-palmitoylethanolamine, a putative endogenous anti-inflammatory substance. J. Biol. Chem. 276 (2001) 35552-35557
    • (2001) J. Biol. Chem. , vol.276 , pp. 35552-35557
    • Ueda, N.1    Yamanaka, K.2    Yamamoto, S.3
  • 34
    • 49449092396 scopus 로고    scopus 로고
    • Covalent inhibitors of human monoacylglycerol lipase: ligand-assisted characterization of the catalytic site by mass spectrometry and mutational analysis
    • Zvonok N., Pandarinathan L., Williams J., Johnston M., Karageorgos I., Janero D.R., Krishnan S.C., and Makryiyannis A. Covalent inhibitors of human monoacylglycerol lipase: ligand-assisted characterization of the catalytic site by mass spectrometry and mutational analysis. Chem. Biol. 15 (2008) 854-862
    • (2008) Chem. Biol. , vol.15 , pp. 854-862
    • Zvonok, N.1    Pandarinathan, L.2    Williams, J.3    Johnston, M.4    Karageorgos, I.5    Janero, D.R.6    Krishnan, S.C.7    Makryiyannis, A.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.