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Volumn 152, Issue 5, 2007, Pages 751-764

Vascular pharmacology of a novel cannabinoid-like compound, 3-(5-dimethylcarbamoyl-pent-1-enyl)-N-(2-hydroxy-1-methyl-ethyl)benzamide (VSN16) in the rat

Author keywords

AM 251; Cannabinoid receptors; Endothelium; GPR55; Haemodynamics; O 1918; Rat mesenteric artery; Rimonabant; Vasodilator; VSN16

Indexed keywords

1 (2,4 DICHLOROPHENYL) 5 (4 IODOPHENYL) 4 METHYL N (1 PIPERIDYL) 1H PYRAZOLE 3 CARBOXAMIDE; 3 (5 DIMETHYLCARBAMOYL PENT 1 ENYL) N (2 HYDROXY 1 METHYL ETHYL)BENZAMIDE; 4 (1,1 DIMETHYLHEPTYL) 1',2',3',4',5',6' HEXAHYDRO 2,3' DIHYDROXY 6' (3 HYDROXYPROPYL)BIPHENYL; BENZAMIDE DERIVATIVE; CALCIUM CHANNEL; CANNABINOID 1 RECEPTOR; CANNABINOID 2 RECEPTOR; CANNABINOID RECEPTOR AGONIST; CANNABINOID RECEPTOR ANTAGONIST; NITRIC OXIDE; O 1918; POTASSIUM CHANNEL; RIMONABANT; UNCLASSIFIED DRUG; VANILLOID RECEPTOR 1;

EID: 35649010952     PISSN: 00071188     EISSN: 14765381     Source Type: Journal    
DOI: 10.1038/sj.bjp.0707470     Document Type: Article
Times cited : (19)

References (47)
  • 2
    • 35648976815 scopus 로고    scopus 로고
    • Brown AJ, Wise A 2001, GlaxoSmithKline. Identification of modulators of GPR55 activity Patent WO01/86305
    • Brown AJ, Wise A (2001). GlaxoSmithKline. Identification of modulators of GPR55 activity Patent WO01/86305.
  • 3
    • 0031594723 scopus 로고    scopus 로고
    • Cannabinoid CB1 receptor and endothelium-dependent hyperpolarization in guinea-pig carotid, rat mesenteric and porcine coronary arteries
    • Chataigneau T, Félétou M, Thollon C, Villeneuve N, Vilaine JP, Duhault J et al. (1998). Cannabinoid CB1 receptor and endothelium-dependent hyperpolarization in guinea-pig carotid, rat mesenteric and porcine coronary arteries. Br J Pharmacol 123: 968-974.
    • (1998) Br J Pharmacol , vol.123 , pp. 968-974
    • Chataigneau, T.1    Félétou, M.2    Thollon, C.3    Villeneuve, N.4    Vilaine, J.P.5    Duhault, J.6
  • 4
    • 0033569702 scopus 로고    scopus 로고
    • The endothelial component of cannabinoid-induced relaxation in rabbit mesenteric artery depends on gap junctional communication
    • Chaytor AT, Martin PE, Evans WH, Randall MD, Griffith TM (1999). The endothelial component of cannabinoid-induced relaxation in rabbit mesenteric artery depends on gap junctional communication. J Physiol 520: 539-550.
    • (1999) J Physiol , vol.520 , pp. 539-550
    • Chaytor, A.T.1    Martin, P.E.2    Evans, W.H.3    Randall, M.D.4    Griffith, T.M.5
  • 6
    • 35648984839 scopus 로고    scopus 로고
    • Drmota T, Greasley P, Groblewski T 2004, AstraZeneca. Screening assays for cannabinoid-ligand type modulators of GPR55 Patent WO2004/074844
    • Drmota T, Greasley P, Groblewski T (2004). AstraZeneca. Screening assays for cannabinoid-ligand type modulators of GPR55 Patent WO2004/074844.
  • 7
    • 4644260469 scopus 로고    scopus 로고
    • Characterization of cannabinoid modulation of sensory neurotransmission in the rat isolated mesenteric arterial bed
    • Duncan M, Kendall DA, Ralevic V (2004). Characterization of cannabinoid modulation of sensory neurotransmission in the rat isolated mesenteric arterial bed. J Pharmacol Exp Ther 311: 411-419.
    • (2004) J Pharmacol Exp Ther , vol.311 , pp. 411-419
    • Duncan, M.1    Kendall, D.A.2    Ralevic, V.3
  • 8
    • 0036246870 scopus 로고    scopus 로고
    • Complex regional haemodynamic effects of anandamide in conscious rats
    • Gardiner SM, March JE, Kemp PA, Bennett T (2002). Complex regional haemodynamic effects of anandamide in conscious rats. Br J Pharmacol 135: 1889-1996.
    • (2002) Br J Pharmacol , vol.135 , pp. 1889-1996
    • Gardiner, S.M.1    March, J.E.2    Kemp, P.A.3    Bennett, T.4
  • 9
    • 4143108422 scopus 로고    scopus 로고
    • Binding of the non-classical cannabinoid CP 55940, and the diarylpyrazole AM251 to rodent brain cannabinoid receptors
    • PL 191-PL 197
    • Gatley SJ, Lan R, Pyatt B, Gifford AN, Volkow ND, Makriyannis A (1997). Binding of the non-classical cannabinoid CP 55940, and the diarylpyrazole AM251 to rodent brain cannabinoid receptors. Life Sci 61: PL 191-PL 197.
    • (1997) Life Sci , vol.61
    • Gatley, S.J.1    Lan, R.2    Pyatt, B.3    Gifford, A.N.4    Volkow, N.D.5    Makriyannis, A.6
  • 10
    • 0032726187 scopus 로고    scopus 로고
    • Cannabinoid agonists and antagonists discriminated by receptor binding in rat cerebellum
    • Griffin G, Wray EJ, Martin BR, Abood ME (1999). Cannabinoid agonists and antagonists discriminated by receptor binding in rat cerebellum. Br J Pharmacol 128: 684-688.
    • (1999) Br J Pharmacol , vol.128 , pp. 684-688
    • Griffin, G.1    Wray, E.J.2    Martin, B.R.3    Abood, M.E.4
  • 12
    • 0038561226 scopus 로고    scopus 로고
    • Vasodilator actions of abnormal-cannabidiol in rat isolated small mesenteric artery
    • Ho WS, Hiley CR (2003b). Vasodilator actions of abnormal-cannabidiol in rat isolated small mesenteric artery. Br J Pharmacol 138: 1320-1332.
    • (2003) Br J Pharmacol , vol.138 , pp. 1320-1332
    • Ho, W.S.1    Hiley, C.R.2
  • 13
    • 3042818259 scopus 로고    scopus 로고
    • Vasorelaxant activities of the putative endocannabinoid virodhamine in rat isolated small mesenteric artery
    • Ho WS, Hiley CR (2004). Vasorelaxant activities of the putative endocannabinoid virodhamine in rat isolated small mesenteric artery. J Pharm Pharmacol 56: 869-875.
    • (2004) J Pharm Pharmacol , vol.56 , pp. 869-875
    • Ho, W.S.1    Hiley, C.R.2
  • 15
    • 33644827806 scopus 로고    scopus 로고
    • Vasorelaxant effects of oleamide in rat small mesenteric artery indicate action at a novel cannabinoid receptor
    • Hoi PM, Hiley CR (2006). Vasorelaxant effects of oleamide in rat small mesenteric artery indicate action at a novel cannabinoid receptor. Br J Pharmacol 147: 560-568.
    • (2006) Br J Pharmacol , vol.147 , pp. 560-568
    • Hoi, P.M.1    Hiley, C.R.2
  • 16
    • 0032510071 scopus 로고    scopus 로고
    • Design, synthesis, and biological evaluation of conformationally constrained aci-reductone mimics of arachidonic acid
    • Hopper AT, Witiak DT, Ziemniak J (1998). Design, synthesis, and biological evaluation of conformationally constrained aci-reductone mimics of arachidonic acid. J Med Chem 41: 420-427.
    • (1998) J Med Chem , vol.41 , pp. 420-427
    • Hopper, A.T.1    Witiak, D.T.2    Ziemniak, J.3
  • 17
  • 18
    • 0037062411 scopus 로고    scopus 로고
    • An endogenous capsaicin-like substance with high potency at recombinant and native vanilloid VR1 receptors
    • Huang SM, Bisogno T, Trevisani M, Al-Hayani A, De Petrocellis L, Fezza F et al. (2002). An endogenous capsaicin-like substance with high potency at recombinant and native vanilloid VR1 receptors. Proc Natl Acad Sci USA 99: 8400-8405.
    • (2002) Proc Natl Acad Sci USA , vol.99 , pp. 8400-8405
    • Huang, S.M.1    Bisogno, T.2    Trevisani, M.3    Al-Hayani, A.4    De Petrocellis, L.5    Fezza, F.6
  • 19
    • 0038845604 scopus 로고    scopus 로고
    • Cannabinoid-induced mesenteric vasodilation through an endothelial site distinct from CB1 or CB2 receptors
    • Járai Z, Wagner JA, Varga K, Lake KD, Compton DR, Martin BR et al. (1999). Cannabinoid-induced mesenteric vasodilation through an endothelial site distinct from CB1 or CB2 receptors. Proc Natl Acad Sci USA 96: 14136-14141.
    • (1999) Proc Natl Acad Sci USA , vol.96 , pp. 14136-14141
    • Járai, Z.1    Wagner, J.A.2    Varga, K.3    Lake, K.D.4    Compton, D.R.5    Martin, B.R.6
  • 20
    • 35648959293 scopus 로고    scopus 로고
    • Johns DG, Behm DJ, Walker D, Ao Z, Shapland EM, Daniels DA et al. (2007). The novel endocannabinoid receptor GPR55 binds atypical cannabinoids but does not mediate their vasodilator effects. Br J Pharmacol. 152: 825-831 (this issue).
    • Johns DG, Behm DJ, Walker D, Ao Z, Shapland EM, Daniels DA et al. (2007). The novel endocannabinoid receptor GPR55 binds atypical cannabinoids but does not mediate their vasodilator effects. Br J Pharmacol. 152: 825-831 (this issue).
  • 21
    • 0033603485 scopus 로고    scopus 로고
    • Palladium/benzoic acid catalyzed hydroamination of alkynes
    • Kadota I, Shibuya L, Lutete LM, Yamamtoto Y (1999). Palladium/benzoic acid catalyzed hydroamination of alkynes. J Org Chem 64: 4570-4571.
    • (1999) J Org Chem , vol.64 , pp. 4570-4571
    • Kadota, I.1    Shibuya, L.2    Lutete, L.M.3    Yamamtoto, Y.4
  • 22
    • 0033602129 scopus 로고    scopus 로고
    • Structure-activity relationships of pyrazole derivatives as cannabinoid receptor antagonists
    • Lan R, Liu Q, Fan P, Lin S, Fernando SR, McCallion D et al. (1999). Structure-activity relationships of pyrazole derivatives as cannabinoid receptor antagonists. J Med Chem 42: 769-776.
    • (1999) J Med Chem , vol.42 , pp. 769-776
    • Lan, R.1    Liu, Q.2    Fan, P.3    Lin, S.4    Fernando, S.R.5    McCallion, D.6
  • 23
    • 0025325535 scopus 로고
    • Structure of a cannabinoid receptor and functional expression of the cloned cDNA
    • Matsuda LA, Lolait SJ, Brownstein MJ, Young AC, Bonner TI (1990). Structure of a cannabinoid receptor and functional expression of the cloned cDNA. Nature 346: 561-564.
    • (1990) Nature , vol.346 , pp. 561-564
    • Matsuda, L.A.1    Lolait, S.J.2    Brownstein, M.J.3    Young, A.C.4    Bonner, T.I.5
  • 24
    • 35649001174 scopus 로고    scopus 로고
    • Okuyama M, Selwood D, Visintin C, Baker D, Pryce G (2005). University College London. Modulators of cannabinoid receptors. Patent WO2005/080316.
    • Okuyama M, Selwood D, Visintin C, Baker D, Pryce G (2005). University College London. Modulators of cannabinoid receptors. Patent WO2005/080316.
  • 25
    • 1842611872 scopus 로고    scopus 로고
    • Characterisation of the vasorelaxant properties of the novel endocannabinoid Narachidonoyl-dopamine (NADA)
    • O'Sullivan SE, Kendall DA, Randall MD (2004). Characterisation of the vasorelaxant properties of the novel endocannabinoid Narachidonoyl-dopamine (NADA). Br J Pharmacol 141: 803-812.
    • (2004) Br J Pharmacol , vol.141 , pp. 803-812
    • O'Sullivan, S.E.1    Kendall, D.A.2    Randall, M.D.3
  • 26
    • 22044454462 scopus 로고    scopus 로고
    • 9-tetrahydrocannabinol in rat mesenteric vasculature, and its interactions with the endocannabinoid anandamide
    • 9-tetrahydrocannabinol in rat mesenteric vasculature, and its interactions with the endocannabinoid anandamide. Br J Pharmacol 145: 514-526.
    • (2005) Br J Pharmacol , vol.145 , pp. 514-526
    • O'Sullivan, S.E.1    Kendall, D.A.2    Randall, M.D.3
  • 27
    • 0242584643 scopus 로고    scopus 로고
    • Selective ligands and cellular effectors of a G protein-coupled endothelial cannabinoid receptor
    • Offertáler L, Mo FM, Batkai S, Liu J, Begg M, Razdan RK et al. (2003). Selective ligands and cellular effectors of a G protein-coupled endothelial cannabinoid receptor. Mol Pharmacol 63: 699-705.
    • (2003) Mol Pharmacol , vol.63 , pp. 699-705
    • Offertáler, L.1    Mo, F.M.2    Batkai, S.3    Liu, J.4    Begg, M.5    Razdan, R.K.6
  • 28
    • 33748703859 scopus 로고    scopus 로고
    • The endocannabinoid system as an emerging target of pharmacotherapy
    • Pacher P, Bátkai S, Kunos G (2006). The endocannabinoid system as an emerging target of pharmacotherapy. Pharmacol Rev 58: 389-462.
    • (2006) Pharmacol Rev , vol.58 , pp. 389-462
    • Pacher, P.1    Bátkai, S.2    Kunos, G.3
  • 29
    • 33645323225 scopus 로고    scopus 로고
    • GPR55 as a new cannabinoid receptor: Still a long way to prove it
    • Petitet F, Donlan M, Michel A (2006). GPR55 as a new cannabinoid receptor: still a long way to prove it. Chem Biol Drug Des 67: 252-253.
    • (2006) Chem Biol Drug Des , vol.67 , pp. 252-253
    • Petitet, F.1    Donlan, M.2    Michel, A.3
  • 30
    • 27644586203 scopus 로고    scopus 로고
    • Anandamide elicits an acute release of nitric oxide through endothelial TRPV1 receptor activation in the rat arterial mesenteric bed
    • Poblete IM, Orliac ML, Briones R, Adler-Graschinsky E, Huidobro-Toro JP (2005). Anandamide elicits an acute release of nitric oxide through endothelial TRPV1 receptor activation in the rat arterial mesenteric bed. J Physiol 568: 539-551.
    • (2005) J Physiol , vol.568 , pp. 539-551
    • Poblete, I.M.1    Orliac, M.L.2    Briones, R.3    Adler-Graschinsky, E.4    Huidobro-Toro, J.P.5
  • 31
    • 0035917641 scopus 로고    scopus 로고
    • Cannabinoid inhibition of capsaicin-sensitive sensory neurotransmission in the rat mesenteric arterial bed
    • Ralevic V, Kendall DA (2001). Cannabinoid inhibition of capsaicin-sensitive sensory neurotransmission in the rat mesenteric arterial bed. Eur J Pharmacol 418: 117-125.
    • (2001) Eur J Pharmacol , vol.418 , pp. 117-125
    • Ralevic, V.1    Kendall, D.A.2
  • 32
    • 0033853422 scopus 로고    scopus 로고
    • Vanilloid receptors on capsaicin-sensitive sensory nerves mediate relaxation to methanandamide in the rat isolated mesenteric arterial bed and small mesenteric arteries
    • Ralevic V, Kendall DA, Randall MD, Zygmunt PM, Movahed P, Hogestatt ED (2000). Vanilloid receptors on capsaicin-sensitive sensory nerves mediate relaxation to methanandamide in the rat isolated mesenteric arterial bed and small mesenteric arteries. Br J Pharmacol 130: 1483-1488.
    • (2000) Br J Pharmacol , vol.130 , pp. 1483-1488
    • Ralevic, V.1    Kendall, D.A.2    Randall, M.D.3    Zygmunt, P.M.4    Movahed, P.5    Hogestatt, E.D.6
  • 33
    • 0029034879 scopus 로고
    • Biochemical and pharmacological characterisation of SR141716A, the first potent and selective brain cannabinoid receptor antagonist
    • Rinaldi-Carmona M, Barth F, Heaulme M, Alonso R, Shire D, Congy C et al. (1995). Biochemical and pharmacological characterisation of SR141716A, the first potent and selective brain cannabinoid receptor antagonist. Life Sci 56: 1941-1947.
    • (1995) Life Sci , vol.56 , pp. 1941-1947
    • Rinaldi-Carmona, M.1    Barth, F.2    Heaulme, M.3    Alonso, R.4    Shire, D.5    Congy, C.6
  • 34
    • 0028129936 scopus 로고
    • SR141716A, a potent and selective antagonist of the brain cannabinoid receptor
    • Rinaldi-Carmona M, Barth F, Heaulme M, Shire D, Calandra B, Congy C et al. (1994). SR141716A, a potent and selective antagonist of the brain cannabinoid receptor. FEBS Lett 350: 240-244.
    • (1994) FEBS Lett , vol.350 , pp. 240-244
    • Rinaldi-Carmona, M.1    Barth, F.2    Heaulme, M.3    Shire, D.4    Calandra, B.5    Congy, C.6
  • 35
    • 9844228519 scopus 로고    scopus 로고
    • Potent anandamide analogs: The effect of changing the length and branching of the end pentyl chain
    • Ryan WJ, Banner WK, Wiley JL, Martin BR, Razdan RK (1997). Potent anandamide analogs: the effect of changing the length and branching of the end pentyl chain. J Med Chem 40: 3617-3625.
    • (1997) J Med Chem , vol.40 , pp. 3617-3625
    • Ryan, W.J.1    Banner, W.K.2    Wiley, J.L.3    Martin, B.R.4    Razdan, R.K.5
  • 36
    • 0030425575 scopus 로고    scopus 로고
    • Evaluation of binding in a transfected cell line expressing a peripheral cannabinoid receptor (CB2): Identification of cannabinoid receptor subtype selective ligands
    • Showalter VM, Compton DR, Martin BR, Abood ME (1996). Evaluation of binding in a transfected cell line expressing a peripheral cannabinoid receptor (CB2): identification of cannabinoid receptor subtype selective ligands. J Pharmacol Exp Ther 278: 989-999.
    • (1996) J Pharmacol Exp Ther , vol.278 , pp. 989-999
    • Showalter, V.M.1    Compton, D.R.2    Martin, B.R.3    Abood, M.E.4
  • 38
    • 5044247112 scopus 로고    scopus 로고
    • Medicinal cannabis extracts for the treatment of multiple sclerosis
    • Smith PF (2004). Medicinal cannabis extracts for the treatment of multiple sclerosis. Curr Opin Investig Drugs 5: 727-730.
    • (2004) Curr Opin Investig Drugs , vol.5 , pp. 727-730
    • Smith, P.F.1
  • 39
    • 0032970173 scopus 로고    scopus 로고
    • Vanilloid (capsaicin) receptors and mechanisms
    • Szallasi A, Blumberg PM (1999). Vanilloid (capsaicin) receptors and mechanisms. Pharmacol Rev 51: 159-212.
    • (1999) Pharmacol Rev , vol.51 , pp. 159-212
    • Szallasi, A.1    Blumberg, P.M.2
  • 40
    • 0032924113 scopus 로고    scopus 로고
    • Mesenteric vasodilation mediated by endothelial anandamide receptor
    • Wagner JA, Varga K, Járai Z, Kunos G (1999). Mesenteric vasodilation mediated by endothelial anandamide receptor. Hypertension 33: 429-434.
    • (1999) Hypertension , vol.33 , pp. 429-434
    • Wagner, J.A.1    Varga, K.2    Járai, Z.3    Kunos, G.4
  • 41
    • 0031448804 scopus 로고    scopus 로고
    • A comparison of EDHF-mediated and anandamide-induced relaxations in the rat isolated mesenteric artery
    • White R, Hiley CR (1997a). A comparison of EDHF-mediated and anandamide-induced relaxations in the rat isolated mesenteric artery. Br J Pharmacol 122: 1573-1584.
    • (1997) Br J Pharmacol , vol.122 , pp. 1573-1584
    • White, R.1    Hiley, C.R.2
  • 42
    • 0031588371 scopus 로고    scopus 로고
    • Endothelium and cannabinoid receptor involvement in levcromakalim vasorelaxation
    • White R, Hiley CR (1997b). Endothelium and cannabinoid receptor involvement in levcromakalim vasorelaxation. Eur J Pharmacol 339: 157-160.
    • (1997) Eur J Pharmacol , vol.339 , pp. 157-160
    • White, R.1    Hiley, C.R.2
  • 43
    • 0031714873 scopus 로고    scopus 로고
    • The actions of some cannabinoid receptor ligands in the rat isolated mesenteric artery
    • White R, Hiley CR (1998a). The actions of some cannabinoid receptor ligands in the rat isolated mesenteric artery. Br J Pharmacol 125: 533-541.
    • (1998) Br J Pharmacol , vol.125 , pp. 533-541
    • White, R.1    Hiley, C.R.2
  • 44
    • 0031759202 scopus 로고    scopus 로고
    • The actions of the cannabinoid receptor antagonist, SR 141716A, in the rat isolated mesenteric artery
    • White R, Hiley CR (1998b). The actions of the cannabinoid receptor antagonist, SR 141716A, in the rat isolated mesenteric artery. Br J Pharmacol 125: 689-696.
    • (1998) Br J Pharmacol , vol.125 , pp. 689-696
    • White, R.1    Hiley, C.R.2
  • 45
    • 0034520712 scopus 로고    scopus 로고
    • Cannabinoids in clinical practice
    • Williamson EM, Evans FJ (2000). Cannabinoids in clinical practice. Drugs 60: 1303-1314.
    • (2000) Drugs , vol.60 , pp. 1303-1314
    • Williamson, E.M.1    Evans, F.J.2
  • 47
    • 0033614984 scopus 로고    scopus 로고
    • Vanilloid receptors on sensory nerves mediate the vasodilator action of anandamide
    • Zygmunt PM, Petersson J, Andersson DA, Chuang H, Sorgard M, DiMarzo V et al. (1999). Vanilloid receptors on sensory nerves mediate the vasodilator action of anandamide. Nature 400: 452-457.
    • (1999) Nature , vol.400 , pp. 452-457
    • Zygmunt, P.M.1    Petersson, J.2    Andersson, D.A.3    Chuang, H.4    Sorgard, M.5    DiMarzo, V.6


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