메뉴 건너뛰기




Volumn 51, Issue 6, 2008, Pages 1904-1912

Indol-3-yl-tetramethylcyclopropyl ketones: Effects of indole ring substitution on CB2 cannabinoid receptor activity

Author keywords

[No Author keywords available]

Indexed keywords

[1 (2 MORPHOLIN 4 YLETHYL) 1H INDOL 3 YL](2,2,3,3 TETRAMETHYLCYCLOPROPYL)METHANONE 4 TOLUENESULFONIC ACID; [1 (TETRAHYDRO 2H PYRAN 4 YLMETHYL) 1H INDOL 3 YL](2,2,3,3 TETRAMETHYLCYCLOPROPYL)METHANONE; [5 (BENZYLOXY) 1 (2 MORPHOLINOETHYL) 1H INDOL 3 YL](2,2,3,3 TETRAMETHYLCYCLOPROPYL)METHANONE; [5 HYDROXY 1 (2 MORPHOLIN 4 YLETHYL) 1H INDOL 3 YL](2,2,3,3 TETRAMETHYLCYCLOPROPYL)METHANONE; [5 HYDROXY 1 (2 MORPHOLINOETHYL) 1H INDOL 3 YL](2,2,3,3 TETRAMETHYLCYCLOPROPYL)METHANONE; [6 (BENZYLOXY) 1 (TETRAHYDRO 2H PYRAN 4 YLMETHYL) 1H INDOL 3 YL](2,2,3,3 TETRAMETHYLCYCLOPROPYL)METHANONE; [6 HYDROXY 1 (TETRAHYDRO 2H PYRAN 4 YLMETHYL) 1H INDOL 3 YL](2,2,3,3 TETRAMETHYLCYCLOPROPYL)METHANONE; [6 METHOXY 1 (TETRAHYDRO 2H PYRAN 4 YLMETHYL) 1H INDOL 3 YL](2,2,3,3 TETRAMETHYLCYCLOPROPYL)METHANONE; CANNABINOID 1 RECEPTOR; CANNABINOID 2 RECEPTOR; FREUND ADJUVANT; INDOLE DERIVATIVE; KETONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 41149157008     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm7011613     Document Type: Article
Times cited : (74)

References (54)
  • 1
    • 0025325535 scopus 로고
    • Structure of a Cannabinoid Receptor and Functional Expression of the Cloned cDNA
    • Matsuda, L. A.; Lolait, S. J.; Brownstein, M. J.; Yound, A. C.; Bonner, T. I. Structure of a Cannabinoid Receptor and Functional Expression of the Cloned cDNA. Nature 1990, 346, 561-564.
    • (1990) Nature , vol.346 , pp. 561-564
    • Matsuda, L.A.1    Lolait, S.J.2    Brownstein, M.J.3    Yound, A.C.4    Bonner, T.I.5
  • 2
    • 0027515373 scopus 로고
    • Molecular Characterization of a Peripheral Receptor for Cannabinoids
    • Munro, S.; Thomas, K. L.; Abu-Shaar, M. Molecular Characterization of a Peripheral Receptor for Cannabinoids. Nature 1993, 365, 61-65.
    • (1993) Nature , vol.365 , pp. 61-65
    • Munro, S.1    Thomas, K.L.2    Abu-Shaar, M.3
  • 3
    • 28844487137 scopus 로고    scopus 로고
    • Cannabinoid Receptors in Microglia of the Central Nervous System: Immune Functional Relevance
    • (a) Cabral, G. A.; Marciano-Cabral, F. Cannabinoid Receptors in Microglia of the Central Nervous System: Immune Functional Relevance. J. Leukocyte Biol. 2005, 78, 1192-1197.
    • (2005) J. Leukocyte Biol , vol.78 , pp. 1192-1197
    • Cabral, G.A.1    Marciano-Cabral, F.2
  • 6
    • 16244372195 scopus 로고    scopus 로고
    • Analgesic Effects of Cannabinoids: Sites and Mechanisms of Action
    • Chapman, V.; Finn, D. P. Analgesic Effects of Cannabinoids: Sites and Mechanisms of Action. Rev. Analg. 2003, 7, 25-39.
    • (2003) Rev. Analg , vol.7 , pp. 25-39
    • Chapman, V.1    Finn, D.P.2
  • 11
    • 28844473489 scopus 로고    scopus 로고
    • Cannabinoid Receptor Ligands Mediate Growth Inhibition and Cell Death in Mantel Cell Lymphoma
    • (a) Flygar, J.; Gustafsson, K.; Kimby, E.; Christensson, B.; Sander, B. Cannabinoid Receptor Ligands Mediate Growth Inhibition and Cell Death in Mantel Cell Lymphoma. FEBS Lett. 2005, 579, 6885-6889.
    • (2005) FEBS Lett , vol.579 , pp. 6885-6889
    • Flygar, J.1    Gustafsson, K.2    Kimby, E.3    Christensson, B.4    Sander, B.5
  • 12
    • 24144455626 scopus 로고    scopus 로고
    • p38 Mapk Is Involved in CB2 Receptor-Induced Apoptosis of Human Leukaemia Cells
    • (b) Herrera, B.; Carracedo, A.; Diez-Zaera, M.; Guzman, M.; Velasco, G. p38 Mapk Is Involved in CB2 Receptor-Induced Apoptosis of Human Leukaemia Cells. FEBS Lett. 2005, 579, 5084-5088.
    • (2005) FEBS Lett , vol.579 , pp. 5084-5088
    • Herrera, B.1    Carracedo, A.2    Diez-Zaera, M.3    Guzman, M.4    Velasco, G.5
  • 13
    • 21744442759 scopus 로고    scopus 로고
    • Emerging Properties of Cannabinoid Medicines in Management of Multiple Sclerosis
    • (a) Pryce, G.; Baker, D. Emerging Properties of Cannabinoid Medicines in Management of Multiple Sclerosis. Trends Neurosci. 2005, 28, 272-276.
    • (2005) Trends Neurosci , vol.28 , pp. 272-276
    • Pryce, G.1    Baker, D.2
  • 17
    • 0348010292 scopus 로고    scopus 로고
    • 2 Receptors and Fatty Acid Amide Hydrolase are Selectively Overexpressed in Neuritic Plaque-Associated Glia in Alzheimer's Disease Brains
    • 2 Receptors and Fatty Acid Amide Hydrolase are Selectively Overexpressed in Neuritic Plaque-Associated Glia in Alzheimer's Disease Brains. J. Neurosci. 2003, 23, 11136-11141.
    • (2003) J. Neurosci , vol.23 , pp. 11136-11141
    • Benito, C.1    Núñez, E.2    Tolón, R.M.3    Carrier, E.J.4    Rábano, A.5    Hillard, C.J.6    Romero, J.7
  • 19
    • 34249788152 scopus 로고    scopus 로고
    • Bátkai, S.; Osei-Hyiaman; Pan, H.; el-Assal, O.; Rajesh, M.; Mukhopadhyoy, P.; Hong, F.; Harvey-White, J.; Jafri, A.; Haskó, G.; Huffman, J. W.; Gao, B.; Kunos, G.; Pacher, P. Cannabinoid-2 Receptor Mediates Protection against Hepatic Ischemia/Reperfusion Injury. FASEB J. 2007, 21, 1788-1800.
    • (b) Bátkai, S.; Osei-Hyiaman; Pan, H.; el-Assal, O.; Rajesh, M.; Mukhopadhyoy, P.; Hong, F.; Harvey-White, J.; Jafri, A.; Haskó, G.; Huffman, J. W.; Gao, B.; Kunos, G.; Pacher, P. Cannabinoid-2 Receptor Mediates Protection against Hepatic Ischemia/Reperfusion Injury. FASEB J. 2007, 21, 1788-1800.
  • 21
    • 21044448570 scopus 로고    scopus 로고
    • Recent Development in the Medicinal Chemistry of Cannabimimetic Indoles, Pyrroles and Indenes
    • Huffman, J. W.; Padgett, L. W. Recent Development in the Medicinal Chemistry of Cannabimimetic Indoles, Pyrroles and Indenes. Curr. Med. Chem. 2005, 72, 1395-1411.
    • (2005) Curr. Med. Chem , vol.72 , pp. 1395-1411
    • Huffman, J.W.1    Padgett, L.W.2
  • 26
    • 9644281057 scopus 로고    scopus 로고
    • 2 Receptor Agonists. Bioorg. Med. Chem. 2005, 13, 89-112.
    • 2 Receptor Agonists. Bioorg. Med. Chem. 2005, 13, 89-112.
  • 29
    • 41149088029 scopus 로고    scopus 로고
    • U.S. Patent 7,173,027
    • (c) Makriyannis, A.; Deng, H. U.S. Patent 7,173,027, 2007.
    • (2007)
    • Makriyannis, A.1    Deng, H.2
  • 38
    • 0037009256 scopus 로고    scopus 로고
    • Hynes, J., Jr; Leftheris, K.; Wu, H.; Pandit, C.; Chen, P.; Norris, D. J.; Chen, B.-C.; Zhao, R.; Kiener, P. A.; Chen, X.; Turk, L. A.; Patil-Koota, V.; Gillooly, K. M.; Shuster, D. J.; McIntyre, K. W. C-3 Amido-Indole Cannabinoid Receptor Modulators. Bioorg. Med. Chem. Lett. 2002, 12, 2399-2402.
    • (a) Hynes, J., Jr; Leftheris, K.; Wu, H.; Pandit, C.; Chen, P.; Norris, D. J.; Chen, B.-C.; Zhao, R.; Kiener, P. A.; Chen, X.; Turk, L. A.; Patil-Koota, V.; Gillooly, K. M.; Shuster, D. J.; McIntyre, K. W. C-3 Amido-Indole Cannabinoid Receptor Modulators. Bioorg. Med. Chem. Lett. 2002, 12, 2399-2402.
  • 39
    • 41149094852 scopus 로고    scopus 로고
    • Leftheris, K.; Zhao, R.; Chen, B-C.; Kiener, P.; Wu, H.; Pandit, C. R.; Wrobleski, S.; Chen, P.; Hynes, J., Jr; Longphre, M.; Norris, D. J.; Spergel, S.; Tokarski, J. U.S. Patent 6,653,304, 2003.
    • (b) Leftheris, K.; Zhao, R.; Chen, B-C.; Kiener, P.; Wu, H.; Pandit, C. R.; Wrobleski, S.; Chen, P.; Hynes, J., Jr; Longphre, M.; Norris, D. J.; Spergel, S.; Tokarski, J. U.S. Patent 6,653,304, 2003.
  • 48
    • 0001389269 scopus 로고
    • Acylation of the Zinc Salt of Indole
    • Bergman, J.; Venemalm, L. Acylation of the Zinc Salt of Indole. Tetrahedron 1990, 46, 6061-6066.
    • (1990) Tetrahedron , vol.46 , pp. 6061-6066
    • Bergman, J.1    Venemalm, L.2
  • 49
    • 41149089987 scopus 로고    scopus 로고
    • 56 (CP 55,940) is (-)-cis-3-[2-Hydroxy-4-(1,1- dimethylheptyl)phenyl]-trans-4-(3-hydroxypropyl)cyclohexanol and was obtained from Tocris Bioscience.
    • 56 (CP 55,940) is (-)-cis-3-[2-Hydroxy-4-(1,1- dimethylheptyl)phenyl]-trans-4-(3-hydroxypropyl)cyclohexanol and was obtained from Tocris Bioscience.
  • 51
    • 41149108872 scopus 로고    scopus 로고
    • 22
    • 22
  • 52
    • 41149120377 scopus 로고    scopus 로고
    • 22
    • 22
  • 54
    • 0023924046 scopus 로고
    • A New and Sensitive Method for Measuring Thermal Nociception in Cutaneous Hyperalgesia
    • Hargreaves, K.; Dubner, R.; Brown, F.; Flores, C.; Joris, J. A New and Sensitive Method for Measuring Thermal Nociception in Cutaneous Hyperalgesia. Pain 1988, 32, 77-88.
    • (1988) Pain , vol.32 , pp. 77-88
    • Hargreaves, K.1    Dubner, R.2    Brown, F.3    Flores, C.4    Joris, J.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.