메뉴 건너뛰기




Volumn 3, Issue 3, 2012, Pages 227-231

NOpiates: Novel dual action neuronal nitric oxide synthase inhibitors with μ-opioid agonist activity

Author keywords

benzimidazole; dual action; nitric oxide; NOpiate; NOpioid; NOS inhibitor; opioid

Indexed keywords

BENZIMIDAZOLE; CYCLIC AMP; LIGAND; MU OPIATE RECEPTOR AGONIST; NITRIC OXIDE; NITRIC OXIDE SYNTHASE;

EID: 84858270496     PISSN: None     EISSN: 19485875     Source Type: Journal    
DOI: 10.1021/ml200268w     Document Type: Article
Times cited : (23)

References (36)
  • 1
    • 77953577261 scopus 로고    scopus 로고
    • Review of the effect of opioid related side effects on the undertreatment of moderate to severe chronic non-cancer pain: Tapentadol, a step toward a solution?
    • Candiotti, K. A.; Gitlin, M. C. Review of the effect of opioid related side effects on the undertreatment of moderate to severe chronic non-cancer pain: Tapentadol, a step toward a solution? Curr. Med. Res. Opin. 2010, 26, 1677-1684
    • (2010) Curr. Med. Res. Opin. , vol.26 , pp. 1677-1684
    • Candiotti, K.A.1    Gitlin, M.C.2
  • 2
    • 29244473555 scopus 로고    scopus 로고
    • Major increases in opioid analgesic abuse in the United States: Concerns and strategies
    • DOI 10.1016/j.drugalcdep.2005.05.009, PII S0376871605001821
    • Compton, W. M.; Volkow, N. D. Major increases in opioid analgesic abuse in the United States: Concerns and strategies Drug Alcohol Depend. 2006, 81, 103-107 (Pubitemid 41821793)
    • (2006) Drug and Alcohol Dependence , vol.81 , Issue.2 , pp. 103-107
    • Compton, W.M.1    Volkow, N.D.2
  • 3
    • 34548319065 scopus 로고    scopus 로고
    • Stimulating the development of mechanism-based, individualized pain therapies
    • DOI 10.1038/nrd2335, PII NRD2335
    • Woodcock, J.; Witter, J.; Dionne, R. A. Stimulating the development of mechanism-based, individualized pain therapies Nat. Rev. Drug Discovery 2007, 6, 703-710 (Pubitemid 47338179)
    • (2007) Nature Reviews Drug Discovery , vol.6 , Issue.9 , pp. 703-710
    • Woodcock, J.1    Witter, J.2    Dionne, R.A.3
  • 4
    • 84871655103 scopus 로고    scopus 로고
    • New pain treatments in late development
    • Beaulieu, P. Lussier, D. Porreca, F. Dickenson, A. H. IASP Press: Seattle
    • Dray, A.; Perkins, M. N. New pain treatments in late development. In Pharmacology of Pain; Beaulieu, P.; Lussier, D.; Porreca, F.; Dickenson, A. H., Eds.; IASP Press: Seattle, 2010; p 383.
    • (2010) Pharmacology of Pain , pp. 383
    • Dray, A.1    Perkins, M.N.2
  • 5
    • 0036071833 scopus 로고    scopus 로고
    • The effect of combined systemic administration of morphine and L-NAME, a nitric oxide synthase inhibitor, on behavioral signs of neuropathic pain in rats
    • DOI 10.1002/nrc.10026
    • Ulugol, A.; Aslantas, A.; Karadag, H. C.; Bulbul, E. D.; Tuncer, A.; Dokmeci, I. The effect of combined systemic administration of morphine and L-NAME, a NOS inhibitor, on behavioural signs of neuropathic pain in rats Neurosci. Res. Commun. 2002, 30, 143-153 and references cited therein (Pubitemid 34793049)
    • (2002) Neuroscience Research Communications , vol.30 , Issue.3 , pp. 143-153
    • Ulugol, A.1    Aslantas, A.2    Karadag, H.C.3    Bulbul, E.D.4    Tuncer, A.5    Dokmeci, I.6
  • 6
    • 30744442773 scopus 로고    scopus 로고
    • Opioid tolerance and hyperalgesia in chronic pain patients after one month of oral morphine therapy: A preliminary prospective study
    • DOI 10.1016/j.jpain.2005.08.001, PII S1526590005008266
    • Chu, L. F.; Clark, D. J.; Angst, M. J. Opioid tolerance and hyperalgesia in chronic pain patients after one month of oral morphine therapy: A preliminary prospective study J. Pain 2006, 7, 43-48 (Pubitemid 43097262)
    • (2006) Journal of Pain , vol.7 , Issue.1 , pp. 43-48
    • Chu, L.F.1    Clark, D.J.2    Angst, M.S.3
  • 7
    • 77953443660 scopus 로고    scopus 로고
    • Tapentadol immediate release: A new treatment option for acute pain management
    • Afilalo, M.; Stegman, J.-U.; Upmalis, D. Tapentadol immediate release: A new treatment option for acute pain management J. Pain Res. 2010, 3, 1-9
    • (2010) J. Pain Res. , vol.3 , pp. 1-9
    • Afilalo, M.1    Stegman, J.-U.2    Upmalis, D.3
  • 9
    • 79960468164 scopus 로고    scopus 로고
    • Analgesic and adverse effects of a fixed-ration morphine-oxycodone combination (MoxDuo) in the treatment of postoperative pain
    • Richards, P; Riff, D.; Keen, R.; Stern, W. Analgesic and adverse effects of a fixed-ration morphine-oxycodone combination (MoxDuo) in the treatment of postoperative pain J. Opioid Manage. 2011, 7, 217-28
    • (2011) J. Opioid Manage. , vol.7 , pp. 217-28
    • Richards, P.1    Riff, D.2    Keen, R.3    Stern, W.4
  • 12
    • 33750546736 scopus 로고    scopus 로고
    • The trouble with making combination drugs
    • DOI 10.1038/nrd2188, PII NRD2188
    • Frantz, S. The trouble with making combination drugs Nat. Rev. Drug Discovery 2006, 5, 881-882 (Pubitemid 44667856)
    • (2006) Nature Reviews Drug Discovery , vol.5 , Issue.11 , pp. 881-882
    • Frantz, S.1
  • 13
    • 84858229969 scopus 로고    scopus 로고
    • Novel Pain Therapeutics: When Will Life Get Better on the Island of Pain?
    • April, Elsevier Business Intelligence.
    • Wortman, M. Novel Pain Therapeutics: When Will Life Get Better on the Island of Pain? Start Up, April 2011, Elsevier Business Intelligence.
    • (2011) Start Up
    • Wortman, M.1
  • 14
    • 27144449695 scopus 로고    scopus 로고
    • Designed multiple ligands. An emerging drug discovery paradigm
    • Morphy, R.; Rankovic, Z. Designed multiple ligands. An emerging drug discovery paradigm J. Med. Chem. 2005, 48, 1-21
    • (2005) J. Med. Chem. , vol.48 , pp. 1-21
    • Morphy, R.1    Rankovic, Z.2
  • 15
    • 0025883342 scopus 로고
    • Nitric oxide: Physiology, pathophysiology, and pharmacology
    • Moncada, S.; Palmer, R. M. J.; Higgs, E. A. Nitric oxide: Physiology, pathophysiology, and pharmacology Pharmacol. Rev. 1991, 43, 109-142
    • (1991) Pharmacol. Rev. , vol.43 , pp. 109-142
    • Moncada, S.1    Palmer, R.M.J.2    Higgs, E.A.3
  • 16
    • 66249111509 scopus 로고    scopus 로고
    • No NO, no pain? the role of nitric oxide and cGMP in spinal pain processing
    • Schmidtko, A.; Tegeder, I.; Geissleinger, G. No NO, no pain? The role of nitric oxide and cGMP in spinal pain processing Trends Neurosci. 2009, 32, 339-346
    • (2009) Trends Neurosci. , vol.32 , pp. 339-346
    • Schmidtko, A.1    Tegeder, I.2    Geissleinger, G.3
  • 17
    • 0042266291 scopus 로고    scopus 로고
    • Intact carrageenan-induced thermal hyperalgesia in mice lacking inducible nitric oxide synthase
    • DOI 10.1016/S0306-4522(03)00362-2
    • Tao, F.; Tao, Y.-X.; Mao, P.; Zhao, C.; Li, D.; Liaw, W.-J.; Raja, S. N.; Johns, R. A. Intact carrageenan-induced thermal hyperalgesia in mice lacking inducible nitric oxide synthase Neuroscience 2003, 120, 847-854 (Pubitemid 36928081)
    • (2003) Neuroscience , vol.120 , Issue.3 , pp. 847-854
    • Tao, F.1    Tao, Y.-X.2    Mao, P.3    Zhao, C.4    Li, D.5    Liaw, W.-J.6    Raja, S.N.7    Johns, R.A.8
  • 18
    • 0030221242 scopus 로고    scopus 로고
    • Treatment of a chronic allodynia-like response in spinally injured rats: Effects of systemically administered nitric oxide synthase inhibitors
    • DOI 10.1016/0304-3959(96)03039-4
    • Hao, J.-X.; Xu, X.-J. Treatment of a chronic allodynia-like response in spinally injured rats: effects of systemically administered nitric oxide synthase inhibitors Pain 1996, 66, 313-319 (Pubitemid 26284002)
    • (1996) Pain , vol.66 , Issue.2-3 , pp. 313-319
    • Hao, J.-X.1    Xu, X.-J.2
  • 19
    • 58749088198 scopus 로고    scopus 로고
    • Pharmacological assessments of nitric oxide synthase isoforms and downstream diversity of NO signaling in the maintenance of thermal and mechanical hypersensitivity after peripheral nerve injury in mice
    • Tanabe, M.; Nagatani, Y.; Saitoh, K.; Takasu, K.; Ono, H. Pharmacological assessments of nitric oxide synthase isoforms and downstream diversity of NO signaling in the maintenance of thermal and mechanical hypersensitivity after peripheral nerve injury in mice Neuropharmacology 2009, 56, 702-708
    • (2009) Neuropharmacology , vol.56 , pp. 702-708
    • Tanabe, M.1    Nagatani, Y.2    Saitoh, K.3    Takasu, K.4    Ono, H.5
  • 20
    • 58749107193 scopus 로고    scopus 로고
    • Modulation of opioid actions by nitric oxide signaling
    • Toda, N.; Kishioka, S.; Hatano, Y.; Toda, H. Modulation of opioid actions by nitric oxide signaling Anesthesiology 2009, 110, 166-81
    • (2009) Anesthesiology , vol.110 , pp. 166-81
    • Toda, N.1    Kishioka, S.2    Hatano, Y.3    Toda, H.4
  • 21
    • 1642452649 scopus 로고    scopus 로고
    • The development of morphine antinociceptive tolerance in nitric oxide synthase-deficient mice
    • DOI 10.1016/j.bcp.2003.08.046
    • Heinzen, E. L.; Pollack, G. M. The development of morphine antinociceptive tolerance in nitric oxide synthase-deficient mice Biochem. Pharmacol. 2004, 67, 735-741 (Pubitemid 38125257)
    • (2004) Biochemical Pharmacology , vol.67 , Issue.4 , pp. 735-741
    • Heinzen, E.L.1    Pollack, G.M.2
  • 22
    • 33746862160 scopus 로고    scopus 로고
    • The physicochemical challenges of designing multiple ligands
    • DOI 10.1021/jm0603015
    • Morphy, R.; Rankovic, Z. The physicochemical challenges of designing multiple ligands J. Med. Chem. 2006, 49, 4961-4970 (Pubitemid 44201054)
    • (2006) Journal of Medicinal Chemistry , vol.49 , Issue.16 , pp. 4961-4970
    • Morphy, R.1    Rankovic, Z.2
  • 23
    • 0343678156 scopus 로고
    • Benzimidazol-derivate und verwandte heterocyclen III. Synthese von 1-aminoalkyl-2-nenzyl-nitro-benzimidazolen
    • Hunger, A.; Keberle, J.; Rossi, A.; Hoffmann, K. Benzimidazol-derivate und verwandte heterocyclen III. Synthese von 1-aminoalkyl-2-nenzyl-nitro- benzimidazolen Helv. Chim. Acta 1960, 43, 1032-1046
    • (1960) Helv. Chim. Acta , vol.43 , pp. 1032-1046
    • Hunger, A.1    Keberle, J.2    Rossi, A.3    Hoffmann, K.4
  • 24
    • 80051919729 scopus 로고    scopus 로고
    • 1,5-Disubstituted indole derivatives as selective human neuronal nitric oxide synthase inhibitors
    • Renton, P.; Speed, J.; Maddaford, S.; Annedi, S. C.; Ramnauth, J.; Rakhit, S. 1,5-Disubstituted indole derivatives as selective human neuronal nitric oxide synthase inhibitors Bioorg. Med. Chem. Lett. 2011, 21, 5301-5304
    • (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 5301-5304
    • Renton, P.1    Speed, J.2    Maddaford, S.3    Annedi, S.C.4    Ramnauth, J.5    Rakhit, S.6
  • 25
    • 79952486414 scopus 로고    scopus 로고
    • Advancements in the developments of nitric oxide synthase inhibitors
    • references cited therein
    • Maddaford, S.; Annedi, S. C.; Ramnauth, J.; Rakhit, S. Advancements in the developments of nitric oxide synthase inhibitors Annu. Rep. Med. Chem. 2009, 44, 27-50 and references cited therein
    • (2009) Annu. Rep. Med. Chem. , vol.44 , pp. 27-50
    • Maddaford, S.1    Annedi, S.C.2    Ramnauth, J.3    Rakhit, S.4
  • 26
    • 0001278467 scopus 로고
    • The opiate receptor: A model explaining structure-activity relationships of opiate agonists and antagonists
    • Feinberg, A. P.; Creese, I.; Snyder, S. H. The opiate receptor: A model explaining structure-activity relationships of opiate agonists and antagonists Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 4215-4219
    • (1976) Proc. Natl. Acad. Sci. U.S.A. , vol.73 , pp. 4215-4219
    • Feinberg, A.P.1    Creese, I.2    Snyder, S.H.3
  • 27
    • 0021746723 scopus 로고
    • Probes for narcotic receptor mediated phenomena. 7. Synthesis and pharmacological properties of irreversible ligands specific for μ or δ opiate receptors
    • DOI 10.1021/jm00378a008
    • Burke, T. R.; Bajwa, B. S.; Jacobsen, A. E.; Rice, K. C.; Streaty, R. A.; Klee, W. A. Probes for narcotic receptor mediated phenonmena 7. Synthesis and pharmacological properties of irreversible ligands specific for μ or Î́ opiate receptors J. Med. Chem. 1984, 27, 1570-1574 (Pubitemid 15177895)
    • (1984) Journal of Medicinal Chemistry , vol.27 , Issue.12 , pp. 1570-1574
    • Burke Jr., T.R.1    Bajwa, B.S.2    Jacobson, A.E.3
  • 29
    • 0001722739 scopus 로고
    • The Zinin reduction of nitroarenes
    • Porter, H. K. The Zinin reduction of nitroarenes Org. React. 1973, 20, 455-481
    • (1973) Org. React. , vol.20 , pp. 455-481
    • Porter, H.K.1
  • 30
    • 0016614171 scopus 로고
    • Etonitazene. An improved synthesis
    • Carroll, F. I.; Coleman, M. C. Etonitazene. An improved synthesis J. Med. Chem. 1975, 18, 318-320
    • (1975) J. Med. Chem. , vol.18 , pp. 318-320
    • Carroll, F.I.1    Coleman, M.C.2
  • 31
    • 0028089275 scopus 로고
    • Human μ opiate receptor: CDNA and genomic clones, pharmacologic characterization and chromosomal assignment
    • DOI 10.1016/0014-5793(94)80368-4
    • Wang, J. B.; Johnson, P. S.; Persico, A. M.; Hawkins, A. L.; Giffin, C. A.; Uhl, G. R. Human μ-opiate receptor. cDNA and genomic clones, pharmacological characterization and chromosomal assignment FEBS Lett. 1994, 338, 217-222 (Pubitemid 24064969)
    • (1994) FEBS Letters , vol.338 , Issue.2 , pp. 217-222
    • Wang, J.-B.1    Johnson, P.S.2    Persico, A.M.3    Hawkins, A.L.4    Griffin, C.A.5    Uhl, G.R.6
  • 32
    • 0028261621 scopus 로고
    • Chronic inhibition of nitric oxide production accelerates neointima formation and impairs endothelial function in hypercholesterolemic rabbits
    • Cayatte, A. J.; Palacino, J. J.; Horten, K.; Cohen, R. A. Chronic inhibition of nitric oxide production accelerates neointima formation and impairs endothelial function in hypercholesterolemic rabbits Arterioscler., Thromb., Vasc. Biol. 1994, 14, 753-759
    • (1994) Arterioscler., Thromb., Vasc. Biol. , vol.14 , pp. 753-759
    • Cayatte, A.J.1    Palacino, J.J.2    Horten, K.3    Cohen, R.A.4
  • 35
    • 0029757678 scopus 로고    scopus 로고
    • A novel approach to the pharmacology of analgesics
    • Raffa, R. B. A novel approach to the pharmacology of analgesics Am. J. Med. 1996, 101 (Suppl. 1A) 40S-46S (Pubitemid 26269075)
    • (1996) American Journal of Medicine , vol.101 , Issue.1 A
    • Raffa, R.B.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.