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Volumn 52, Issue 17, 2009, Pages 5556-5559

Influence of the side chain next to C-terminal benzimidazole in opioid pseudopeptides containing the Dmt-Tic pharmacophore

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBOXYLIC ACID; 2',6' DIMETHYLTYROSINE; ALANINE; ASPARTIC ACID; BENZIMIDAZOLE; DELTA OPIATE RECEPTOR; DELTA OPIATE RECEPTOR AGONIST; DIPEPTIDE; GLUTAMIC ACID; GLYCINE; MU OPIATE RECEPTOR; OPIATE; OPIATE ANTAGONIST; PHENYLALANINE; PSEUDOPEPTIDE; UNCLASSIFIED DRUG;

EID: 69949084488     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm900686q     Document Type: Article
Times cited : (12)

References (32)
  • 2
    • 0030880687 scopus 로고    scopus 로고
    • Evolution of the Dmt-Tic pharmacophore: N-terminal methylated derivatives with extraordinary δ opioid antagonist activity
    • Salvadori, S.; Balboni, G.; Guerrini, R.; Tomatis, R.; Bianchi, C.; Bryant, S. D.; Cooper, P. S.; Lazarus, L. H. Evolution of the Dmt-Tic pharmacophore: N-terminal methylated derivatives with extraordinary δ opioid antagonist activity. J. Med. Chem. 1997, 40, 3100-3108.
    • (1997) J. Med. Chem. , vol.40 , pp. 3100-3108
    • Salvadori, S.1    Balboni, G.2    Guerrini, R.3    Tomatis, R.4    Bianchi, C.5    Bryant, S.D.6    Cooper, P.S.7    Lazarus, L.H.8
  • 3
    • 0037204052 scopus 로고    scopus 로고
    • Evaluation of the Dmt-Tic pharmacophore: Conversion of a potent δ-opioid receptor antagonist into a potent δ agonist and ligands with mixed properties
    • Balboni, G.; Guerrini, R.; Salvadori, S.; Bianchi, C.; Rizzi, D.; Bryant, S. D.; Lazarus, L. H. Evaluation of the Dmt-Tic pharmacophore: conversion of a potent δ-opioid receptor antagonist into a potent δ agonist and ligands with mixed properties. J. Med. Chem. 2002, 45, 713-720.
    • (2002) J. Med. Chem. , vol.45 , pp. 713-720
    • Balboni, G.1    Guerrini, R.2    Salvadori, S.3    Bianchi, C.4    Rizzi, D.5    Bryant, S.D.6    Lazarus, L.H.7
  • 6
    • 34447278522 scopus 로고    scopus 로고
    • Melatonin attenuates the development of antinociceptive tolerance to delta-, but not to mu-opioid receptor agonist in mice
    • Dai, X.; Cui, S. G.; Li, S. R.; Chen, Q.; Wang, R. Melatonin attenuates the development of antinociceptive tolerance to delta-, but not to mu-opioid receptor agonist in mice. Behav. Brain Res. 2007, 182, 21-27.
    • (2007) Behav. Brain Res. , vol.182 , pp. 21-27
    • Dai, X.1    Cui, S.G.2    Li, S.R.3    Chen, Q.4    Wang, R.5
  • 7
    • 33745698596 scopus 로고    scopus 로고
    • The antidepressant-like effects of delta-opiod receptor agonists
    • DOI 10.1124/mi.6.3.7
    • Jutkiewicz, E. M. The antidepressant-like effects of delta-opioid receptor agonists. Mol. Interventions 2006, 6, 162-169. (Pubitemid 43998814)
    • (2006) Molecular Interventions , vol.6 , Issue.3 , pp. 162-169
    • Jutkiewicz, E.M.1
  • 8
    • 33646589609 scopus 로고    scopus 로고
    • Role of δ-opioid receptor function in neurogenesis and neuroprotection
    • DOI 10.1111/j.1471-4159.2006.03849.x
    • Narita, M.; Kuzumaki, N.; Miyatake, M.; Sato, F.; Wachi, H.; Seyama, Y.; Suzuki, T. R. Role of δ-opioid receptor function in neurogenesis and neuroprotection. J. Neurochem. 2006, 97, 1494-1505. (Pubitemid 43725587)
    • (2006) Journal of Neurochemistry , vol.97 , Issue.5 , pp. 1494-1505
    • Narita, M.1    Kuzumaki, N.2    Miyatake, M.3    Sato, F.4    Wachi, H.5    Seyama, Y.6    Suzuki, T.7
  • 9
    • 56749181091 scopus 로고    scopus 로고
    • Stimulation of delta opioid receptors located in substantia nigra reticulate but not globus pallidus or striatum restores motor activity in 6-hydroxydopamine lesioned rats: New insights into the role of delta receptors in parkinsonism
    • Mabrouk, O. S.; Volta, M.; Marti, M.; Morari, M. Stimulation of delta opioid receptors located in substantia nigra reticulate but not globus pallidus or striatum restores motor activity in 6-hydroxydopamine lesioned rats: new insights into the role of delta receptors in parkinsonism. J. Neurochem. 2008, 107, 1647-1659.
    • (2008) J. Neurochem. , vol.107 , pp. 1647-1659
    • Mabrouk, O.S.1    Volta, M.2    Marti, M.3    Morari, M.4
  • 11
    • 0021343603 scopus 로고
    • Synthesis of a novel class of heteroaromatic amino acids and their use in the preparation of analogues of luteinizing hormone-releasing hormone
    • Nestor, J. J., Jr.; Horner, B. L.; Ho, T. L.; Jones, G. H.; McRae, G.; Vickery, B. H. Synthesis of a novel class of heteroaromatic amino acids and their use in the preparation of analogues of luteinizing hormone-releasing hormone. J. Med. Chem. 1984, 27, 320-325.
    • (1984) J. Med. Chem. , vol.27 , pp. 320-325
    • Nestor Jr., J.J.1    Horner, B.L.2    Ho, T.L.3    Jones, G.H.4    McRae, G.5    Vickery, B.H.6
  • 13
  • 15
    • 69949108873 scopus 로고    scopus 로고
    • Bi- Or multifunctional opioid peptide drugs
    • Mar 11. [Epub ahead of print]
    • Schiller, P. W. Bi- or multifunctional opioid peptide drugs. Life Sci. 2009 Mar 11. [Epub ahead of print].
    • (2009) Life Sci.
    • Schiller, P.W.1
  • 16
    • 0027049066 scopus 로고
    • Differential stereochemical requirements of μ vs δ opioid receptors for ligand binding and signal transduction: Development of a class of potent and highly δ-selective peptide antagonists
    • Schiller, P. W.; Nguyen, T. M.-D.; Weltrowska, G.; Wilkes, B. C.; Marsden, B. J.; Lemieux, C.; Chung, N. N. Differential stereochemical requirements of μ vs δ opioid receptors for ligand binding and signal transduction: Development of a class of potent and highly δ-selective peptide antagonists. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 11871-11875.
    • (1992) Proc. Natl. Acad. Sci. U.S.A. , vol.89 , pp. 11871-11875
    • Schiller, P.W.1    Nguyen, T.M.-D.2    Weltrowska, G.3    Wilkes, B.C.4    Marsden, B.J.5    Lemieux, C.6    Chung, N.N.7
  • 18
    • 0030933655 scopus 로고    scopus 로고
    • A potent and selective endogenous agonist for the μ-opiate receptor
    • DOI 10.1038/386499a0
    • Zadina, J. E.; Hackler, L.; Ge, L. J.; Kastin, A. J. A potent and selective endogenous agonist for the μ-opiate receptor. Nature 1997, 386, 499-502. (Pubitemid 27164076)
    • (1997) Nature , vol.386 , Issue.6624 , pp. 499-502
    • Zadina, J.E.1    Hackler, L.2    Ge, L.-J.3    Kastin, A.J.4
  • 19
    • 61649094568 scopus 로고    scopus 로고
    • Deamidation of asparagines residues: Direct hydrolysis versus succinimide-mediated deamidation mechanisms
    • Catak, S.; Monard, G.; Aviyente, V.; Ruiz-Lopez, M. F. Deamidation of asparagines residues: direct hydrolysis versus succinimide-mediated deamidation mechanisms. J. Phys. Chem. A 2009, 113, 1111-1120.
    • (2009) J. Phys. Chem. A , vol.113 , pp. 1111-1120
    • Catak, S.1    Monard, G.2    Aviyente, V.3    Ruiz-Lopez, M.F.4
  • 20
    • 0037741017 scopus 로고    scopus 로고
    • Regulation of δ-opioid receptor trafficking via μ-opioid receptor stimulation: Evidence from μ-opioid receptor knock-out mice
    • Morinville, A.; Cahill, C. M.; Esdaile, M. J.; Aibak, H.; Collier, B.; Kieffer, B. L.; Beaudet, A. regulation of δ-opioid receptor trafficking via μ-opioid receptor stimulation: evidence from μ-opioid receptor knock-out mice. J. Neurosci. 2003, 23, 4888-4898.
    • (2003) J. Neurosci. , vol.23 , pp. 4888-4898
    • Morinville, A.1    Cahill, C.M.2    Esdaile, M.J.3    Aibak, H.4    Collier, B.5    Kieffer, B.L.6    Beaudet, A.7
  • 21
    • 36849030317 scopus 로고    scopus 로고
    • Essential role of mu opioid receptor in the regulation of delta opioid receptor-mediated antihyperalgesia
    • DOI 10.1016/j.neuroscience.2007.09.060, PII S0306452207012365
    • Gendron, L.; Pintar, J. E.; Chavkin, C. Essential role of mu opioid receptor in the regulation of delta opioid receptor-mediated antihyperalgesia. Neuroscience 2007, 150, 807-817. (Pubitemid 350235793)
    • (2007) Neuroscience , vol.150 , Issue.4 , pp. 807-817
    • Gendron, L.1    Pintar, J.E.2    Chavkin, C.3
  • 22
    • 59249103996 scopus 로고    scopus 로고
    • The selective non-peptidic delta opioid agonist SNC80 does not facilitate intracranial self-stimulation in rats
    • Do Carmo, G. P.; Folk, J. E.; Rice, K. C.; Chartoff, E.; Carlezon, W. A.; Negus, S. S. The selective non-peptidic delta opioid agonist SNC80 does not facilitate intracranial self-stimulation in rats. Eur. J. Pharmacol. 2009, 604, 58-65.
    • (2009) Eur. J. Pharmacol. , vol.604 , pp. 58-65
    • Do Carmo, G.P.1    Folk, J.E.2    Rice, K.C.3    Chartoff, E.4    Carlezon, W.A.5    Negus, S.S.6
  • 23
    • 3242811223 scopus 로고    scopus 로고
    • Direct influence of Cterminally substituted amino acids in the Dmt-Tic pharmacophore on δ-opioid receptor selectivity and antagonism
    • Balboni, G.; Salvadori, S.; Guerrini, R.; Negri, L.; Giannini, E.; Bryant, S. D.; Jinsmaa, Y.; Lazarus, L. H. Direct influence of Cterminally substituted amino acids in the Dmt-Tic pharmacophore on δ-opioid receptor selectivity and antagonism. J. Med. Chem. 2004, 47, 4066-4071.
    • (2004) J. Med. Chem. , vol.47 , pp. 4066-4071
    • Balboni, G.1    Salvadori, S.2    Guerrini, R.3    Negri, L.4    Giannini, E.5    Bryant, S.D.6    Jinsmaa, Y.7    Lazarus, L.H.8
  • 25
    • 57349192627 scopus 로고    scopus 로고
    • Role of delta opioid efficacy as a determinant of mu/delta opioid interactions in rhesus monkeys
    • Negus, S. S.; Bear, A. E.; Folk, J. E.; Rice, K. C. Role of delta opioid efficacy as a determinant of mu/delta opioid interactions in rhesus monkeys. Eur. J. Pharmacol. 2009, 602, 92-100.
    • (2009) Eur. J. Pharmacol. , vol.602 , pp. 92-100
    • Negus, S.S.1    Bear, A.E.2    Folk, J.E.3    Rice, K.C.4
  • 26
    • 33645070773 scopus 로고    scopus 로고
    • Opioid ligands with mixed μ/δ opioid receptor interactions: An emerging approach to novel analgesics
    • Ananthan, S. Opioid ligands with mixed μ/δ opioid receptor interactions: an emerging approach to novel analgesics. AAPS J. 2006, 8, E118-E125.
    • (2006) AAPS J. , vol.8
    • Ananthan, S.1
  • 27
    • 65449123343 scopus 로고    scopus 로고
    • Design of multivalent ligand targeting G-protein-coupled receptors
    • Liu, Z.; Zhang, J.; Zhang, A. Design of multivalent ligand targeting G-protein-coupled receptors. Curr. Pharm. Des. 2009, 15, 682-718.
    • (2009) Curr. Pharm. Des. , vol.15 , pp. 682-718
    • Liu, Z.1    Zhang, J.2    Zhang, A.3
  • 29
    • 62249162153 scopus 로고    scopus 로고
    • Agonist activity of N-desmethylclozapine at δ-opioid receptors of human frontal cortex
    • Olianas, M. C.; Dedoni, S.; Ambu, R.; Onali, P. Agonist activity of N-desmethylclozapine at δ-opioid receptors of human frontal cortex. Eur. J. Pharmacol. 2009, 607, 96-101.
    • (2009) Eur. J. Pharmacol. , vol.607 , pp. 96-101
    • Olianas, M.C.1    Dedoni, S.2    Ambu, R.3    Onali, P.4
  • 30
    • 84954358548 scopus 로고    scopus 로고
    • In vivo trafficking of endogenous opioid receptors
    • Wang, Y.; Van Bockstaele, E. J.; Liu-Chen, L.-Y. In vivo trafficking of endogenous opioid receptors. Life Sci. 2008, 83, 693-699.
    • (2008) Life Sci. , vol.83 , pp. 693-699
    • Wang, Y.1    Van Bockstaele, E.J.2    Liu-Chen, L.-Y.3
  • 32
    • 0014298035 scopus 로고
    • Kinetic parameters of narcotic agonists and antagonists, with particular reference to N-allylnoroxymorphone (naloxone)
    • Kosterlitz, H. W.; Watt, A. J. Kinetic parameters of narcotic agonists and antagonists, with particular reference to N-allylnoroxymorphone (naloxone). Br. J. Pharmacol. 1968, 33, 266-276.
    • (1968) Br. J. Pharmacol. , vol.33 , pp. 266-276
    • Kosterlitz, H.W.1    Watt, A.J.2


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