메뉴 건너뛰기




Volumn 7, Issue 8, 2012, Pages

Lipo-endomorphin-1 derivatives with systemic activity against neuropathic pain without producing constipation

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINODECANOIC ACID; 2,6 DIMETHYLTYROSINE; AMINO ACID DERIVATIVE; DECANOIC ACID DERIVATIVE; ENDOMORPHIN 1; ENDORPHIN DERIVATIVE; LIPO ENDOMORPHIN 1 DERIVATIVE; LIPOAMINO ACID MODIFIED DERIVATIVE; MORPHINE SULFATE; MU OPIATE RECEPTOR; NALOXONE; TYROSINE; TYROSINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84865095335     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0041909     Document Type: Article
Times cited : (33)

References (42)
  • 2
    • 42949154269 scopus 로고    scopus 로고
    • Neuropathic pain - Redefinition and a grading system for clinical and research purposes
    • Treede RD, Jensen TS, Campbell JN, Cruccu G, Dostrovsky JO, et al. (2008) Neuropathic pain- Redefinition and a grading system for clinical and research purposes. Neurology 70: 1630-1635.
    • (2008) Neurology , vol.70 , pp. 1630-1635
    • Treede, R.D.1    Jensen, T.S.2    Campbell, J.N.3    Cruccu, G.4    Dostrovsky, J.O.5
  • 3
    • 35748943212 scopus 로고    scopus 로고
    • Pharmacologic management of neuropathic pain: Evidence-based recommendations
    • Dworkin RH, O'Connor AB, Backonja M, Farrar JT, Finnerup NB, et al. (2007) Pharmacologic management of neuropathic pain: Evidence-based recommendations. Pain 132: 237-251.
    • (2007) Pain , vol.132 , pp. 237-251
    • Dworkin, R.H.1    O'Connor, A.B.2    Backonja, M.3    Farrar, J.T.4    Finnerup, N.B.5
  • 4
    • 79551600631 scopus 로고    scopus 로고
    • Endomorphin peptides: pharmacological and functional implications of these opioid peptides in the brain of mammals. Part one
    • Gelman PL, Herrera NEG, Ortega MEM, Romero LP, Santillan CT, et al. (2010) Endomorphin peptides: pharmacological and functional implications of these opioid peptides in the brain of mammals. Part one. Salud Mental 33: 179-196.
    • (2010) Salud Mental , vol.33 , pp. 179-196
    • Gelman, P.L.1    Herrera, N.E.G.2    Ortega, M.E.M.3    Romero, L.P.4    Santillan, C.T.5
  • 5
    • 0030933655 scopus 로고    scopus 로고
    • A potent and selective endogenous agonist for the μ-opiate receptor
    • Zadina JE, Hackler L, Ge L-J, Kastin AJ, (1997) A potent and selective endogenous agonist for the μ-opiate receptor. Nature 386: 499-502.
    • (1997) Nature , vol.386 , pp. 499-502
    • Zadina, J.E.1    Hackler, L.2    Ge, L.-J.3    Kastin, A.J.4
  • 6
    • 2142658722 scopus 로고    scopus 로고
    • New trends in the development of opioid peptide analogues as advanced remedies for pain relief
    • Gentilucci L, (2004) New trends in the development of opioid peptide analogues as advanced remedies for pain relief. Curr Top Med Chem 4: 19-38.
    • (2004) Curr Top Med Chem , vol.4 , pp. 19-38
    • Gentilucci, L.1
  • 7
    • 0034450970 scopus 로고    scopus 로고
    • Endomorphin-1 and endomorphin-2: pharmacology of the selective endogenous μ-opioid receptor agonists
    • Horvath G, (2000) Endomorphin-1 and endomorphin-2: pharmacology of the selective endogenous μ-opioid receptor agonists. Pharmacol Ther 88: 437-463.
    • (2000) Pharmacol Ther , vol.88 , pp. 437-463
    • Horvath, G.1
  • 10
    • 0034647838 scopus 로고    scopus 로고
    • Analgesic effects of endomorphin-1 and endomorphin-2 in the formalin test in mice
    • Soignier RD, Vaccarino AL, Brennan AM, Kastin AJ, Zadina JE, (2000) Analgesic effects of endomorphin-1 and endomorphin-2 in the formalin test in mice. Life Sci 67: 907-912.
    • (2000) Life Sci , vol.67 , pp. 907-912
    • Soignier, R.D.1    Vaccarino, A.L.2    Brennan, A.M.3    Kastin, A.J.4    Zadina, J.E.5
  • 11
    • 33746305665 scopus 로고    scopus 로고
    • Potent in vivo antinociception and opioid receptor preference of the novel analogue [Dmt1]endomorphin-1
    • Jinsmaa Y, Marczak E, Fujita Y, Shiotani K, Miyazaki A, et al. (2006) Potent in vivo antinociception and opioid receptor preference of the novel analogue [Dmt1]endomorphin-1. Pharmacol Biochem Behav 84: 252-258.
    • (2006) Pharmacol Biochem Behav , vol.84 , pp. 252-258
    • Jinsmaa, Y.1    Marczak, E.2    Fujita, Y.3    Shiotani, K.4    Miyazaki, A.5
  • 12
    • 0038392431 scopus 로고    scopus 로고
    • Antinociception by a peripherally administered novel endomorphin-1 analogue containing beta-proline
    • Spampinato S, Qasem AR, Calienni M, Murari G, Gentilucci L, et al. (2003) Antinociception by a peripherally administered novel endomorphin-1 analogue containing beta-proline. Eur J Pharmacol 469: 89-95.
    • (2003) Eur J Pharmacol , vol.469 , pp. 89-95
    • Spampinato, S.1    Qasem, A.R.2    Calienni, M.3    Murari, G.4    Gentilucci, L.5
  • 13
  • 14
    • 15044364083 scopus 로고    scopus 로고
    • Structure-activity relationship of the novel bivalent and C-terminal modified analogues of endomorphin-2
    • Gao Y, Liu X, Wei J, Zhu B, Chen Q, et al. (2005) Structure-activity relationship of the novel bivalent and C-terminal modified analogues of endomorphin-2. Bioorg Med Chem Lett 15: 1847-1850.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 1847-1850
    • Gao, Y.1    Liu, X.2    Wei, J.3    Zhu, B.4    Chen, Q.5
  • 15
    • 44449179814 scopus 로고    scopus 로고
    • Synthesis and in vitro evaluation of a library of modified endomorphin 1 peptides
    • Koda Y, Del Borgo M, Wessling ST, Lazarus LH, Okada Y, et al. (2008) Synthesis and in vitro evaluation of a library of modified endomorphin 1 peptides. Bioorg Med Chem 16: 6286-6296.
    • (2008) Bioorg Med Chem , vol.16 , pp. 6286-6296
    • Koda, Y.1    Del Borgo, M.2    Wessling, S.T.3    Lazarus, L.H.4    Okada, Y.5
  • 16
    • 0025971135 scopus 로고
    • Lipidic peptides. II. Synthesis, activity and transport of anti-inflammatory benzoquinolizine-lipidic peptide conjugates
    • Toth I, Hughes RA, Munday MR, Murphy CA, Mascagni P, et al. (1991) Lipidic peptides. II. Synthesis, activity and transport of anti-inflammatory benzoquinolizine-lipidic peptide conjugates. Int J Pharm 68: 191-198.
    • (1991) Int J Pharm , vol.68 , pp. 191-198
    • Toth, I.1    Hughes, R.A.2    Munday, M.R.3    Murphy, C.A.4    Mascagni, P.5
  • 17
    • 4444244953 scopus 로고    scopus 로고
    • Lipid, sugar and liposaccharide based delivery systems 2
    • Blanchfield J, Toth I, (2004) Lipid, sugar and liposaccharide based delivery systems 2. Curr Med Chem 11: 2375-2382.
    • (2004) Curr Med Chem , vol.11 , pp. 2375-2382
    • Blanchfield, J.1    Toth, I.2
  • 18
    • 19944433385 scopus 로고    scopus 로고
    • Development of potent mu-opioid receptor ligands using unique tyrosine analogues of endomorphin-2
    • Li TY, Fujita Y, Tsuda Y, Miyazaki A, Ambo A, et al. (2005) Development of potent mu-opioid receptor ligands using unique tyrosine analogues of endomorphin-2. J Med Chem 48: 586-592.
    • (2005) J Med Chem , vol.48 , pp. 586-592
    • Li, T.Y.1    Fujita, Y.2    Tsuda, Y.3    Miyazaki, A.4    Ambo, A.5
  • 19
    • 20044371666 scopus 로고    scopus 로고
    • The Caco-2 cell line as a model of the intestinal barrier: influence of cell and culture-related factors on Caco-2 cell functional characteristics
    • Sambuy Y, De Angelis I, Ranaldi G, Scarino ML, Stammati A, et al. (2005) The Caco-2 cell line as a model of the intestinal barrier: influence of cell and culture-related factors on Caco-2 cell functional characteristics. Cell Biol Toxicol 21: 1-26.
    • (2005) Cell Biol Toxicol , vol.21 , pp. 1-26
    • Sambuy, Y.1    de Angelis, I.2    Ranaldi, G.3    Scarino, M.L.4    Stammati, A.5
  • 20
    • 0032837591 scopus 로고    scopus 로고
    • The effects of endomorphin-1 and endomorphin-2 in CHO cells expressing recombinant μ-opioid receptors and SH-SY5Y cells
    • Harrison C, McNulty S, Smart D, Rowbotham DJ, Grandy DK, et al. (1999) The effects of endomorphin-1 and endomorphin-2 in CHO cells expressing recombinant μ-opioid receptors and SH-SY5Y cells. Br J Pharmacol 128: 472-478.
    • (1999) Br J Pharmacol , vol.128 , pp. 472-478
    • Harrison, C.1    McNulty, S.2    Smart, D.3    Rowbotham, D.J.4    Grandy, D.K.5
  • 22
    • 0034808320 scopus 로고    scopus 로고
    • Antinociceptive effect of continuous intrathecal administration of endomorphin-1
    • Emese C, Gabriella J, Geza T, Ildiko D, Gyorgy B, et al. (2001) Antinociceptive effect of continuous intrathecal administration of endomorphin-1. Pain 94: 31-38.
    • (2001) Pain , vol.94 , pp. 31-38
    • Emese, C.1    Gabriella, J.2    Geza, T.3    Ildiko, D.4    Gyorgy, B.5
  • 23
    • 0034194886 scopus 로고    scopus 로고
    • The blood-nerve barrier: enzymes, transporters and receptors-a comparison with the blood-brain barrier
    • Allt G, Lawrenson JG, (2000) The blood-nerve barrier: enzymes, transporters and receptors-a comparison with the blood-brain barrier. Brain Res Bull 52: 1-12.
    • (2000) Brain Res Bull , vol.52 , pp. 1-12
    • Allt, G.1    Lawrenson, J.G.2
  • 24
  • 25
    • 0027055922 scopus 로고
    • Permeability of the blood-brain barrier to peptides: an approach to the development of therapeutically useful analogs
    • Banks WA, Audus KL, Davis TP, (1992) Permeability of the blood-brain barrier to peptides: an approach to the development of therapeutically useful analogs. Peptides 13: 1289-1294.
    • (1992) Peptides , vol.13 , pp. 1289-1294
    • Banks, W.A.1    Audus, K.L.2    Davis, T.P.3
  • 26
    • 0022349214 scopus 로고
    • Peptides and the blood-brain barrier: lipophilicity as a predictor of permeability
    • Banks WA, Kastin AJ, (1985) Peptides and the blood-brain barrier: lipophilicity as a predictor of permeability. Brain Res Bull 15: 287-292.
    • (1985) Brain Res Bull , vol.15 , pp. 287-292
    • Banks, W.A.1    Kastin, A.J.2
  • 27
    • 0018864201 scopus 로고
    • Entry of opioid peptides into the central nervous system
    • Rapoport SI, Klee WA, Pettigrew KD, Ohno K, (1980) Entry of opioid peptides into the central nervous system. Science 207: 84-86.
    • (1980) Science , vol.207 , pp. 84-86
    • Rapoport, S.I.1    Klee, W.A.2    Pettigrew, K.D.3    Ohno, K.4
  • 29
    • 62649137652 scopus 로고    scopus 로고
    • Biopharmaceutics classification system: validation and learnings of an in vitro permeability assay
    • Thiel-Demby VE, Humphreys JE, St John Williams LA, Ellens HM, Shah N, et al. (2009) Biopharmaceutics classification system: validation and learnings of an in vitro permeability assay. Mol Pharm 6: 11-18.
    • (2009) Mol Pharm , vol.6 , pp. 11-18
    • Thiel-Demby, V.E.1    Humphreys, J.E.2    St John Williams, L.A.3    Ellens, H.M.4    Shah, N.5
  • 30
    • 0035997330 scopus 로고    scopus 로고
    • Prediction of drug transport through the blood-brain barrier in vivo: a comparison between two in vitro cell models
    • Lundquist S, Renftel M, Brillault J, Fenart L, Cecchelli R, et al. (2002) Prediction of drug transport through the blood-brain barrier in vivo: a comparison between two in vitro cell models. Pharm Res 19: 976-981.
    • (2002) Pharm Res , vol.19 , pp. 976-981
    • Lundquist, S.1    Renftel, M.2    Brillault, J.3    Fenart, L.4    Cecchelli, R.5
  • 33
    • 0017202342 scopus 로고
    • Analgesia produced by morphine when acting from the liquor space
    • Dey PK, Feldberg W, (1976) Analgesia produced by morphine when acting from the liquor space. Br J Pharmacol 58: 383-393.
    • (1976) Br J Pharmacol , vol.58 , pp. 383-393
    • Dey, P.K.1    Feldberg, W.2
  • 34
    • 35748979718 scopus 로고    scopus 로고
    • Oxycodone and morphine have distinctly different pharmacological profiles: Radioligand binding and behavioural studies in two rat models of neuropathic pain
    • Nielsen CK, Ross FB, Lotfipour S, Saini KS, Edwards SR, et al. (2007) Oxycodone and morphine have distinctly different pharmacological profiles: Radioligand binding and behavioural studies in two rat models of neuropathic pain. Pain 132: 289-300.
    • (2007) Pain , vol.132 , pp. 289-300
    • Nielsen, C.K.1    Ross, F.B.2    Lotfipour, S.3    Saini, K.S.4    Edwards, S.R.5
  • 35
    • 0030985453 scopus 로고    scopus 로고
    • Prevention of Tolerance to the Antinociceptive Effects of Systemic Morphine by a Selective Cholecystokinin-B Receptor Antagonist in a Rat Model of Peripheral Neuropathy
    • Idänpään-Heikkilä JJ, Guilbaud G, Kayser V, (1997) Prevention of Tolerance to the Antinociceptive Effects of Systemic Morphine by a Selective Cholecystokinin-B Receptor Antagonist in a Rat Model of Peripheral Neuropathy. J Pharmacol Exp Ther 282: 1366-1372.
    • (1997) J Pharmacol Exp Ther , vol.282 , pp. 1366-1372
    • Idänpään-Heikkilä, J.J.1    Guilbaud, G.2    Kayser, V.3
  • 36
    • 3242798948 scopus 로고    scopus 로고
    • Analgesic tolerance and cross-tolerance to i.c.v. endomorphin-1, endomorphin-2, and morphine in mice
    • Soignier RD, Vaccarino AL, Fanti KA, Wilson AM, Zadina JE, (2004) Analgesic tolerance and cross-tolerance to i.c.v. endomorphin-1, endomorphin-2, and morphine in mice. Neurosci Lett 366: 211-214.
    • (2004) Neurosci Lett , vol.366 , pp. 211-214
    • Soignier, R.D.1    Vaccarino, A.L.2    Fanti, K.A.3    Wilson, A.M.4    Zadina, J.E.5
  • 37
    • 0037073532 scopus 로고    scopus 로고
    • Cross-tolerance between the different mu-opioid receptor agonists endomorphin-1, endomorphin-2 and morphine at the spinal level in the rat
    • Labuz D, Przewlocki R, Przewlocka B, (2002) Cross-tolerance between the different mu-opioid receptor agonists endomorphin-1, endomorphin-2 and morphine at the spinal level in the rat. Neurosci Lett 334: 127-130.
    • (2002) Neurosci Lett , vol.334 , pp. 127-130
    • Labuz, D.1    Przewlocki, R.2    Przewlocka, B.3
  • 38
    • 0037135029 scopus 로고    scopus 로고
    • Acute antinociceptive tolerance and unidirectional cross-tolerance to endomorphin-1 and endomorphin-2 given intraventricularly in the rat
    • Hung KC, Wu HE, Mizoguchi H, Tseng LF, (2002) Acute antinociceptive tolerance and unidirectional cross-tolerance to endomorphin-1 and endomorphin-2 given intraventricularly in the rat. Eur J Pharmacol 448: 169-174.
    • (2002) Eur J Pharmacol , vol.448 , pp. 169-174
    • Hung, K.C.1    Wu, H.E.2    Mizoguchi, H.3    Tseng, L.F.4
  • 39
    • 12344273724 scopus 로고    scopus 로고
    • Small molecular drug transfer across the blood-brain barrier via carrier-mediated transport systems
    • Tsuji A, (2005) Small molecular drug transfer across the blood-brain barrier via carrier-mediated transport systems. Neurorx 2: 54-62.
    • (2005) Neurorx , vol.2 , pp. 54-62
    • Tsuji, A.1
  • 40
    • 0030691875 scopus 로고    scopus 로고
    • Rapid in situ neutralization protocols for Boc and Fmoc solid-phase chemistries
    • In: Gregg BF, editor, Academic Press
    • Alewood P, Alewood D, Miranda L, Love S, Meutermans W, et al. (1997) Rapid in situ neutralization protocols for Boc and Fmoc solid-phase chemistries. In: Gregg BF, editor. Methods Enzymol: Academic Press. pp. 14-29.
    • (1997) Methods Enzymol , pp. 14-29
    • Alewood, P.1    Alewood, D.2    Miranda, L.3    Love, S.4    Meutermans, W.5
  • 41
    • 0029330768 scopus 로고
    • Detection of secondary-amines on solid-phase
    • Vojkovsky T, (1995) Detection of secondary-amines on solid-phase. Pept Res 8: 236-237.
    • (1995) Pept Res , vol.8 , pp. 236-237
    • Vojkovsky, T.1
  • 42
    • 0019627519 scopus 로고
    • Quantitative monitoring of solid-phase peptide synthesis by the ninhydrin reaction
    • Sarin VK, Kent SBH, Tam JP, Merrifield RB, (1981) Quantitative monitoring of solid-phase peptide synthesis by the ninhydrin reaction. Anal Biochem 117: 147-157.
    • (1981) Anal Biochem , vol.117 , pp. 147-157
    • Sarin, V.K.1    Kent, S.B.H.2    Tam, J.P.3    Merrifield, R.B.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.