메뉴 건너뛰기




Volumn 48, Issue 3, 2010, Pages 222-229

Molecular and cellular pharmacological properties of 5- methoxycarbonylamino-N-acetyltryptamine (MCA-NAT): A nonspecific MT3 ligand

Author keywords

5 Methoxycarbonylamino n acetyltryptamine; Melatonin; Melatonin receptors; Molecular pharmacology; Non MT1; Non MT2 melatonin binding site

Indexed keywords

5 METHOXYCARBONYLAMINO N ACETYLTRYPTAMINE; MELATONIN 1 RECEPTOR; MELATONIN 2 RECEPTOR; TRYPTAMINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 77749310347     PISSN: 07423098     EISSN: 1600079X     Source Type: Journal    
DOI: 10.1111/j.1600-079X.2010.00746.x     Document Type: Article
Times cited : (37)

References (39)
  • 1
    • 22844439551 scopus 로고    scopus 로고
    • Molecular tools to study melatonin pathways and actions
    • Boutin JA, Audinot V, Ferry G et al. Molecular tools to study melatonin pathways and actions. Trends Pharmacol Sci 2005 26 : 412 419.
    • (2005) Trends Pharmacol Sci , vol.26 , pp. 412-419
    • Boutin, J.A.1    Audinot, V.2    Ferry, G.3
  • 2
    • 0345726360 scopus 로고    scopus 로고
    • Therapeutic perspectives for melatonin agonists and antagonists
    • Delagrange P, Atkinson J, Boutin JA et al. Therapeutic perspectives for melatonin agonists and antagonists. J Neuroendocrinol 2003 15 : 442 448.
    • (2003) J Neuroendocrinol , vol.15 , pp. 442-448
    • Delagrange, P.1    Atkinson, J.2    Boutin, J.A.3
  • 3
    • 33646695020 scopus 로고    scopus 로고
    • Therapeutic potential of melatonin ligands
    • Delagrange P, Boutin JA. Therapeutic potential of melatonin ligands. Chronobiol Int 2006 23 : 413 418.
    • (2006) Chronobiol Int , vol.23 , pp. 413-418
    • Delagrange, P.1    Boutin, J.A.2
  • 4
    • 47249088189 scopus 로고    scopus 로고
    • Melatonin receptors, heterodimerization, signal transduction and binding sites: What's new?
    • Jockers R, Maurice P, Boutin JA et al. Melatonin receptors, heterodimerization, signal transduction and binding sites: what's new? Br J Pharmacol 2008 154 : 1182 1195.
    • (2008) Br J Pharmacol , vol.154 , pp. 1182-1195
    • Jockers, R.1    Maurice, P.2    Boutin, J.A.3
  • 5
    • 0028104861 scopus 로고
    • Pineal gland hormone melatonin binds and activates an orphan of the nuclear receptor superfamily
    • Becker-André M, Wiesenberg I, Schaeren-Wiemers N et al. Pineal gland hormone melatonin binds and activates an orphan of the nuclear receptor superfamily. J Biol Chem 1994 269 : 28531 28534.
    • (1994) J Biol Chem , vol.269 , pp. 28531-28534
    • Becker-André, M.1    Wiesenberg, I.2    Schaeren-Wiemers, N.3
  • 6
    • 0030985903 scopus 로고    scopus 로고
    • Pineal gland hormone melatonin binds and activates an orphan of the nuclear receptor superfamily
    • Becker-André M, Wiesenberg I, Schaeren-Wiemers N et al. Pineal gland hormone melatonin binds and activates an orphan of the nuclear receptor superfamily. J Biol Chem 1997 272 : 16707.
    • (1997) J Biol Chem , vol.272 , pp. 16707
    • Becker-André, M.1    Wiesenberg, I.2    Schaeren-Wiemers, N.3
  • 7
    • 0023693907 scopus 로고
    • Pharmacology and function of melatonin receptors
    • Dubocovich ML. Pharmacology and function of melatonin receptors. FASEB J 1988 2 : 2765 2773.
    • (1988) FASEB J , vol.2 , pp. 2765-2773
    • Dubocovich, M.L.1
  • 9
    • 28344433705 scopus 로고    scopus 로고
    • NRH:quinone reductase 2: An enzyme of surprises and mysteries
    • Vella F, Ferry G, Delagrange P et al. NRH:quinone reductase 2: an enzyme of surprises and mysteries. Biochem Pharmacol 2005 71 : 1 12.
    • (2005) Biochem Pharmacol , vol.71 , pp. 1-12
    • Vella, F.1    Ferry, G.2    Delagrange, P.3
  • 10
    • 0029658993 scopus 로고    scopus 로고
    • 2-[125I]iodo-5-methoxycarbonylamino-N-acetyltryptamine: A selective radioligand for the characterization of melatonin ML2 binding sites
    • Molinari EJ, North PC, Dubocovich ML. 2-[125I]iodo-5- methoxycarbonylamino-N-acetyltryptamine: a selective radioligand for the characterization of melatonin ML2 binding sites. Eur J Pharmacol 1996 301 : 159 168.
    • (1996) Eur J Pharmacol , vol.301 , pp. 159-168
    • Molinari, E.J.1    North, P.C.2    Dubocovich, M.L.3
  • 11
    • 0034613342 scopus 로고    scopus 로고
    • Identification of the melatonin-binding site MT3 as the quinone reductase 2
    • Nosjean O, Ferro M, Coge F et al. Identification of the melatonin-binding site MT3 as the quinone reductase 2. J Biol Chem 2000 275 : 31311 31317.
    • (2000) J Biol Chem , vol.275 , pp. 31311-31317
    • Nosjean, O.1    Ferro, M.2    Coge, F.3
  • 12
    • 0035970595 scopus 로고    scopus 로고
    • Involvement of melatonin MT(3) receptors in the regulation of intraocular pressure in rabbits
    • Pintor J, Martin L, Pelaez T et al. Involvement of melatonin MT(3) receptors in the regulation of intraocular pressure in rabbits. Eur J Pharmacol 2001 416 : 251 254.
    • (2001) Eur J Pharmacol , vol.416 , pp. 251-254
    • Pintor, J.1    Martin, L.2    Pelaez, T.3
  • 13
    • 0037351462 scopus 로고    scopus 로고
    • Ocular hypotensive effects of melatonin receptor agonists in the rabbit: Further evidence for an MT3 receptor
    • Pintor J, Pelaez T, Hoyle CH et al. Ocular hypotensive effects of melatonin receptor agonists in the rabbit: further evidence for an MT3 receptor. Br J Pharmacol 2003 138 : 831 836.
    • (2003) Br J Pharmacol , vol.138 , pp. 831-836
    • Pintor, J.1    Pelaez, T.2    Hoyle, C.H.3
  • 14
    • 36049042003 scopus 로고    scopus 로고
    • Requirement of intact sympathetic transmission for the ocular hypotensive effects of melatonin and 5-MCA-NAT
    • Alarma-Estrany P, Crooke A, Peral A et al. Requirement of intact sympathetic transmission for the ocular hypotensive effects of melatonin and 5-MCA-NAT. Auton Neurosci 2007 137 : 63 66.
    • (2007) Auton Neurosci , vol.137 , pp. 63-66
    • Alarma-Estrany, P.1    Crooke, A.2    Peral, A.3
  • 15
    • 68249110951 scopus 로고    scopus 로고
    • 5-MCA-NAT does not act through NQO2 to reduce intraocular pressure in New-Zealand white rabbit
    • Alarma-Estrany P, Crooke A, Pintor J. 5-MCA-NAT does not act through NQO2 to reduce intraocular pressure in New-Zealand white rabbit. J Pineal Res 2009 47 : 201 209.
    • (2009) J Pineal Res , vol.47 , pp. 201-209
    • Alarma-Estrany, P.1    Crooke, A.2    Pintor, J.3
  • 16
    • 61549099634 scopus 로고    scopus 로고
    • Ophthalmic formulations of the intraocular hypotensive melatonin agent 5-MCA-NAT
    • Andres-Guerrero V, Alarma-Estrany P, Molina-Martinez IT et al. Ophthalmic formulations of the intraocular hypotensive melatonin agent 5-MCA-NAT. Exp Eye Res 2009 88 : 504 511.
    • (2009) Exp Eye Res , vol.88 , pp. 504-511
    • Andres-Guerrero, V.1    Alarma-Estrany, P.2    Molina-Martinez, I.T.3
  • 17
    • 9144232229 scopus 로고    scopus 로고
    • Molecular pharmacology of the ovine melatonin receptor: Comparison with recombinant human MT1 and MT2 receptors
    • Mailliet F, Audinot V, Malpaux B et al. Molecular pharmacology of the ovine melatonin receptor: comparison with recombinant human MT1 and MT2 receptors. Biochem Pharmacol 2004 67 : 667 677.
    • (2004) Biochem Pharmacol , vol.67 , pp. 667-677
    • Mailliet, F.1    Audinot, V.2    Malpaux, B.3
  • 18
    • 28244496559 scopus 로고    scopus 로고
    • Characterization of the melatoninergic MT3 binding site on the NRH:quinone oxidoreductase 2 enzyme
    • Mailliet F, Ferry G, Vella F et al. Characterization of the melatoninergic MT3 binding site on the NRH:quinone oxidoreductase 2 enzyme. Biochem Pharmacol 2005 71 : 74 88.
    • (2005) Biochem Pharmacol , vol.71 , pp. 74-88
    • Mailliet, F.1    Ferry, G.2    Vella, F.3
  • 19
    • 70349432311 scopus 로고    scopus 로고
    • Image-free assessment of protein translocation in live cells
    • Furger C, Derick S, Boutin JA et al. Image-free assessment of protein translocation in live cells. Curr Opin Pharmacol 2009 6 : 650 656.
    • (2009) Curr Opin Pharmacol , vol.6 , pp. 650-656
    • Furger, C.1    Derick, S.2    Boutin, J.A.3
  • 20
    • 33845876624 scopus 로고    scopus 로고
    • Cellular dielectric spectroscopy: A label-free comprehensive platform for functional evaluation of endogenous receptors
    • Verdonk E, Johnson K, McGuinness R et al. Cellular dielectric spectroscopy: a label-free comprehensive platform for functional evaluation of endogenous receptors. Assay Drug Dev Technol 2006 4 : 609 619.
    • (2006) Assay Drug Dev Technol , vol.4 , pp. 609-619
    • Verdonk, E.1    Johnson, K.2    McGuinness, R.3
  • 21
    • 0032589076 scopus 로고    scopus 로고
    • Characterization of 2-[125I]iodomelatonin binding sites in Syrian hamster peripheral organs
    • Paul P, Lahaye C, Delagrange P et al. Characterization of 2-[125I]iodomelatonin binding sites in Syrian hamster peripheral organs. J Pharmacol Exp Ther 1999 290 : 334 340.
    • (1999) J Pharmacol Exp Ther , vol.290 , pp. 334-340
    • Paul, P.1    Lahaye, C.2    Delagrange, P.3
  • 22
    • 0001740627 scopus 로고
    • Melatonin binding sites are functionally coupled to phosphoinositide hydrolysis in Syrian hamster RPMI 1846 melanoma cells
    • Eison AS, Mullins UL. Melatonin binding sites are functionally coupled to phosphoinositide hydrolysis in Syrian hamster RPMI 1846 melanoma cells. Life Sci 1993 53 : L393 L398.
    • (1993) Life Sci , vol.53
    • Eison, A.S.1    Mullins, U.L.2
  • 23
    • 0026589917 scopus 로고
    • Expression of nanomolar-affinity binding sites for melatonin in Syrian hamster RPMI 1846 melanoma cells
    • Pickering DS, Niles LP. Expression of nanomolar-affinity binding sites for melatonin in Syrian hamster RPMI 1846 melanoma cells. Cell Signal 1992 4 : 201 207.
    • (1992) Cell Signal , vol.4 , pp. 201-207
    • Pickering, D.S.1    Niles, L.P.2
  • 24
    • 34848840273 scopus 로고    scopus 로고
    • Cellular knock-down of quinone reductase 2: A laborious road to successful inhibition by RNA interference
    • Chomarat P, Coge F, Guenin SP et al. Cellular knock-down of quinone reductase 2: a laborious road to successful inhibition by RNA interference. Biochimie 2007 89 : 1264 1275.
    • (2007) Biochimie , vol.89 , pp. 1264-1275
    • Chomarat, P.1    Coge, F.2    Guenin, S.P.3
  • 25
    • 0035957992 scopus 로고    scopus 로고
    • Structure-activity relationship studies of melanin-concentrating hormone (MCH)-related peptide ligands at SLC-1, the human MCH receptor
    • Audinot V, Beauverger P, Lahaye C et al. Structure-activity relationship studies of melanin-concentrating hormone (MCH)-related peptide ligands at SLC-1, the human MCH receptor. J Biol Chem 2001 276 : 13554 13562.
    • (2001) J Biol Chem , vol.276 , pp. 13554-13562
    • Audinot, V.1    Beauverger, P.2    Lahaye, C.3
  • 26
    • 68549118659 scopus 로고    scopus 로고
    • An unexpected effect of 5-MCA-NAT in chick retinal development
    • Sampaio LF. An unexpected effect of 5-MCA-NAT in chick retinal development. Int J Dev Neurosci 2009 27 : 511 515.
    • (2009) Int J Dev Neurosci , vol.27 , pp. 511-515
    • Sampaio, L.F.1
  • 28
    • 63849106922 scopus 로고    scopus 로고
    • Melatonin provides anxiolysis, enhances analgesia, decreases intraocular pressure, and promotes better operating conditions during cataract surgery under topical anesthesia
    • Ismail SA, Mowafi HA. Melatonin provides anxiolysis, enhances analgesia, decreases intraocular pressure, and promotes better operating conditions during cataract surgery under topical anesthesia. Anesth Analg 2009 108 : 1146 1151.
    • (2009) Anesth Analg , vol.108 , pp. 1146-1151
    • Ismail, S.A.1    Mowafi, H.A.2
  • 29
    • 0041886518 scopus 로고    scopus 로고
    • Melatonin inhibits nitrate tolerance in isolated coronary arteries
    • O'Rourke ST, Hammad H, Delagrange P et al. Melatonin inhibits nitrate tolerance in isolated coronary arteries. Br J Pharmacol 2003 139 : 1326 1332.
    • (2003) Br J Pharmacol , vol.139 , pp. 1326-1332
    • O'Rourke, S.T.1    Hammad, H.2    Delagrange, P.3
  • 30
    • 0030808340 scopus 로고    scopus 로고
    • Investigation into the contractile response of melatonin in the guinea-pig isolated proximal colon: The role of 5-HT4 and melatonin receptors
    • Lucchelli A, Santagostino-Barbone MG, Tonini M. Investigation into the contractile response of melatonin in the guinea-pig isolated proximal colon: the role of 5-HT4 and melatonin receptors. Br J Pharmacol 1997 121 : 1775 1781.
    • (1997) Br J Pharmacol , vol.121 , pp. 1775-1781
    • Lucchelli, A.1    Santagostino-Barbone, M.G.2    Tonini, M.3
  • 31
    • 0023668452 scopus 로고
    • HPLC-purified 2-[125I]iodomelatonin labels multiple binding sites in hamster brain
    • Niles LP, Pickering DS, Sayer BG. HPLC-purified 2-[125I]iodomelatonin labels multiple binding sites in hamster brain. Biochem Biophys Res Commun 1987 147 : 949 956.
    • (1987) Biochem Biophys Res Commun , vol.147 , pp. 949-956
    • Niles, L.P.1    Pickering, D.S.2    Sayer, B.G.3
  • 32
    • 0025099388 scopus 로고
    • Pharmacological characterization of melatonin binding sites in Syrian hamster hypothalamus
    • Pickering DS, Niles LP. Pharmacological characterization of melatonin binding sites in Syrian hamster hypothalamus. Eur J Pharmacol 1990 175 : 71 77.
    • (1990) Eur J Pharmacol , vol.175 , pp. 71-77
    • Pickering, D.S.1    Niles, L.P.2
  • 33
    • 0034708440 scopus 로고    scopus 로고
    • Substrate specificity and inhibition studies of human serotonin N-acetyltransferase
    • Ferry G, Loynel A, Kucharczyk N et al. Substrate specificity and inhibition studies of human serotonin N-acetyltransferase. J Biol Chem 2000 275 : 8794 8805.
    • (2000) J Biol Chem , vol.275 , pp. 8794-8805
    • Ferry, G.1    Loynel, A.2    Kucharczyk, N.3
  • 34
    • 58549114658 scopus 로고    scopus 로고
    • Synthesis and CHK1 inhibitory potency of Hyemialdisine analogues
    • Parmentier J, Portevin B, Golsteyn R et al. Synthesis and CHK1 inhibitory potency of Hyemialdisine analogues. Bioorg Med Chem Lett 2009 19 : 841 844.
    • (2009) Bioorg Med Chem Lett , vol.19 , pp. 841-844
    • Parmentier, J.1    Portevin, B.2    Golsteyn, R.3
  • 36
    • 0033621434 scopus 로고    scopus 로고
    • Protective effects of melatonin against ischemia-reperfusion injury in the isolated rat heart
    • Lagneux C, Joyeux M, Demenge P et al. Protective effects of melatonin against ischemia-reperfusion injury in the isolated rat heart. Life Sci 2000 66 : 503 509.
    • (2000) Life Sci , vol.66 , pp. 503-509
    • Lagneux, C.1    Joyeux, M.2    Demenge, P.3
  • 37
    • 0034097926 scopus 로고    scopus 로고
    • Anxiolytic-like properties of melatonin receptor agonists in mice: Involvement of mt1 and/or MT2 receptors in the regulation of emotional responsiveness
    • Kopp C, Vogel E, Rettori M et al. Anxiolytic-like properties of melatonin receptor agonists in mice: involvement of mt1 and/or MT2 receptors in the regulation of emotional responsiveness. Neuropharmacology 2000 39 : 1865 1871.
    • (2000) Neuropharmacology , vol.39 , pp. 1865-1871
    • Kopp, C.1    Vogel, E.2    Rettori, M.3
  • 38
    • 4644223122 scopus 로고    scopus 로고
    • Effect of 5-MCA-NAT, a putative melatonin MT3 receptor agonist, on intraocular pressure in glaucomatous monkey eyes
    • Serle JB, Wang RF, Peterson WM et al. Effect of 5-MCA-NAT, a putative melatonin MT3 receptor agonist, on intraocular pressure in glaucomatous monkey eyes. J Glaucoma 2004 13 : 385 388.
    • (2004) J Glaucoma , vol.13 , pp. 385-388
    • Serle, J.B.1    Wang, R.F.2    Peterson, W.M.3
  • 39
    • 33748363497 scopus 로고    scopus 로고
    • Melatonin inhibits endothelial nitric oxide production in vitro
    • Tamura EK, Silva CL, Markus RP. Melatonin inhibits endothelial nitric oxide production in vitro. J Pineal Res 2006 41 : 267 274.
    • (2006) J Pineal Res , vol.41 , pp. 267-274
    • Tamura, E.K.1    Silva, C.L.2    Markus, R.P.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.