메뉴 건너뛰기




Volumn 68, Issue 1, 2005, Pages 20-33

Molecular determinants for the interaction of the valvulopathic anorexigen norfenfluramine with the 5-HT2B receptor

Author keywords

[No Author keywords available]

Indexed keywords

METHYL GROUP; NORFENFLURAMINE; RECEPTOR PROTEIN; SEROTONIN 2A RECEPTOR; SEROTONIN 2B RECEPTOR; SEROTONIN 2C RECEPTOR; VALINE;

EID: 22344438896     PISSN: 0026895X     EISSN: None     Source Type: Journal    
DOI: 10.1124/mol.104.009266     Document Type: Article
Times cited : (58)

References (43)
  • 1
    • 4544383544 scopus 로고    scopus 로고
    • Caveolin-1 interacts with 5-HT2A serotonin receptors and profoundly modulates the signaling of selected Gαq-coupled protein receptors
    • Bhatnagar A, Sheffler DJ, Kroeze WK, Compton-Toth B, and Roth BL (2004) Caveolin-1 interacts with 5-HT2A serotonin receptors and profoundly modulates the signaling of selected Gαq-coupled protein receptors. J Biol Chem 279:34614-34623.
    • (2004) J Biol Chem , vol.279 , pp. 34614-34623
    • Bhatnagar, A.1    Sheffler, D.J.2    Kroeze, W.K.3    Compton-Toth, B.4    Roth, B.L.5
  • 2
    • 0027412820 scopus 로고
    • Binding of amino acid side chains to preformed cavities: Interaction of serine proteinases with turkey ovomucoid third domains with coded and noncoded P1 residues
    • Bigler TL, Lu W, Park SJ, Tashiro M, Wieczorek M, Wynn R, and Laskowski M Jr (1993) Binding of amino acid side chains to preformed cavities: interaction of serine proteinases with turkey ovomucoid third domains with coded and noncoded P1 residues. Protein Sci 2:786-799.
    • (1993) Protein Sci , vol.2 , pp. 786-799
    • Bigler, T.L.1    Lu, W.2    Park, S.J.3    Tashiro, M.4    Wieczorek, M.5    Wynn, R.6    Laskowski Jr., L.M.7
  • 7
    • 32744458841 scopus 로고
    • inventors; Knoll A.G. Chemische Fabriken, assignee. Theophylline derivatives. U.S. patent 3,926,995. 1975 Dec 16
    • Dengel F, Ehrmann O, Friedrich L, and Zimmermann F (1975) inventors; Knoll A.G. Chemische Fabriken, assignee. Theophylline derivatives. U.S. patent 3,926,995. 1975 Dec 16.
    • (1975)
    • Dengel, F.1    Ehrmann, O.2    Friedrich, L.3    Zimmermann, F.4
  • 8
    • 0029807051 scopus 로고    scopus 로고
    • Thermodynamics of ligand binding to acyl-coenzyme a binding protein studied by titration calorimetry
    • Faergeman NJ, Sigurskjold BW, Kragelund BB, Andersen KV, and Knudsen J (1996) Thermodynamics of ligand binding to acyl-coenzyme A binding protein studied by titration calorimetry. Biochemistry 35:14118-14126.
    • (1996) Biochemistry , vol.35 , pp. 14118-14126
    • Faergeman, N.J.1    Sigurskjold, B.W.2    Kragelund, B.B.3    Andersen, K.V.4    Knudsen, J.5
  • 10
    • 0019989350 scopus 로고
    • Effect of norfenfluramine and two structural analogues on brain 5-hydroxyindoles and serum prolactin in rats
    • Fuller RW, Snoddy HD, Clemens JA, and Molloy BB (1982) Effect of norfenfluramine and two structural analogues on brain 5-hydroxyindoles and serum prolactin in rats. J. Pharm. Pharmacol. 34:449-450.
    • (1982) J. Pharm. Pharmacol. , vol.34 , pp. 449-450
    • Fuller, R.W.1    Snoddy, H.D.2    Clemens, J.A.3    Molloy, B.B.4
  • 11
    • 0021646446 scopus 로고
    • Evidence for 5-HT2 involvement in the mechanism of action of hallucinogenic agents
    • Glennon RA, Titeler M, and McKenney JD (1984) Evidence for 5-HT2 involvement in the mechanism of action of hallucinogenic agents. Life Sci 35:2505-2511.
    • (1984) Life Sci , vol.35 , pp. 2505-2511
    • Glennon, R.A.1    Titeler, M.2    McKenney, J.D.3
  • 13
    • 0028856716 scopus 로고
    • Water molecules participate in proteinase-inhibitor interactions: Crystal structures of Leu18, Ala18 and Gly18 variants of turkey ovomucoid inhibitor third domain complexed with Streptomyces griseus proteinase B
    • Huang K, Lu W, Anderson S, Laskowski M Jr, and James MN (1995) Water molecules participate in proteinase-inhibitor interactions: crystal structures of Leu18, Ala18 and Gly18 variants of turkey ovomucoid inhibitor third domain complexed with Streptomyces griseus proteinase B. Protein Sci 4:1985-1997.
    • (1995) Protein Sci , vol.4 , pp. 1985-1997
    • Huang, K.1    Lu, W.2    Anderson, S.3    Laskowski Jr., M.4    James, M.N.5
  • 14
    • 0032541164 scopus 로고    scopus 로고
    • Thermodynamics and molecular simulation analysis of hydrophobic substrate recognition by aminotransferases
    • Kawaguchi S and Kuramitsu S (1998) Thermodynamics and molecular simulation analysis of hydrophobic substrate recognition by aminotransferases. J Biol Chem 273:18353-18364.
    • (1998) J Biol Chem , vol.273 , pp. 18353-18364
    • Kawaguchi, S.1    Kuramitsu, S.2
  • 15
    • 0034119969 scopus 로고    scopus 로고
    • A highly conserved aspartic acid (Asp-155) anchors the terminal amine moiety of tryptamines and is involved in membrane targeting of the 5-HT(2A) serotonin receptor but does not participate in activation via a "salt-bridge disruption" mechanism
    • Kristiansen K, Kroeze WK, Willins DL, Gelber EI, Savage JE, Glennon RA, and Roth BL (2000) A highly conserved aspartic acid (Asp-155) anchors the terminal amine moiety of tryptamines and is involved in membrane targeting of the 5-HT(2A) serotonin receptor but does not participate in activation via a "salt-bridge disruption" mechanism. J Pharmacol Exp Ther 293:735-746.
    • (2000) J Pharmacol Exp Ther , vol.293 , pp. 735-746
    • Kristiansen, K.1    Kroeze, W.K.2    Willins, D.L.3    Gelber, E.I.4    Savage, J.E.5    Glennon, R.A.6    Roth, B.L.7
  • 16
    • 0036599358 scopus 로고    scopus 로고
    • Molecular biology of serotonin receptors structure and function at the molecular level
    • Kroeze WK, Kristiansen K, and Roth BL (2002) Molecular biology of serotonin receptors structure and function at the molecular level. Curr Top Med Chem 2:507-528.
    • (2002) Curr Top Med Chem , vol.2 , pp. 507-528
    • Kroeze, W.K.1    Kristiansen, K.2    Roth, B.L.3
  • 17
    • 0346882649 scopus 로고    scopus 로고
    • G-protein-coupled receptors at a glance
    • Kroeze WK, Sheffler DJ, and Roth BL (2003) G-protein-coupled receptors at a glance. J Cell Sci 116:4867-4869.
    • (2003) J Cell Sci , vol.116 , pp. 4867-4869
    • Kroeze, W.K.1    Sheffler, D.J.2    Roth, B.L.3
  • 20
    • 0037053372 scopus 로고    scopus 로고
    • The serotonin binding site of human and murine 5-HT2B receptors: Molecular modeling and site-directed mutagenesis
    • Manivet P, Schneider B, Smith JC, Choi DS, Maroteaux L, Kellermann O, and Launay JM (2002) The serotonin binding site of human and murine 5-HT2B receptors: molecular modeling and site-directed mutagenesis. J Biol Chem 277:17170-17178.
    • (2002) J Biol Chem , vol.277 , pp. 17170-17178
    • Manivet, P.1    Schneider, B.2    Smith, J.C.3    Choi, D.S.4    Maroteaux, L.5    Kellermann, O.6    Launay, J.M.7
  • 21
    • 0024468417 scopus 로고
    • Clinical studies on the mechanism of action of clozapine: The dopamine-serotonin hypothesis of schizophrenia
    • Meltzer HY (1989) Clinical studies on the mechanism of action of clozapine: the dopamine-serotonin hypothesis of schizophrenia. Psychopharmacology 99 (Suppl): S18-S27.
    • (1989) Psychopharmacology , vol.99 , Issue.SUPPL.
    • Meltzer, H.Y.1
  • 22
    • 0030033616 scopus 로고    scopus 로고
    • 1,4-Conjugate addition of the Reformatsky reagent to α- nitrostyrenes: A new synthesis of γ-nitroesters
    • Menicagli R and Samaritani S (1996) 1,4-Conjugate addition of the Reformatsky reagent to α-nitrostyrenes: a new synthesis of γ-nitroesters. Tetrahedron 52:1425-1432.
    • (1996) Tetrahedron , vol.52 , pp. 1425-1432
    • Menicagli, R.1    Samaritani, S.2
  • 23
    • 0029016268 scopus 로고
    • Energetic origins of specificity of ligand binding in an interior nonpolar cavity of T4 lysozyme
    • Morton A, Baase WA, and Matthews BW (1995) Energetic origins of specificity of ligand binding in an interior nonpolar cavity of T4 lysozyme. Biochemistry 34:8564-8575.
    • (1995) Biochemistry , vol.34 , pp. 8564-8575
    • Morton, A.1    Baase, W.A.2    Matthews, B.W.3
  • 24
    • 0021233252 scopus 로고
    • The ability of certain anorexic drugs to suppress food consumption depends on the nutrient composition of the test diet
    • Moses PL and Wurtman RJ (1984) The ability of certain anorexic drugs to suppress food consumption depends on the nutrient composition of the test diet. Life Sci 35:1297-1300.
    • (1984) Life Sci , vol.35 , pp. 1297-1300
    • Moses, P.L.1    Wurtman, R.J.2
  • 25
    • 0024496216 scopus 로고
    • Evidence that D-fenfluramine anorexia is mediated by 5-HT1 receptors
    • Neill JC and Cooper SJ (1989) Evidence that D-fenfluramine anorexia is mediated by 5-HT1 receptors. Psychopharmacology (Berl) 97:213-218.
    • (1989) Psychopharmacology (Berl) , vol.97 , pp. 213-218
    • Neill, J.C.1    Cooper, S.J.2
  • 26
    • 0842324481 scopus 로고    scopus 로고
    • Hallucinogens
    • Nichols DE (2004) Hallucinogens. Pharmacol Ther 101:131-181.
    • (2004) Pharmacol Ther , vol.101 , pp. 131-181
    • Nichols, D.E.1
  • 27
    • 0031014286 scopus 로고    scopus 로고
    • Paracoccus denitrificans aromatic amino acid aminotransferase: A model enzyme for the study of dual substrate recognition mechanism
    • Oue S, Okamoto A, Nakai Y, Nakahira M, Shibatani T, Hayashi H, and Kagamiyama H (1997) Paracoccus denitrificans aromatic amino acid aminotransferase: a model enzyme for the study of dual substrate recognition mechanism. J Biochem (Tokyo) 121:161-171.
    • (1997) J Biochem (Tokyo) , vol.121 , pp. 161-171
    • Oue, S.1    Okamoto, A.2    Nakai, Y.3    Nakahira, M.4    Shibatani, T.5    Hayashi, H.6    Kagamiyama, H.7
  • 31
    • 4644271084 scopus 로고    scopus 로고
    • Magic shotguns versus magic bullets: Selectively non-selective drugs for mood disorders and schizophrenia
    • Roth BL, Sheffler DJ, and Kroeze WK (2004) Magic shotguns versus magic bullets: selectively non-selective drugs for mood disorders and schizophrenia. Nat Rev Drug Discov 3:353-359.
    • (2004) Nat Rev Drug Discov , vol.3 , pp. 353-359
    • Roth, B.L.1    Sheffler, D.J.2    Kroeze, W.K.3
  • 32
    • 0030742276 scopus 로고    scopus 로고
    • Identification of conserved aromatic residues essential for agonist binding and second messenger production at 5-hydroxytryptamine2A receptors
    • Roth BL, Shoham M, Choudhary MS, and Khan N (1997) Identification of conserved aromatic residues essential for agonist binding and second messenger production at 5-hydroxytryptamine2A receptors. Mol Pharmacol 52:259-266.
    • (1997) Mol Pharmacol , vol.52 , pp. 259-266
    • Roth, B.L.1    Shoham, M.2    Choudhary, M.S.3    Khan, N.4
  • 33
    • 0031595265 scopus 로고    scopus 로고
    • 5-Hydroxytryptamine2-family receptors (5-hydroxytryptamine2A, 5-hydroxytryptamine2B, 5-hydroxytryptamine2C): Where structure meets function
    • Roth BL, Willins DL, Kristiansen K, and Kroeze WK (1998) 5-Hydroxytryptamine2-family receptors (5-hydroxytryptamine2A, 5-hydroxytryptamine2B, 5-hydroxytryptamine2C): where structure meets function. Pharmacol Ther 79:231-257.
    • (1998) Pharmacol Ther , vol.79 , pp. 231-257
    • Roth, B.L.1    Willins, D.L.2    Kristiansen, K.3    Kroeze, W.K.4
  • 34
    • 0034610435 scopus 로고    scopus 로고
    • Evidence for possible involvement of 5-HT(2B) receptors in the cardiac valvulopathy associated with fenfluramine and other serotonergic medications
    • Rothman RB, Baumann MH, Savage JE, Rauser L, McBride A, Hufeisen SJ, and Roth BL (2000) Evidence for possible involvement of 5-HT(2B) receptors in the cardiac valvulopathy associated with fenfluramine and other serotonergic medications. Circulation 102:2836-2841.
    • (2000) Circulation , vol.102 , pp. 2836-2841
    • Rothman, R.B.1    Baumann, M.H.2    Savage, J.E.3    Rauser, L.4    McBride, A.5    Hufeisen, S.J.6    Roth, B.L.7
  • 35
    • 0038779278 scopus 로고    scopus 로고
    • 3,4-methylenedioxymethamphetamine (MDMA, "Ecstasy") induces fenfluramine-like proliferative actions on human cardiac valvular interstitial cells in vitro
    • Setola V, Hufeisen SJ, Grande-Allen KJ, Vesely I, Glennon RA, Blough B, Rothman RB, and Roth BL (2003) 3,4-methylenedioxymethamphetamine (MDMA, "Ecstasy") induces fenfluramine-like proliferative actions on human cardiac valvular interstitial cells in vitro. Mol Pharmacol 63:1223-1229.
    • (2003) Mol Pharmacol , vol.63 , pp. 1223-1229
    • Setola, V.1    Hufeisen, S.J.2    Grande-Allen, K.J.3    Vesely, I.4    Glennon, R.A.5    Blough, B.6    Rothman, R.B.7    Roth, B.L.8
  • 36
    • 0033786003 scopus 로고    scopus 로고
    • 2A serotonin receptors revealed by mutation and molecular modeling of conserved residues in transmembrane region 5
    • 2A serotonin receptors revealed by mutation and molecular modeling of conserved residues in transmembrane region 5. Mol Pharmacol 58:877-886.
    • (2000) Mol Pharmacol , vol.58 , pp. 877-886
    • Shapiro, D.A.1    Kristiansen, K.2    Kroeze, W.K.3    Roth, B.L.4
  • 37
    • 0037192858 scopus 로고    scopus 로고
    • Evidence for a model of agonist-induced activation of 5-hydroxytryptamine 2A serotonin receptors that involves the disruption of a strong ionic interaction between helices 3 and 6
    • Shapiro DA, Kristiansen K, Weiner DM, Kroeze WK, and Roth BL (2002) Evidence for a model of agonist-induced activation of 5-hydroxytryptamine 2A serotonin receptors that involves the disruption of a strong ionic interaction between helices 3 and 6. J Biol Chem 277:11441-11449.
    • (2002) J Biol Chem , vol.277 , pp. 11441-11449
    • Shapiro, D.A.1    Kristiansen, K.2    Weiner, D.M.3    Kroeze, W.K.4    Roth, B.L.5
  • 38
    • 0347717582 scopus 로고    scopus 로고
    • The second extracellular loop of the dopamine D2 receptor lines the binding-site crevice
    • Shi L and Javitch JA (2004) The second extracellular loop of the dopamine D2 receptor lines the binding-site crevice. Proc Natl Acad Sci USA 101:440-445.
    • (2004) Proc Natl Acad Sci USA , vol.101 , pp. 440-445
    • Shi, L.1    Javitch, J.A.2
  • 39
    • 0031718736 scopus 로고    scopus 로고
    • Primary pulmonary hypertension associated with the use of fenfluramine derivatives
    • Simonneau G, Fartoukh M, Sitbon O, Humbert M, Jagot JL, and Herve P (1998) Primary pulmonary hypertension associated with the use of fenfluramine derivatives. Chest 114:195S-199S.
    • (1998) Chest , vol.114
    • Simonneau, G.1    Fartoukh, M.2    Sitbon, O.3    Humbert, M.4    Jagot, J.L.5    Herve, P.6
  • 40
    • 0032828620 scopus 로고    scopus 로고
    • Histologic changes in three explanted native cardiac valves following use of fenfluramines
    • Steffee CH, Singh HK, and Chitwood WR (1999) Histologic changes in three explanted native cardiac valves following use of fenfluramines. Cardiovasc Pathol 8:245-253.
    • (1999) Cardiovasc Pathol , vol.8 , pp. 245-253
    • Steffee, C.H.1    Singh, H.K.2    Chitwood, W.R.3
  • 41
    • 0036170293 scopus 로고    scopus 로고
    • Autopsy findings of heart and lungs in a patient with primary pulmonary hypertension associated with use of fenfluramine and phentermine
    • Tomita T and Zhao Q (2002) Autopsy findings of heart and lungs in a patient with primary pulmonary hypertension associated with use of fenfluramine and phentermine. Chest 121:649-652.
    • (2002) Chest , vol.121 , pp. 649-652
    • Tomita, T.1    Zhao, Q.2
  • 42
    • 0034899208 scopus 로고    scopus 로고
    • Evidence that hypophagia induced by D-fenfluramine and D-norfenfluramine in the rat is mediated by 5-HT2C receptors
    • Vickers SP, Dourish CT, and Kennett GA (2001) Evidence that hypophagia induced by D-fenfluramine and D-norfenfluramine in the rat is mediated by 5-HT2C receptors. Neuropharmacology 41:200-209.
    • (2001) Neuropharmacology , vol.41 , pp. 200-209
    • Vickers, S.P.1    Dourish, C.T.2    Kennett, G.A.3
  • 43
    • 0026531965 scopus 로고
    • Longterm weight control study. III (weeks 104 to 156). An open-label study of dose adjustment of fenfluramine and phentermine
    • Weintraub M, Sundaresan PR, Schuster B, Moscucci M, and Stein EC (1992) Longterm weight control study. III (weeks 104 to 156). An open-label study of dose adjustment of fenfluramine and phentermine. Clin Pharmacol Ther 51:602-607.
    • (1992) Clin Pharmacol Ther , vol.51 , pp. 602-607
    • Weintraub, M.1    Sundaresan, P.R.2    Schuster, B.3    Moscucci, M.4    Stein, E.C.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.