74
Views
0
CrossRef citations to date
0
Altmetric
Original Research

QSAR and pharmacophore modeling of aminopyridazine derivatives of γ-aminobutyric acid as selective GABA-A receptor antagonists against induced coma

Pages 49-60 | Published online: 16 Oct 2015

References

  • Chebib M, Johnston GAR. GABA-activated ligand gated ion channels: medicinal chemistry and molecular biology. J Med Chem. 2000;43:1427–1447.
  • Bormann J. The ‘ABC’ of GABA receptors. Trends Pharmacol Sci. 2000;21:16–19.
  • Wagner DA, Czajkowski C. Structure and dynamics of the GABA binding pocket: a narrowing cleft that constricts during activation. J Neurosci. 2001;21:67–74.
  • Baldursdottir S, Sigvaldason K, Karason S, Valsson F, Sigurdsson GH. Induced hypothermia in comatose survivors of asphyxia: a case series of 14 consecutive cases. Acta Anaesthesiol Scand. 2010;54:821–826.
  • Sigel GJ. In: Delorey TM, Olsen RW, editors. Basic Neurochemistry. New York: Raven Press; 1994:398–399.
  • Schwartz DR, Suzdak PD, Paul SM. γ-Aminobutyric acid (GABA)- and barbiturate mediated Cl- uptake in rate brain synaptoneurosomes: evidence for rapid desensitization of the GABA receptor-coupled chloride ion channel. Mol Pharmacol. 1986;30:419–426.
  • Nantasenamat C, Isarankura-Na-Ayudhya C, Prachayasittikul V. Advances in computational methods to predict the biological activity of compounds. Expert Opin Drug Discov. 2010;5:633–654.
  • Wermuth CG, Bourguignon JJ, Schlewer G, et al. Synthesis and structure-activity relationships of a series of aminopyridazine derivatives of γ-aminobutyric acid acting as selective GABA-A antagonists. J Med Chem. 1987;30:239–249.
  • Mills N. ChemDraw ultra 10.0. J Am Chem Soc. 2006;128:13649–13650.
  • Pre Admet [homepage on the Internet]. Available from: http://preadmet.bmdrc.org/. Accessed October 2, 2015.
  • Todeschini R, Consonni V. Molecular Descriptors for Chemoinformatics. Vol 2. Wiley-VCH, Weinheim; 2009.
  • Karelson M. Molecular Descriptors in QSAR/QSPR. John Wiley & Sons, New York; 2000.
  • Devillers J, Balaban AT, editors. Topological Indices and Related Descriptors in QSAR and QSPR. Taylor and Francis, Cambridge; 2000.
  • Warren J. Drug discovery: lessons from evolution. Br J Clin Pharmacol. 2011;71:497–503.
  • Katritzky AR, Petrukhin R, Tatham D, et al. Interpretation of quantitative structure-property and -activity relationships. J Chem Inf Comput Sci. 2001;41:679–685.
  • Minitab® 17 [homepage on the Internet]. Available from: http://www.minitab.com. Accessed September 24, 2015.
  • Leach AR, Gillet VJ, Lewis RA, Taylor R. Three dimensional pharmacophore methods in drug discovery. J Med Chem. 2009;53:539–558.
  • Shoichet BK. Virtual screening of chemical libraries. Nature. 2004;432:862.
  • Mason JS, Good AC, Martin EJ. 3-D pharmacophores in drug discovery. Curr Pharm Des. 2001;7:567–597.
  • Langer T, Krovat EM. Chemical feature-based pharmacophores and virtual library screening for discovery of new leads. Curr Opin Drug Discov Dev. 2003;6:370–376.
  • Koes DR, Camacho CJ. Pharmer: efficient and exact pharmacophore search. J Chem Inf Model. 2011;51:1307–1314.
  • Nandi S, Bagchi MC. Activity prediction of some non tested anticancer compounds using GA based PLS regression models. Chem Biol Drug Des. 2011;78:587–595.
  • Batra A, Nandi S, Bagchi MC. QSAR and pharmacophore modeling of indole-based C-3 pyridone compounds as HCV NS5B polymerase inhibitors utilizing computed molecular descriptors. Med Chem Res. 2015;24:2432–2440.
  • Wolber G, Langer T. LigandScout: 3-D pharmacophores derived from protein-bound ligands and their use as virtual screening filters. J Chem Inf Model. 2005;45:160–169.
  • Miller PS, Aricescu AR. Crystal structure of a human gamma-aminobutyric acid receptor, the GABA(A)R-beta3 homopentamer. Nature. 2014;512:270–275.
  • Kitchen DB, Decornez H, Furr JR, Bajorath J. Docking and scoring in virtual screening for drug discovery: methods and applications. Nat Rev Drug Discov. 2004;3:935–948.
  • Teague SJ. Implications of protein flexibility for drug discovery. Nat Rev Drug Discov. 2003;2:527–541.
  • Stahl M, Rarey M. Detailed analysis of scoring functions for virtual screening. J Med Chem. 2001;44:1035–1042.
  • Nandi S, Bagchi MC. 3D-QSAR and molecular docking studies of 4-anilinoquinazoline derivatives: a rational approach to anticancer drug design. Mol Divers. 2010;14:27–38.
  • Thompson MA. ArgusLab 4.0.1. Seattle, WA: Planaria Software LLC. Available from: http://www.arguslab.com.
  • Thompson MA, Zerner MC. A theoretical examination of the electronic structure and spectroscopy of the photosynthetic reaction center from Rhodopseudomonas viridis. J Am Chem Soc. 1990;113:8210–8215.
  • Beausoleil SA, Villen J, Gerber SA, Rush J, Gygi SP. A probability-based approach for high-throughput protein phosphorylation analysis and site localization. Nat Biotechnol. 2006;24:1285–1292.
  • Bagchi MC, Mills D, Basak SC. Quantitative structure-activity relationship (QSAR) studies of quinolone antibacterials against M. fortuitum and M. smegmatis using theoretical molecular descriptors. J Mol Model. 2007;13:111–120.
  • Nandi S, Bagchi MC. QSAR of aminopyrido[2,3-d]pyrimidin-7-yl derivatives: anticancer drug design by computed descriptors. J Enzyme Inhib Med Chem. 2009;24:937–948.