1,858
Views
31
CrossRef citations to date
0
Altmetric
Research Article

Design, synthesis and evaluation of new thiazole-piperazines as acetylcholinesterase inhibitors

, &
Pages 1040-1047 | Received 04 Jun 2012, Accepted 25 Jun 2012, Published online: 07 Aug 2012

References

  • Costa LG. Current issues in organophosphate toxicology. Clin Chim Acta 2006;366:1–13.
  • Fulton MH, Key PB. Acetylcholinesterase inhibition in estuarine fish and invertebrates as an indicator of organophosphorus insecticide exposure and effects. Environ Toxicol Chem 2001;20:37–45.
  • Rahman AU, Choudhary MI. Bioactive natural products as a potential source of new pharmacophores a theory of memory. Pure Appl Chem 2001;73:555–560.
  • Olson RE, Thompson LA. Secretase inhibitors as therapeutics for Alzheimer’s disease. Annu Rep Med Chem 2000;35:31–40.
  • Mudher A, Lovestone S. Alzheimer’s disease-do tauists and baptists finally shake hands? Trends Neurosci 2002;25:22–26.
  • Brühlmann C, Ooms F, Carrupt PA, Testa B, Catto M, Leonetti F et al. Coumarins derivatives as dual inhibitors of acetylcholinesterase and monoamine oxidase. J Med Chem 2001;44:3195–3198.
  • Castro A, Martinez A. Peripheral and dual binding site acetylcholinesterase inhibitors: implications in treatment of Alzheimer’s disease. Mini Rev Med Chem 2001;1:267–272.
  • Bartus RT, Dean RL 3rd, Beer B, Lippa AS. The cholinergic hypothesis of geriatric memory dysfunction. Science 1982;217:408–414.
  • Coyle JT, Price DL, DeLong MR. Alzheimer’s disease: a disorder of cortical cholinergic innervation. Science 1983;219:1184–1190.
  • Davies P, Maloney AJ. Selective loss of central cholinergic neurons in Alzheimer’s disease. Lancet 1976;2:1403.
  • Rees TM, Brimijoin S. The role of acetylcholinesterase in the pathogenesis of Alzheimer’s disease. Drugs Today 2003;39:75–83.
  • Talesa VN. Acetylcholinesterase in Alzheimer’s disease. Mech Ageing Dev 2001;122:1961–1969.
  • Tago H, McGeer PL, McGeer EG. Acetylcholinesterase fibers and the development of senile plaques. Brain Res 1987;406:363–369.
  • Grisaru D, Sternfeld M, Eldor A, Glick D, Soreq H. Structural roles of acetylcholinesterase variants in biology and pathology. Eur J Biochem 1999;264:672–686.
  • Huang W, Yu H, Sheng R, Li J, Hu Y. Identification of pharmacophore model, synthesis and biological evaluation of N-phenyl-1-arylamide and N-phenylbenzenesulfonamide derivatives as BACE 1 inhibitors. Bioorg Med Chem 2008;16:10190–10197.
  • Sheng R, Lin X, Li J, Jiang Y, Shang Z, Hu Y. Design, synthesis, and evaluation of 2-phenoxy-indan-1-one derivatives as acetylcholinesterase inhibitors. Bioorg Med Chem Lett 2005;15:3834–3837.
  • Leurs R, Bakker RA, Timmerman H, de Esch IJ. The histamine H3 receptor: from gene cloning to H3 receptor drugs. Nat Rev Drug Discov 2005;4:107–120.
  • Alspach JD, Ingraham LL. Inhibition of acetylcholinesterase by thiamine. A structure-function study. J Med Chem 1977;20:161–164.
  • Tack J, Janssen P. Acotiamide (Z-338, YM443), a new drug for the treatment of functional dyspepsia. Expert Opin Investig Drugs 2011;20:701–712.
  • Nagel AA, Liston DR, Jung S, Mahar M, Vincent LA, Chapin D et al. Design and synthesis of 1-heteroaryl-3-(1-benzyl-4-piperidinyl)propan-1-one derivatives as potent, selective acetylcholinesterase inhibitors. J Med Chem 1995;38:1084–1089.
  • Ali MA, Ismail R, Choon TS, Kumar RS, Osman H, Arumugam N, Almansour AI, Elumalai K, Singh A. AChE inhibitor: A regio- and stereo-selective 1,3-dipolar cycloaddition for the synthesis of novel substituted 5,6-dimethoxy spiro[5.3′]-oxindole-spiro-[6.3′’]-2,3-dihydro-1H-inden-1′’-one-7-(substituted aryl)-tetrahydro-1H-pyrrolo[1,2-c][1,3]thiazole. Bioorg Med Chem Lett 2012;22:508–511.
  • Sabb LA. 2-arylamidothiazole derivatives with CNS activity. US Patent, No: 5712270. Application Number:08/739559 Publication Date:01/27/1998.
  • Klochkova IN, Semenova NN, Safonova AA, Noritsina MV. Search for potential cholinesterase inhibitors among substituted pyrrolidines and piperazines. Pharmaceut Chem J 1999;33:12–14.
  • Sadashiva CT, Narendra Sharath Chandra JN, Ponnappa KC, Veerabasappa Gowda T, Rangappa KS. Synthesis and efficacy of 1-[bis(4-fluorophenyl)-methyl]piperazine derivatives for acetylcholinesterase inhibition, as a stimulant of central cholinergic neurotransmission in Alzheimer’s disease. Bioorg Med Chem Lett 2006;16:3932–3936.
  • Moore N, Stensbol TB. 1-[2-(2,4-Dimethylphenylsulfanyl)-phenyl] piperazine as a compound with combined serotonin reuptake, 5-ht3 and 5-ht1a activity for the treatment of pain or residual symptoms in depression relating to sleep and cognition. Patent application number: 20110009422
  • Perry NS, Houghton PJ, Theobald A, Jenner P, Perry EK. In-vitro inhibition of human erythrocyte acetylcholinesterase by salvia lavandulaefolia essential oil and constituent terpenes. J Pharm Pharmacol 2000;52:895–902.
  • Ellman GL, courtney KD, Andres V Jr, Feather-Stone RM. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol 1961;7:88–95.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.