2,469
Views
17
CrossRef citations to date
0
Altmetric
Short Communication

Structure–activity relationship investigation of benzamide and picolinamide derivatives containing dimethylamine side chain as acetylcholinesterase inhibitors

, , , , , , & show all
Pages 110-114 | Received 10 Aug 2017, Accepted 28 Oct 2017, Published online: 22 Nov 2017

References

  • Kenichi O, Naoya O, Kengo I, et al. Effects of imaging modalities, brain atlases and feature selection on prediction of Alzheimer's disease. J Neurosci Methods 2015;256:168–83.
  • Anand R, Gill KD, Mahdi AA, et al. Therapeutics of Alzheimer’s disease: past, present and future. Neuropharmacology 2014;76:27–50.
  • Klafki H, Staufenbiel M, Kornhuber J, et al. Therapeutic approaches to Alzheimer’s disease. Brain 2006; 129:2840–55.
  • Gulçin İ, Abbasova M, Taslimi P, et al. Synthesis and biological evaluation of aminomethyl and alkoxymethyl derivatives as carbonic anhydrase, acetylcholinesterase and butyrylcholinesterase inhibitors. J Enzyme Inhib Med Chem 2017;32:1174–82.
  • Akıncıoğlu A, Kocaman E, Akıncıoğlu H, et al. The synthesis of novel sulfamides derived from β-benzylphenethylamines as acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase enzymes inhibitors. Bioorg Chem 2017;74:238–50.
  • Jiang YY, Gao HW, Turdu G. Traditional Chinese medicinal herbs as potential AChE inhibitors for anti-Alzheimer's disease: a review. Bioorg Chem 2017;75:50–61.
  • Bayrak C, Taslimi P, Gülçin I, et al. The first synthesis of 4-phenylbutenone derivative bromophenols including natural products and their inhibition profiles for carbonic anhydrase, acetylcholinesterase and butyrylcholinesterase enzymes. Bioorg Chem 2017;72:359–66.
  • Yang X, Qiang XM, Li Y, et al. Pyridoxine-resveratrol hybrids Mannich base derivatives as novel dual inhibitors of AChE and MAO-B with antioxidant and metal-chelating properties for the treatment of Alzheimer’s disease. Bioorg Chem 2017;71:305–14.
  • Tommonaro G, García-Font N, Vitale RM, et al. Avarol derivatives as competitive AChE inhibitors, non hepatotoxic and neuroprotective agents for Alzheimer’s disease. Eur J Med Chem 2016;122:326–38.
  • Liu HR, Huang XQ, Lou DH, et al. Synthesis and acetylcholinesterase inhibitory activity of Mannich base derivatives flavokawain B. Bioorg Med Chem Lett 2014;24:4749–53.
  • Liu HR, Liu XJ, Fan HQ, et al. Design, synthesis and pharmacological evaluation of chalcone derivatives as acetylcholinesterase inhibitors. Bioorg Med Chem 2014;22:6124–33.
  • Liu HR, Zhou C, Fan HQ, et al. Novel potent and selective acetylcholinesterase inhibitors as potential drugs for the treatment of Alzheimer’s disease: synthesis, pharmacological evaluation, and molecular modeling of amino-alkyl-substituted fluoro-chalcones derivatives. Chem Biol Drug Des 2015;86:517–22.
  • Liu HR, Fan HQ, Gao XH, et al. Design, synthesis and preliminary structure–activity relationship investigation of nitrogen-containing chalcone derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors: a further study based on Flavokawain B Mannich base derivatives. J Enzyme Inhib Med Chem 2015;17:1–10.
  • Mahdavi M, Mohseni Lavi M, Yekta R, et al. Evaluation of the cytotoxic, apoptosis inducing activity and molecular docking of spiroquinazolinone benzamide derivatives in MCF-7 breast cancer cells. Chem Biol Interact 2016;260:232–42.
  • Khan GS, Pilkington LI, Barker D. Synthesis and biological activity of benzamide DNA minor groove binders. Bioorg Med Chem Lett 2016;26:804–8.
  • Ryu JH, Kim S, Han HY, et al. Synthesis and biological evaluation of picolinamides as potent inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1). Bioorg Med Chem Lett 2015;25:695–700.
  • Vu HN, Kim JY, Hassan AHE, et al. Synthesis and biological evaluation of picolinamides and thiazole-2-carboxamides as mGluR5 (metabotropic glutamate receptor 5) antagonists. Bioorg Med Chem Lett 2016;26:140–4.
  • Peng DY, Sun Q, Zhu XL, et al. Design, synthesis, and bioevaluation of benzamides: novel acetylcholinesterase inhibitors with multi-functions on butylcholinesterase, Aβ aggregation, and β-secretase. Bioorg Med Chem 2012;20:6739–50.
  • Alpan AS, Parlar S, Carlino L, et al. Synthesis, biological activity and molecular modeling studies on 1H-benzimidazole derivatives as acetylcholinesterase inhibitors. Bioorg Med Chem 2013;21:4928–37.
  • Skrzypek A, Matysiak J, Niewiadomy A, et al. Synthesis and biological evaluation of 1,3,4-thiadiazole analogues as novel AChE and BuChE inhibitors. Eur J Med Chem 2013;62:311–9.
  • Bozkurt B, Coban G, Kaya GI, et al. Alkaloid profiling, anticholinesterase activity and molecular modeling study of Galanthus elwesii. S Afr J Bot 2017;113:119–27.
  • Aouani I, Sellami B, Lahbib K, et al. Efficient synthesis of novel dialkyl-3-cyanopropylphosphate derivatives and evaluation of their anticholinesterase activity. Bioorg Chem 2017;72:301–7.
  • Yu H, Li WM, Kan KKW, et al. The physicochemical properties and the in vivo AChE inhibition of two potential anti-Alzheimer agents, bis(12)-hupyridone and bis(7)-tacrine. J Pharm Biomed Anal 2008;46:75–81.
  • Glave WR, Hansch CJ. Relationship between lipophilic character and anesthetic activity. J Pharm Sci 1972;61:589–91.