Synthesis of some novel 2-substituted benzothiazole derivatives containing benzylamine moiety as monoamine oxidase inhibitory agents

References

• Ramsay RR. Monoamine oxidases: the biochemistry of the proteins as targets in medicinal chemistry and drug discovery. Curr Top Med Chem 2012;12:2189–209.
   PubMed Web of Science ®Google Scholar
• Ramsay RR. Inhibitor design for monoamine oxidases. Curr Pharm Des 2013;19:2529–39.
   PubMed Web of Science ®Google Scholar
• Khattab SN, Khalil HH, Bekhit AA, et al. Synthesis and preliminary biological evaluation of 1,3,5-triazine amino acid derivatives to study their MAO inhibitors. Molecules 2015;20:15976–88.
   PubMed Web of Science ®Google Scholar
• Hadizadeh F, Ghodsi R. Synthesis of novel N-substituted imidazolecarboxylic acid hydrazides as monoamine oxidase inhibitors. Farmaco 2005;60:237–40.
   PubMedGoogle Scholar
• Passos CDS, Soldi TC, Torres Abib R, et al. Monoamine oxidase inhibition by monoterpene indole alkaloids and fractions obtained from Psychotria suterella and Psychotria laciniata. J Enzyme Inhib Med Chem 2013;28:611–18.
   PubMed Web of Science ®Google Scholar
• Khattab SN, Haiba NS, Asal AM, et al. Synthesis and evaluation of quinazoline amino acid derivatives as mono amine oxidase (MAO) inhibitors. Bioorg Med Chem 2015;23:3574–85.
   PubMed Web of Science ®Google Scholar
• Bolasco A, Fioravanti R, Carradori S. Recent development of monoamine oxidase inhibitors. Exp Op Ther Patents 2005;15:1763–82.
   Web of Science ®Google Scholar
• Choi JW, Jang BK, Cho NC, et al. Synthesis of a series of unsaturated ketone derivatives as selective and reversible monoamine oxidase inhibitors. Bioorg Med Chem 2015;23:6486–96.
   PubMed Web of Science ®Google Scholar
• De Colibus L, Li M, Binda C, et al. Three-dimensional structure of human monoamine oxidase A (MAO A): relation to the structures of rat MAO A and human MAO B. Proc Natl Acad Sci USA 2005;102:12684–9.
   PubMed Web of Science ®Google Scholar
• O’Carroll AM, Fowler CJ, Philips JP, et al. The deamination of dopamine by human brain monoamine oxidase. Specificity for the two enzyme forms in seven brain regions. Naunyn-Schmiedebergs Arch Pharmacol 1983;322:198–202.
   PubMed Web of Science ®Google Scholar
• Legoabe LJ, Petzer A, Petzer JP. 2-Acetylphenol analogs as potent reversible monoamine oxidase inhibitors. Drug Des Devel Ther 2015;9:3635–44.
   PubMed Web of Science ®Google Scholar
• Chirkova ZV, Kabanova MV, Filimonov SI, et al. Inhibition of monoamine oxidase by indole-5,6-dicarbonitrile derivatives. Bioorg Med Chem Lett 2015;25:1206–11.
   PubMed Web of Science ®Google Scholar
• Checkoway H, Franklin GM, Costa-Mallen P, et al. A genetic polymorphism of MAO-B modifies the association of cigarette smoking and Parkinson's disease. Neurology 1998;50:1458–61.
   PubMed Web of Science ®Google Scholar
• Minders C, Petzer JP, Petzer A, Lourens AC. Monoamine oxidase inhibitory activities of heterocyclic chalcones. Bioorg Med Chem Lett 2015;25:5270–6.
   PubMed Web of Science ®Google Scholar
• Ban TA. Pharmacotherapy of depression: a historical analysis. J Neural Transm 2001;108:707–16.
   PubMed Web of Science ®Google Scholar
• Nayak BV, Ciftci-Yabanoglu S, Bhakat S, et al. Monoamine oxidase inhibitory activity of 2-aryl-4H-chromen-4-ones. Bioorg Chem 2015;58:72–80.
   PubMed Web of Science ®Google Scholar
• Van Dyk AS, Petzer JP, Petzer A, Legoabe LJ. 3-Coumaranone derivatives as inhibitors of monoamine oxidase. Drug Des Devel Ther 2015;9:5479–89.
   PubMed Web of Science ®Google Scholar
• Da Prada M, Zürcher G, Wüthrich I, Haefely WE. On tyramine, food, beverages and the reversible MAO inhibitor moclobemide. J Neural Transm Suppl 1988;26:31–56.
   PubMedGoogle Scholar
• Yildiz O, Karahalil F, Can Z, et al. Total monoamine oxidase (MAO) inhibition by chestnut honey, pollen and propolis. J Enzyme Inhib Med Chem 2014;29:690–4.
   PubMed Web of Science ®Google Scholar
• Lu X, Rodríguez M, Gu W, Silverman GB. Inactivation of mitochondrial monoamine oxidase B by methylthio-substituted benzylamines. Bioorg Med Chem 2003;11:4423–30.
   PubMed Web of Science ®Google Scholar
• Upadhyay AK, Edmondson DE. Development of spin-labeled pargyline analogues as specific ınhibitors of human monoamine oxidases A and B. Biochemistry 2009;48:3928–35.
   PubMed Web of Science ®Google Scholar
• Tripathi RK, Goshain O, Ayyannan SR. Design, synthesis, in vitro mao-B inhibitory evaluation, and computational studies of some 6-nitrobenzothiazole-derived semicarbazones. ChemMedChem 2013;8:462–74.
   PubMed Web of Science ®Google Scholar
• Thull U, Carrupt PA, Testa B. Pargyline analogues as potent, non-selective monoamine oxidase ınhibitors. Pharm Pharmacol Commun 1998;4:579–81.
   Google Scholar
• Kimes AS, Carr DO. Inhibition of rabbit liver monoamine oxidase by nitro aromatic compounds. Biochem Pharmacol 1982;31:2639–42.
   PubMed Web of Science ®Google Scholar
• Safa KD, Mardipour JV, Oskoei YM. Synthesis of new imines and amines containing organosilicon groups. J Organomet Chem 2011;696:802–6.
   Web of Science ®Google Scholar
• Turan-Zitouni G, Demirayak Ş, Özdemir A, et al. Synthesis of some 2-[(benzazole-2-yl)thioacetylamino]thiazole derivatives and their antimicrobial activity and toxicity. Eur J Med Chem 2004;39:267–72.
   PubMed Web of Science ®Google Scholar
• Matsumoto T, Suzuki O, Furuta T, et al. A sensitive fluorometric assay for serum monoamine oxidase with kynuramine as substrate. Clin Biochem 1985;18:126–9.
   PubMed Web of Science ®Google Scholar
• Chaurasiya ND, Ibrahim MA, Muhammad I, et al. Monoamine oxidase inhibitory constituents of propolis: kinetics and mechanism of inhibition of recombinant human MAO-A and MAO-B. Molecules 2014;19:18936–52.
   PubMed Web of Science ®Google Scholar
• M Cheminformatics, Bratislava, Slovak Republic Available from: http://www.molinspiration.com/services/properties.html [last accessed Feb 2016].
   Google Scholar
• Lipinski CA, Lombardo F, Dominy BW, Feeney PJ. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev 2001;19:3–26.
   Web of Science ®Google Scholar
• Ertl P, Rohde B, Selzer P. Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties. J Med Chem 2000;43:3714–17.
   PubMed Web of Science ®Google Scholar