New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates

New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates Publisher Pubmed

Eghtedari M¹ ; Sarrafi Y¹ ; Nadri H² ; Mahdavi M³ ; Moradi A² ; Homayouni Moghadam F⁴ ; Emami S⁵ ; Firoozpour L³ ; Asadipour A⁶ ; Sabzevari O⁷ ; Foroumadi A^{6, 8}

Show Affiliations

1. Faculty of Chemistry, University of Mazandaran, Babolsar, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy, Shahid Sadoughi University of Medical Sciences, Yazd, Iran
3. Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, Iran
4. Department of Cellular Biotechnology, Cell Science Research Center, Royan Institute for Biotechnology, ACECR, Isfahan, Iran
5. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran
6. Department of Medicinal Chemistry, Faculty of Pharmacy and Neuroscience Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman, Iran
7. Department of Pharmacology and Toxicology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
8. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran

Source: European Journal of Medicinal Chemistry Published:2017

Abstract

A series of poly-functionalized tacrine-derived compounds namely 5-amino-2-phenyl-4H-pyrano[2,3-b]quinoline-3-carboxylates were designed and synthesized as cholinesterases inhibitors. The in vitro inhibition assay against AChE and BuChE demonstrated that most of compounds had potent AChE inhibitory with reserving potential of BuChE inhibition. Among them, compound 6i bearing a 4-(3-bromophenyl) moiety showed the most potent activity against AChE/BuChE (IC50s values of 0.069 and 1.35 μM, respectively). The anti-AChE activity of 6i was five times more than that of tacrine. The SAR study revealed that chloro/bromo substituent at ortho or meta position of the 4-phenyl ring can improve the anticholinesterase activity. © 2017 Elsevier Masson SAS

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Mohammad Mahdavi (12)

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Style	Citing Format
MLA	Eghtedari M, et al.. "New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates." European Journal of Medicinal Chemistry, vol. 128, no. , 2017, pp. 237-246.
APA	Eghtedari M, Sarrafi Y, Nadri H, Mahdavi M, Moradi A, Homayouni Moghadam F, Emami S, Firoozpour L, Asadipour A, Sabzevari O, Foroumadi A (2017). New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates. European Journal of Medicinal Chemistry, 128(), 237-246.
Chicago	Eghtedari M, Sarrafi Y, Nadri H, Mahdavi M, Moradi A, Homayouni Moghadam F, Emami S, et al.. "New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates." European Journal of Medicinal Chemistry 128, no. (2017): 237-246.
Harvard	Eghtedari M et al. (2017) 'New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates', European Journal of Medicinal Chemistry, 128(), pp. 237-246.
Vancouver	Eghtedari M, Sarrafi Y, Nadri H, Mahdavi M, Moradi A, Homayouni Moghadam F, et al.. New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates. European Journal of Medicinal Chemistry. 2017;128():237-246.
BibTex	@article{ author = {Eghtedari M and Sarrafi Y and Nadri H and Mahdavi M and Moradi A and Homayouni Moghadam F and Emami S and Firoozpour L and Asadipour A and Sabzevari O and Foroumadi A}, title = {New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates}, journal = {European Journal of Medicinal Chemistry}, volume = {128}, number = {}, pages = {237-246}, year = {2017} }
RIS	TY - JOUR AU - Eghtedari M AU - Sarrafi Y AU - Nadri H AU - Mahdavi M AU - Moradi A AU - Homayouni Moghadam F AU - Emami S AU - Firoozpour L AU - Asadipour A AU - Sabzevari O AU - Foroumadi A TI - New Tacrine-Derived Ache/Buche Inhibitors: Synthesis and Biological Evaluation of 5-Amino-2-Phenyl-4H-Pyrano[2,3-B]Quinoline-3-Carboxylates JO - European Journal of Medicinal Chemistry VL - 128 IS - SP - 237 EP - 246 PY - 2017 ER -

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