N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation

N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation Publisher Pubmed

Edraki N¹ ; Firuzi O¹ ; Fatahi Y² ; Mahdavi M² ; Asadi M² ; Emami S³ ; Divsalar K⁴ ; Miri R¹ ; Iraji A¹ ; Khoshneviszadeh M¹ ; Firoozpour L⁵ ; Shafiee A² ; Foroumadi A²

Show Affiliations

1. Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
2. Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Department of Medicinal Chemistry, Tehran University of Medical Sciences, Tehran, 14174, Iran
3. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran
4. Neuroscience Research Center, Institute of Neuropharmacology, Kerman University of Medicinal Sciences, Kerman, Iran
5. Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, Iran

Source: Archiv der Pharmazie Published:2015

Abstract

A novel series of N-(2-(piperazin-1-yl)phenyl)aryl carboxamide derivatives were simply synthesized by Ugi-multicomponent reaction as β-secretase (BACE1) inhibitors. The BACE1 inhibitory activity of the synthesized compounds was examined using a Forester resonance energy transfer (FRET)-based assay. Among the tested compounds, the N-(5-bromo-2-(4-phenylpiperazine-1-yl)phenyl)thiophene-carboxamide derivative 14 containing the N-cyclohexyl indole acetamide moiety showed superior BACE1 inhibition at 10 and 40 μM. The results of the molecular docking study indicated that compound 14 establishes favorable hydrogen bonding interactions with the catalytic amino acid residues Asp228 and Thr72 and could be well accommodated in the flap region and P2 and P′2 pockets of the BACE1 active site. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Style	Citing Format
MLA	Edraki N, et al.. "N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation." Archiv der Pharmazie, vol. 348, no. 5, 2015, pp. 330-337.
APA	Edraki N, Firuzi O, Fatahi Y, Mahdavi M, Asadi M, Emami S, Divsalar K, Miri R, Iraji A, Khoshneviszadeh M, Firoozpour L, Shafiee A, Foroumadi A (2015). N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation. Archiv der Pharmazie, 348(5), 330-337.
Chicago	Edraki N, Firuzi O, Fatahi Y, Mahdavi M, Asadi M, Emami S, Divsalar K, et al.. "N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation." Archiv der Pharmazie 348, no. 5 (2015): 330-337.
Harvard	Edraki N et al. (2015) 'N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation', Archiv der Pharmazie, 348(5), pp. 330-337.
Vancouver	Edraki N, Firuzi O, Fatahi Y, Mahdavi M, Asadi M, Emami S, et al.. N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation. Archiv der Pharmazie. 2015;348(5):330-337.
BibTex	@article{ author = {Edraki N and Firuzi O and Fatahi Y and Mahdavi M and Asadi M and Emami S and Divsalar K and Miri R and Iraji A and Khoshneviszadeh M and Firoozpour L and Shafiee A and Foroumadi A}, title = {N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation}, journal = {Archiv der Pharmazie}, volume = {348}, number = {5}, pages = {330-337}, year = {2015} }
RIS	TY - JOUR AU - Edraki N AU - Firuzi O AU - Fatahi Y AU - Mahdavi M AU - Asadi M AU - Emami S AU - Divsalar K AU - Miri R AU - Iraji A AU - Khoshneviszadeh M AU - Firoozpour L AU - Shafiee A AU - Foroumadi A TI - N-(2-(Piperazin-1-Yl)Phenyl)Arylamide Derivatives As Β-Secretase (Bace1) Inhibitors: Simple Synthesis by Ugi Four-Component Reaction and Biological Evaluation JO - Archiv der Pharmazie VL - 348 IS - 5 SP - 330 EP - 337 PY - 2015 ER -

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