9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors

9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors Publisher Pubmed

Akrami H^{1, 2} ; Mirjalili BF² ; Khoobi M¹ ; Moradi A³ ; Nadri H³ ; Emami S⁴ ; Foroumadi A¹ ; Vosooghi M¹ ; Shafiee A¹

Show Affiliations

1. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, 14176, Iran
2. Department of Chemistry, College of Science, Yazd University, Yazd, Iran
3. Faculty of Pharmacy, Shahid Sadoughi University of Medical Sciences, Yazd, Iran
4. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran

Source: Archiv der Pharmazie Published:2015

Abstract

A series of triazole-containing carbazole derivatives were designed as new anti-acetylcholinesterase (AChE) agents. The target compounds 6a-q were simply prepared via a one-pot three-component click reaction of N-propargyl-9H-carbazole, sodium azide, and an appropriate benzyl halide. The in vitro anti-cholinesterase assay showed that the unsubstituted benzyl derivative 6p along with the 2-F, 2-Me, 3-Me, 3-MeO, and 3-F analogs (6a, 6c, and 6g-i) had significant anti-AChE activity (IC50s≤3.8μM). Among them, the 2-methylbenzyl derivative 6c with an IC50 value of 1.9μM was the most active compound. The SAR studies revealed that small halogen atoms such as the fluorine atom or electron-donating groups such as methyl or methoxy at the ortho or meta positions of the benzyl pendent group could be tolerated or improved the anti-AChE activity. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Style	Citing Format
MLA	Akrami H, et al.. "9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors." Archiv der Pharmazie, vol. 348, no. 5, 2015, pp. 366-374.
APA	Akrami H, Mirjalili BF, Khoobi M, Moradi A, Nadri H, Emami S, Foroumadi A, Vosooghi M, Shafiee A (2015). 9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors. Archiv der Pharmazie, 348(5), 366-374.
Chicago	Akrami H, Mirjalili BF, Khoobi M, Moradi A, Nadri H, Emami S, Foroumadi A, Vosooghi M, Shafiee A. "9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors." Archiv der Pharmazie 348, no. 5 (2015): 366-374.
Harvard	Akrami H et al. (2015) '9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors', Archiv der Pharmazie, 348(5), pp. 366-374.
Vancouver	Akrami H, Mirjalili BF, Khoobi M, Moradi A, Nadri H, Emami S, et al.. 9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors. Archiv der Pharmazie. 2015;348(5):366-374.
BibTex	@article{ author = {Akrami H and Mirjalili BF and Khoobi M and Moradi A and Nadri H and Emami S and Foroumadi A and Vosooghi M and Shafiee A}, title = {9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors}, journal = {Archiv der Pharmazie}, volume = {348}, number = {5}, pages = {366-374}, year = {2015} }
RIS	TY - JOUR AU - Akrami H AU - Mirjalili BF AU - Khoobi M AU - Moradi A AU - Nadri H AU - Emami S AU - Foroumadi A AU - Vosooghi M AU - Shafiee A TI - 9H-Carbazole Derivatives Containing the N-Benzyl-1,2,3-Triazole Moiety As New Acetylcholinesterase Inhibitors JO - Archiv der Pharmazie VL - 348 IS - 5 SP - 366 EP - 374 PY - 2015 ER -

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