Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors

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Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors Publisher Pubmed

Arab S¹ ; Sadatebrahimi SE¹ ; Mohammadikhanaposhtani M¹ ; Moradi A² ; Nadri H² ; Mahdavi M¹ ; Moghimi S¹ ; Asadi M¹ ; Firoozpour L³ ; Piralihamedani M¹ ; Shafiee A¹ ; Foroumadi A¹

Source: Archiv der Pharmazie Published:2015

Abstract

A novel series of chroman-4-one derivatives containing the N-benzyl pyridinium moiety were designed, synthesized, and evaluated for their acetylcholinesterase (AChE) inhibitory activities. Among the various synthesized compounds, (E)-1-(2,3-dibromobenzyl)-4-((7-ethoxy-4-oxochroman-3-ylidene)methyl)pyridinium bromide (8l) depicted the most potent anti-AChE activity (IC50=0.048μM). In addition, the molecular modeling study allowed us to detect possible binding modes that are in full compliance with the observed results through in vitro experiments. A novel series of chroman-4-one derivatives bearing N-benzyl pyridinium derivatives (8a-l) were synthesized and evaluated in vitro for their acetylcholinesterase inhibitory activities. The most promising compound, (E)-1-(2,3-dibromobenzyl)-4-((7-ethoxy-4-oxochroman-3-ylidene)methyl)pyridinium bromide 8l, showed an IC50 value of 0.048μM. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Style	Citing Format
MLA	Arab S, et al.. "Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors." Archiv der Pharmazie, vol. 348, no. 9, 2015, pp. 643-649.
APA	Arab S, Sadatebrahimi SE, Mohammadikhanaposhtani M, Moradi A, Nadri H, Mahdavi M, Moghimi S, Asadi M, Firoozpour L, Piralihamedani M, Shafiee A, Foroumadi A (2015). Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors. Archiv der Pharmazie, 348(9), 643-649.
Chicago	Arab S, Sadatebrahimi SE, Mohammadikhanaposhtani M, Moradi A, Nadri H, Mahdavi M, Moghimi S, et al.. "Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors." Archiv der Pharmazie 348, no. 9 (2015): 643-649.
Harvard	Arab S et al. (2015) 'Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors', Archiv der Pharmazie, 348(9), pp. 643-649.
Vancouver	Arab S, Sadatebrahimi SE, Mohammadikhanaposhtani M, Moradi A, Nadri H, Mahdavi M, et al.. Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors. Archiv der Pharmazie. 2015;348(9):643-649.
BibTex	@article{ author = {Arab S and Sadatebrahimi SE and Mohammadikhanaposhtani M and Moradi A and Nadri H and Mahdavi M and Moghimi S and Asadi M and Firoozpour L and Piralihamedani M and Shafiee A and Foroumadi A}, title = {Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors}, journal = {Archiv der Pharmazie}, volume = {348}, number = {9}, pages = {643-649}, year = {2015} }
RIS	TY - JOUR AU - Arab S AU - Sadatebrahimi SE AU - Mohammadikhanaposhtani M AU - Moradi A AU - Nadri H AU - Mahdavi M AU - Moghimi S AU - Asadi M AU - Firoozpour L AU - Piralihamedani M AU - Shafiee A AU - Foroumadi A TI - Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives As New Acetylcholinesterase Inhibitors JO - Archiv der Pharmazie VL - 348 IS - 9 SP - 643 EP - 649 PY - 2015 ER -

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