Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents

Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents Publisher Pubmed

Saeedi M^{1, 2} ; Golipoor M³ ; Mahdavi M⁴ ; Moradi A⁵ ; Nadri H⁵ ; Emami S⁶ ; Foroumadi A³ ; Shafiee A³

Show Affiliations

1. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
2. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, 14176-14411, Iran
4. Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, Iran
5. Faculty of Pharmacy, Department of Medicinal Chemistry, Shahid Sadoughi University of Medical Sciences, Yazd, Iran
6. Faculty of Pharmacy, Department of Medicinal Chemistry, Pharmaceutical Sciences Research Center, Mazandaran University of Medical Sciences, Sari, Iran

Source: Archiv der Pharmazie Published:2016

Abstract

In order to develop potent dual-binding cholinesterase inhibitors as potential drugs for the treatment of Alzheimer's disease, we designed and synthesized phthalimide-based acetylcholinesterase (AChE) inhibitors (7) containing a substituted N-benzylpyridinium residue. The in vitro anti-cholinesterase assay employing the target compounds against AChE and butyrylcholinesterase (BChE) revealed the 2-fluorobenzylpyridinium derivative 7d as the most potent compound against both enzymes, with IC50 values of 0.77 and 8.71 μM. The docking study of compound 7d into the active site of AChE showed the gorge-spanning binding mode, in which the compound spans the narrow hydrophobic gorge from the bottom to the rim. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Style	Citing Format
MLA	Saeedi M, et al.. "Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents." Archiv der Pharmazie, vol. 349, no. 4, 2016, pp. 293-301.
APA	Saeedi M, Golipoor M, Mahdavi M, Moradi A, Nadri H, Emami S, Foroumadi A, Shafiee A (2016). Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents. Archiv der Pharmazie, 349(4), 293-301.
Chicago	Saeedi M, Golipoor M, Mahdavi M, Moradi A, Nadri H, Emami S, Foroumadi A, Shafiee A. "Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents." Archiv der Pharmazie 349, no. 4 (2016): 293-301.
Harvard	Saeedi M et al. (2016) 'Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents', Archiv der Pharmazie, 349(4), pp. 293-301.
Vancouver	Saeedi M, Golipoor M, Mahdavi M, Moradi A, Nadri H, Emami S, et al.. Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents. Archiv der Pharmazie. 2016;349(4):293-301.
BibTex	@article{ author = {Saeedi M and Golipoor M and Mahdavi M and Moradi A and Nadri H and Emami S and Foroumadi A and Shafiee A}, title = {Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents}, journal = {Archiv der Pharmazie}, volume = {349}, number = {4}, pages = {293-301}, year = {2016} }
RIS	TY - JOUR AU - Saeedi M AU - Golipoor M AU - Mahdavi M AU - Moradi A AU - Nadri H AU - Emami S AU - Foroumadi A AU - Shafiee A TI - Phthalimide-Derived N-Benzylpyridinium Halides Targeting Cholinesterases: Synthesis and Bioactivity of New Potential Anti-Alzheimer's Disease Agents JO - Archiv der Pharmazie VL - 349 IS - 4 SP - 293 EP - 301 PY - 2016 ER -

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