Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents

Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents Publisher Pubmed

Hosseini F¹ ; Ramazani A¹ ; Mohammadikhanaposhtani M² ; Barazandeh Tehrani M³ ; Nadri H⁴ ; Larijani B⁵ ; Mahdavi M⁵

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1. Department of Chemistry, University of Zanjan, P.O. Box 45195-313, Zanjan, Iran
2. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
4. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Shahid Sadoughi University of Medical Sciences, Yazd, Iran
5. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

Source: Bioorganic and Medicinal Chemistry Published:2019

Abstract

Novel 4-oxobenzo[d]1,2,3-triazin derivatives bearing pyridinium moiety 6a–q were synthesized and screened against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Most of the synthesized compounds showed good inhibitory activity against AChE. Among the synthesized compounds, the compound 6j exhibited the highest AChE inhibitory activity. It should be noted that these compounds displayed low anti-BuChE activity with the exception of the compound 6i, as it exhibited BuChE inhibitory activity more than donepezil. The kinetic study of the compound 6j revealed that this compound inhibited AChE in a mixed-type inhibition mode. This finding was also confirmed by the docking study. The latter study demonstrated that the compound 6j interacted with both the catalytic site and peripheral anionic site of the AChE active site. The compound 6j was also observed to have significant neuroprotective activity against H2O2-induced PC12 oxidative stress, but low activity against β-secretase. © 2019 Elsevier Ltd

Style	Citing Format
MLA	Hosseini F, et al.. "Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents." Bioorganic and Medicinal Chemistry, vol. 27, no. 13, 2019, pp. 2914-2922.
APA	Hosseini F, Ramazani A, Mohammadikhanaposhtani M, Barazandeh Tehrani M, Nadri H, Larijani B, Mahdavi M (2019). Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents. Bioorganic and Medicinal Chemistry, 27(13), 2914-2922.
Chicago	Hosseini F, Ramazani A, Mohammadikhanaposhtani M, Barazandeh Tehrani M, Nadri H, Larijani B, Mahdavi M. "Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents." Bioorganic and Medicinal Chemistry 27, no. 13 (2019): 2914-2922.
Harvard	Hosseini F et al. (2019) 'Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents', Bioorganic and Medicinal Chemistry, 27(13), pp. 2914-2922.
Vancouver	Hosseini F, Ramazani A, Mohammadikhanaposhtani M, Barazandeh Tehrani M, Nadri H, Larijani B, et al.. Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents. Bioorganic and Medicinal Chemistry. 2019;27(13):2914-2922.
BibTex	@article{ author = {Hosseini F and Ramazani A and Mohammadikhanaposhtani M and Barazandeh Tehrani M and Nadri H and Larijani B and Mahdavi M}, title = {Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents}, journal = {Bioorganic and Medicinal Chemistry}, volume = {27}, number = {13}, pages = {2914-2922}, year = {2019} }
RIS	TY - JOUR AU - Hosseini F AU - Ramazani A AU - Mohammadikhanaposhtani M AU - Barazandeh Tehrani M AU - Nadri H AU - Larijani B AU - Mahdavi M TI - Design, Synthesis, and Biological Evaluation of Novel 4-Oxobenzo[D]1,2,3-Triazin-Benzylpyridinum Derivatives As Potent Anti-Alzheimer Agents JO - Bioorganic and Medicinal Chemistry VL - 27 IS - 13 SP - 2914 EP - 2922 PY - 2019 ER -

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