Tehran University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share By
3-Aryl Coumarin Derivatives Bearing Aminoalkoxy Moiety As Multi-Target-Directed Ligands Against Alzheimer's Disease Publisher Pubmed



Abdshahzadeh H1 ; Golshani M2 ; Nadri H3 ; Saberi Kia I2 ; Abdolahi Z3 ; Forootanfar H4 ; Ameri A5 ; Tuylu Kucukkilinc T6 ; Ayazgok B6 ; Jalilibaleh L2 ; Sadat Ebrahimi SE1 ; Moghimi S2 ; Haririan I7, 8 ; Khoobi M2, 9 Show All Authors
Authors
  1. Abdshahzadeh H1
  2. Golshani M2
  3. Nadri H3
  4. Saberi Kia I2
  5. Abdolahi Z3
  6. Forootanfar H4
  7. Ameri A5
  8. Tuylu Kucukkilinc T6
  9. Ayazgok B6
  10. Jalilibaleh L2
  11. Sadat Ebrahimi SE1
  12. Moghimi S2
  13. Haririan I7, 8
  14. Khoobi M2, 9
  15. Foroumadi A1, 10

Source: Chemistry and Biodiversity Published:2019


Abstract

Two series of novel coumarin derivatives, substituted at 3 and 7 positions with aminoalkoxy groups, are synthesized, characterized, and screened. The effect of amine substituents and the length of cross-linker are investigated in acetyl- and butyrylcholinesterase (AChE and BuChE) inhibition. Target compounds show moderate to potent inhibitory activities against AChE and BuChE. 3-(3,4-Dichlorophenyl)-7-[4-(diethylamino)butoxy]-2H-chromen-2-one (4y) is identified as the most potent compound against AChE (IC50=0.27 μm). Kinetic and molecular modeling studies affirmed that compound 4y works in a mixed-type way and interacts simultaneously with the catalytic active site (CAS) and peripheral anionic site (PAS) of AChE. In addition, compound 4y blocks β-amyloid (Aβ) self-aggregation with a ratio of 44.11 % at 100 μm and significantly protects PC12 cells from H2O2-damage in a dose-dependent manner. © 2019 Wiley-VHCA AG, Zurich, Switzerland
Related Docs
View other Related Docs
1. Novel 3-Phenylcoumarin–Lipoic Acid Conjugates As Multi-Functional Agents for Potential Treatment of Alzheimer's Disease, Bioorganic Chemistry (2018)
2. Novel Coumarin–Pyridine Hybrids As Potent Multi-Target Directed Ligands Aiming at Symptoms of Alzheimer’S Disease, Frontiers in Chemistry (2022)
3. Design, Synthesis and Evaluation of Novel Multi-Target-Directed Ligands for Treatment of Alzheimer's Disease Based on Coumarin and Lipoic Acid Scaffolds, European Journal of Medicinal Chemistry (2018)
Experts (# of related papers)
View all Related Experts
Alireza Foroumadi (14)
Mehdi Khoobi (12)
Other Related Docs
4. New Classes of Carbazoles As Potential Multi-Functional Anti-Alzheimer's Agents, Bioorganic Chemistry (2019)
5. Synthesis of New 3-Arylcoumarins Bearing N-Benzyl Triazole Moiety: Dual Lipoxygenase and Butyrylcholinesterase Inhibitors With Anti-Amyloid Aggregation and Neuroprotective Properties Against Alzheimer’S Disease, Frontiers in Chemistry (2022)
6. Chromone–Lipoic Acid Conjugate: Neuroprotective Agent Having Acceptable Butyrylcholinesterase Inhibition, Antioxidant and Copper-Chelation Activities, DARU# Journal of Pharmaceutical Sciences (2021)
7. Novel 3-Aminobenzofuran Derivatives As Multifunctional Agents for the Treatment of Alzheimer’S Disease, Frontiers in Chemistry (2022)
8. Aminoalkyl-Substituted Flavonoids: Synthesis, Cholinesterase Inhibition, Β-Amyloid Aggregation, and Neuroprotective Study, Medicinal Chemistry Research (2019)
9. Chromone Derivatives Bearing Pyridinium Moiety As Multi-Target-Directed Ligands Against Alzheimer's Disease, Bioorganic Chemistry (2021)
10. Coumarin Derivatives Bearing Benzoheterocycle Moiety: Synthesis, Cholinesterase Inhibitory, and Docking Simulation Study, Iranian Journal of Basic Medical Sciences (2017)
11. New Benzyl Pyridinium Derivatives Bearing 2,4-Dioxochroman Moiety As Potent Agents for Treatment of Alzheimer's Disease: Design, Synthesis, Biological Evaluation, and Docking Study, Bioorganic Chemistry (2019)
12. New Racemic Annulated Pyrazolo[1,2-B]Phthalazines As Tacrine-Like Ache Inhibitors With Potential Use in Alzheimer's Disease, European Journal of Medicinal Chemistry (2017)
13. Synthesis and Cholinesterase Inhibitory Activity of New 2-Benzofuran Carboxamide-Benzylpyridinum Salts, Bioorganic Chemistry (2018)
14. Cholinesterase Inhibition Activity and Docking Simulation Study of Coumarin Mannich Base Derivatives, Journal of Sciences# Islamic Republic of Iran (2019)
15. Synthesis and Biological Evaluation of New N-Benzylpyridinium-Based Benzoheterocycles As Potential Anti-Alzheimer's Agents, Bioorganic Chemistry (2019)
16. Design, Synthesis, and Cholinesterase Inhibition Assay of Coumarin-3-Carboxamide-N-Morpholine Hybrids As New Anti-Alzheimer Agents, Chemistry and Biodiversity (2019)
17. Novel Tacrine-Coumarin Hybrids Linked to 1,2,3-Triazole As Anti-Alzheimer's Compounds: In Vitro and in Vivo Biological Evaluation and Docking Study, Bioorganic Chemistry (2019)
18. Design, Synthesis and Anti-Alzheimer's Activity of Novel 1,2,3-Triazole-Chromenone Carboxamide Derivatives, Bioorganic Chemistry (2019)
19. Synthesis of Novel Chromenones Linked to 1,2,3-Triazole Ring System: Investigation of Biological Activities Against Alzheimer's Disease, Bioorganic Chemistry (2017)
20. Anticholinesterase Activity of Cinnamic Acids Derivatives: In Vitro, in Vivo Biological Evaluation, and Docking Study, Letters in Drug Design and Discovery (2020)