Dispiropyrrolidinyl-piperidone embedded indeno[1,2-b]quinoxaline heterocyclic hybrids: Synthesis,cholinesterase inhibitory activity and their molecular docking simulation |
| |
| Affiliation: | 1. Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia;2. Department of Microbiology, East West Group of Institution, No. 63, Anjananagar, Vishwaneedam Post, Bangaluru 560091, Karnataka, India;3. Department of Biosciences, Sri Sathya Sai Institute of Higher Learning, Prasanthi Nilayam, A.P. 515 134, India;1. Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India;2. Institute of Molecular and Cellular Biologie (IBMC), University of Strasbourg, 97000, France;1. School of Pharmaceutical Sciences, Universiti Sains Malaysia, Minden 11800, Penang, Malaysia;2. School of Chemical Sciences, Universiti Sains Malaysia, Minden 11800, Penang, Malaysia;3. Department of Chemistry, College of Sciences, King Saud University, PO Box 2455, Riyadh, Saudi Arabia;4. Institute of Pharmaceutical Science, King’s College London, London SE1 9NH, UK;1. Department of Chemistry, Faculty of Science (Boys), Al-Azhar University, Nasr City, Cairo, Egypt;2. Department of Chemistry, Faculty of Science (Girls), Al-Azhar University, Nasr City, Cairo, Egypt;3. Department of Botany and Microbiology, Faculty of Science (Boys), Al-Azhar University, Nasr City, Cairo, Egypt;4. Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy (Girls), Al-Azhar University, Cairo, Egypt;1. Department of Medicinal Chemistry, B. V. Patel Pharmaceutical Education and Research Development (PERD) Centre, S. G. Highway, Thaltej, Ahmedabad 380054, Gujarat, India;2. Department of Pharmacology and Toxicology, B. V. Patel Pharmaceutical Education and Research Development (PERD) Centre, S. G. Highway, Thaltej, Ahmedabad 380054, Gujarat, India;3. Institute of Pharmacy, NIRMA University, S. G. Highway, Chandlodia, Gota, Ahmedabad 82481, Gujarat, India |
| |
| Abstract: | A small library of new class of dispiropyrrolidinyl-piperidone tethered indono[1,2-b]quinoxaline heterocyclic hybrids 7a–j were synthesized employing multicomponent 1,3-dipolar cycloaddition strategy in [bmim]Br. The azomethine ylide employed is first of its kind and generated in situ from indenoquinoxalinone and l-tryptophan, a combination that has not been employed previously for the in situ generation of azomethine ylides. The synthesized heterocyclic hybrids 7a–j were evaluated for their in vitro acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities, therein compounds 7h and 7j displayed more potent AChE and BChE enzyme inhibition than the standard drug with IC50 values of 3.22, 2.01, 12.40 and 10.45 mM, respectively. Molecular docking studies have also been investigated for most active compounds that disclosed interesting binding templates to the active site channel of cholinesterase enzyme. |
| |
| Keywords: | Spiropyrrolidines Multicomponent 1,3-dipolar cycloaddition AChE and BChE activity Molecular docking simulation |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
