Design, stereoselective synthesis, computational studies and cholinesterase inhibitory activity of novel spiropyrrolidinoquinoxaline tethered indole hybrid heterocycle
| Autor: | Abdulrahman I. Almansour, R. Padmanaban, Thota Sai Manohar, Santhakumar Yeswanthkumar, S. Venketesh, Raju Suresh Kumar, Natarajan Arumugam, Y. Arun, Necmi Dege, Sevgi Kansiz |
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| Rok vydání: | 2021 |
| Předmět: |
Indole test
biology 010405 organic chemistry Stereochemistry Chemistry Organic Chemistry Nuclear magnetic resonance spectroscopy 010402 general chemistry 01 natural sciences Molecular Docking Simulation Cycloaddition 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Cascade reaction biology.protein Density functional theory Stereoselectivity Spectroscopy Cholinesterase |
| Zdroj: | Journal of Molecular Structure. 1225:129165 |
| ISSN: | 0022-2860 |
| Popis: | A facile eco-friendly approach for the regio- and stereoselective synthesis of structurally intriguing novel spiropyrrolidinoquinoxaline tethered indole hybrid heterocycle has been accomplished via a cascade reaction sequence involving 1,3-dipolar cycloaddition as the key step. Structural elucidation of the synthesized spiroheterocycle was performed by NMR spectroscopy, mass spectrometric analysis and the stereochemistry of asymmetric carbons have been confirmed by single crystal X-ray diffraction analysis. The mechanistic rationalization for the formation of spiroheterocyclic hybrid was investigated through density functional theory (DFT) calculations. In addition, the synthesized spiroheterocyclic hybrid was tested for its cholinesterase inhibitory activity against ChEs and displayed good activity when compared to the standard drug galantamine. |
| Databáze: | OpenAIRE |
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