| Title : Synthesis, spectroscopic characterizations, DFT calculations and molecular docking studies of new quinoline-oxirane\/piperidine\/morpholine hybrids from quinoline gem-dicyanoepoxide - Alliouche_2024_J.Mol.Struct_1297_137002 |
| Author(s) : Alliouche H , Bouria H , Bensegueni R , Guergouri M , Bouraiou A , Belfaitah A |
| Ref : J Mol Struct , 1297 :137002 , 2024 |
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Abstract :
We report in this paper a combined experimental and theoretical study of new 2-quinolone-piperidine (5a) and -morpholine (5b-c) hybrids from3-(2-chloroquinolin-3-yl) oxirane-2,2-dicarbonitrile (3) via an epoxide ring opening reaction using appropriate synthetic routes. In a parallel approach, a tandem consecutive process was carried out, without isolation of the brominated intermediate for the synthesis of 2-quinolone-morpholine (5c). The prepared compounds were fully characterized by conventional analytical techniques, and single-crystal X-ray diffraction for compound 5c was also reported. To increase the accuracy of experimental results, DFT and TD-DFT calculations were performed including molecular structure optimization, NMR, optical and electronic data, frontier molecular orbitals and molecular descriptors. In addition, a molecular docking calculation was carried out to estimate the affinity between compounds 3, 5a, 5b and 5c and Acetylcholinesterase (AChE)/ Butyrylcholinesterase (BuChE). Theoretical results are in agreement with the experimental. |
| PubMedSearch : Alliouche_2024_J.Mol.Struct_1297_137002 |
| PubMedID: |
Alliouche H, Bouria H, Bensegueni R, Guergouri M, Bouraiou A, Belfaitah A (2024)
Synthesis, spectroscopic characterizations, DFT calculations and molecular docking studies of new quinoline-oxirane\/piperidine\/morpholine hybrids from quinoline gem-dicyanoepoxide
J Mol Struct
1297 :137002
Alliouche H, Bouria H, Bensegueni R, Guergouri M, Bouraiou A, Belfaitah A (2024)
J Mol Struct
1297 :137002