| 3-Substituted-4-Quinolones: Effect of Substituents on NMR Features and the Relationship between Molecular Docking and Antibacterial Activity |
| Paper ID : 1068-ISCH |
| Authors |
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Wafaa AM Zaghary *1, reem I Al-wabli2, Mohammed A Khedr1, Rabab A El Dib1, Nadia G Haress2 1Helwan University 2King Saud University |
| Abstract |
| Novel quinolin-4-ol based chalcones (11a-d), pyrazolines (12, 13a and 13b), Mannich bases (14a-f) derivatives and other related compounds have been synthesized and evaluated for their antibacterial activity. A molecular docking study was performed against topoisomerase II (PDB code: 2XCT) using MOE 2012.10 and Leadit 2.1.2. Softwares. The NMR spectroscopic features of the synthesized compounds 1-(7-Bromo-4-hydroxyquinolin-3-yl)ethanone (7), Ethyl 3-[(7-chloro-4-hydroxyquinolin-3-yl)formylimino]butanoate (9b), 1-(7-Chloro-4-hydroxyquinolin-3-yl)-3-(4-(dimethylamino)-phenyl)-prop-2-en-1-one (11b) and 3-(1H-Benzo[d][1,2,3]triazol-1-yl)methyl)quinolin-4-ol (14a) were investigated with the aim of studying the effect of substituents on the NMR parameters of basic bicyclic quinolone ring systems. For this purpose, the 1H and 13C one and two-dimensional NMR methods were used. The performed NMR, as well as infrared and high-resolution mass analyses confirmed the structures of the synthesized quinolones. Additionally, the preliminary antibacterial screening of some of the synthesized compounds showed a moderate antibacterial activity against six strains of gram-positive and gram-negative bacteria, thereby serving as eminent leads for further modification of quinolone scaffolds. |
| Keywords |
| Chalcones, Pyrazolines, Mannich bases, Antibacterial activity, Molecular Docking, Quinolone, 1 and 2D NMR. |
| Status: Abstract Accepted (Oral Presentation) |