Synthesis, crystal structure, ABTS radical-scavenging activity, antimicrobial and docking studies of some novel quinoline derivatives

• DOI: 10.1016/j.molstruc.2014.04.009
• Publication Date: 2014-04-18T11:23:46Z
• Authors: Sumaiya Tabassum; T.H. Suresha Kumara; Jerry P. Jasinski; Sean P. Millikan; H.S. Yathirajan; P.S. Sujan Ganapathy; H.B.V. Sowmya; Sunil S. More; Gopalpur Nagendrappa; Manpreet Kaur; Gilish Jose
• Keywords: Quinoline; ABTS; Scavenging; Docking (animal)

In this study, a series of nine novel 2-chloroquinolin-3-yl ester derivatives have been synthesized via a two-step protocol from 2-chloroquinoline-3-carbaldehyde. The structures of all these compounds were confirmed by spectral data. The single crystal X-ray structure of two derivatives, (2-chloroquinolin-3-yl)methyl acetate [6a] and (2-chloro-6-methylquinolin-3-yl)methyl acetate [6e] have also been determined. The synthesized compounds were further evaluated for their ABTS radical-scavenging activity and antimicrobial activities. Amongst all the tested compounds, 6a exhibited maximum scavenging activity with ABTS. Concerning antibacterial and antifungal activities, compound (2-chloro-6-methoxyquinolin-3-yl)methyl 2,4-dichlorobenzoate [6i] was found to be the most active in the series against B. subtilis, S. aureus, E. coli, K. pneumonia, C. albicans and A. niger species. The structure-antimicrobial activity relationship of these derivatives were studied using Autodock.