Synthesis and Antimicrobial Activity of Novel 4-Hydroxy-2-quinolone Analogs
Link: https://www.mdpi.com/
Title: Synthesis and Antimicrobial Activity of Novel 4-Hydroxy-2-quinolone Analogs
Authors: Thitiphong Khamkhenshorngphanuch, Kittipat Kulkraisri, Alongkorn Janjamratsaeng, Napasawan Plabutong, Arsa Thammahong, Kanitta Manadee, Sarisa Na Pombejra, Tanatorn Khotavivattana
Abstract:
Alkyl quinolone has been proven to be a privileged scaffold in the antimicrobial drug discovery pipeline. In this study, a series of new 4-hydroxy-2-quinolinone analogs containing a long alkyl side chain at C-3 and a broad range of substituents on the C-6 and C-7 positions were synthesized. The antibacterial and antifungal activities of these analogs against Staphylococcus aureus, Escherichia coli, and Aspergillus flavus were investigated. The structure-activity relationship study revealed that the length of the alkyl chain, as well as the type of substituent, has a dramatic impact on the antimicrobial activities. Particularly, the brominated analogs 3j with a nonyl side chain exhibited exceptional antifungal activities against A. flavus (half maximal inhibitory concentration (IC50) = 1.05 ug/mL), which surpassed that of the amphotericin B used as a positive control. The antibacterial activity against S. aureus, although not as potent, showed a similar trend to the antifungal activity. The data suggest that the 4-hydroxy-2-quinolone is a promising framework for the further development of new antimicrobial agents, especially for antifungal treatment.
Cite this:
Khamkhenshorngphanuch, T.; Kulkraisri, K.; Janjamratsaeng, A.; Plabutong, N.; Thammahong, A.; Manadee, K.; Na Pombejra, S.; Khotavivattana, T. Synthesis and Antimicrobial Activity of Novel 4-Hydroxy-2-quinolone Analogs, Molecules 2020, 25, 3059.
