Structural basis of quinolone derivatives, inhibition of type I and II topoisomerases and inquiry into the relevance of bioactivity in odd or even branches with molecular docking study

摘要: Abstract The structural modification of quinolone derivatives has been a hot spot in recent years, especially the N-1 position, which is part that this article focuses on. In paper, series synthesized quinoline quaternary ammonium salts with odd and even carbon number alkyl groups position were used to explain influence side chain on activity. With respect all recently twenty products, biological activity results exhibited significant antitumor antibacterial obvious differences target alkyliodine substituted compounds activities apparently had prominent odd-carbon predominance. Compound 8-((4-(benzyloxy)phenyl)amino)-7-(ethoxycarbonyl)-5-propyl-[1,3]dioxolo[4,5-g]quinolin-5-ium (4d) was found be most potent derivative IC50 values 4 ± 0.88, 4 ± 0.42, 14±1.96, 32±3.66 against A-549, Hela, SGC-7901, L-02 cells, respectively, stronger than positive control 5-FU MTX. Furthermore, it bacterial inhibitory MIC value E. coli (ATCC 29213) Staphylococcus aureus 8739) at 3.125 nmol mL−1. molecular simulations, order illustrate possible mechanism difference between or substitution, paper simulated conceivable mode explained main interactions. Finally, we could find proportion hydrogen bonds other interactions each regarded as reasons for