2026-10-23T18:48:34Zhttps://gumushane-rdlopen.rawdatalibrary.net/oai/requestoai:gumushane-rdlopen.rawdatalibrary.net:gumushane/156492026-10-23T18:22:32Zopenairedrivercom_gumushane_10000col_gumushane_10001com_gumushane_10007col_gumushane_10171Synthesis and biological evaluation of a new series of 4-alkoxy-2-arylquinoline derivatives as potential antituberculosis agentsTosun, GoncaArslan, TayfunIskefiyeli, ZeynepKüçük, MuratKaraoʇlu, Şengül AlpayYayli, NurettinAir oxidationAntimicrobial activityAntioxidant activityAntituberculosis activityFlavononesQuinoline derivativesThree new series of 33 quinolone compounds, 2-(2-, 3-, and 4-fluorophenyl)-4-O-alkyl(C5-15)quinolines (7a-k, 8a-k, and 9a-k), were synthesized from 2-(2-, 3-, and 4-fluorophenyl)-2,3-dihydroquinolin-4(1H )-one (4, 5, and 6) by the reaction of alkyl halides under basic conditions in DMF. The new compounds 7a-k, 8a-k, and 9a-k were synthesized from flavonones 4-6, which can be considered new precursors for quinoline synthesis through a one-step reaction. All the target compounds (7a-k, 8a-k, and 9a-k) were evaluated for their in vitro antimicrobial activity against nine test microorganisms. They showed the most activity against Mycobacterium smegmatis with minimum inhibitory concentrations (MIC) of 62.5-500 μg/mL, indicating their potential uses as antituberculosis agents. Among them 8a-k (m-fluoride) were the most active compounds against M. smegmatis (MIC, 62.5-125 μg/mL). The newly synthesized title compounds were also evaluated for their in vitro antioxidant activities using DPPH• radical scavenging and FRAP tests. They showed at a low concentration (mg/mL) a range of SC50 values of 0.03-12.48 mg/mL (DPPH•) and 0-722 μM (FRAP), respectively. The antioxidant results of compounds 7a-k, 8a-k, and 9a-k revealed that the length of the alkyl chain was negatively correlated with antioxidant capacity.TUBITAK2015Articlehttps://rdlopen.rawdatalibrary.net/r/gumushane/15649https://doi.org/10.3906/kim-1501-1121300-0527enTurkish Journal of Chemistryinfo:eu-repo/semantics/openAccessinfo:eu-repo/semantics/articlehttps://gumushane-rdlopen.rawdatalibrary.net/tr/items/gumushane/15649