Synthesis and Antifungal Activities of 4-Thioquinoline Compounds

4‐Aminoquinolines Bearing a 1,3‐Benzodioxole Moiety: Synthesis and Biological Evaluation as Potential Antifungal Agents

“…As described in Table 1, all the target compounds ( 6a – 6j and 7a – 7n ), as well as the positive control azoxystrobin (a commercial agricultural fungicide), were screened in vitro for their antifungal activities against five phytopathogenic fungi ( P. piricola , A. brassicae , C. lunata , P. grisea and A. alternate ) at 50 μg/mL by using mycelium growth rate method [14,30] . The results revealed that most of the newly synthesized compounds exhibited moderate to excellent inhibitory activities at the concentration of 50 μg/mL, and many of them displayed comparable or more superior antifungal profiles compared with the positive control, particularly for A. brassicae , C. lunata and A. alternate .…”

“…All title compounds were evaluated for their antifungal activities against five phytopathogenic fungi ( Physalospora piricola , Alternaria brassicae , Curvularia lunata , Pyricularia grisea and Alternaria alternate ) by using mycelium growth rate method as reported previously [14,30] . Azoxystrobin, a commercial agricultural fungicide, was used as the positive control.…”

“…Previous studies of our working group investigated some 2,4‐disubstituted quinolines as potential antifungal agents [14,30] . It was found that quinoline derivatives with a phenyl substitution at position 2 and an aniline moiety at position 4 were potent antifungal candidates and the aniline moiety at position 4 played a key role in antifungal potency, which were of great value for further study.…”

“…Among them, quinoline derivatives have always been one of the most prominent bioactive molecules, [6,7] and have also become a class of preferred lead compounds for new agricultural chemicals [8–10] . Quinoline is a common core in many natural compounds and has diverse biological activities, such as antibacterial, [11,12] antifungal, [13,14] antiviral, [15,16] antitumor, [17,18] antimalarial, [19,20] and anti‐inflammatory activities [21] . The excellent biological properties of quinolines have also been well demonstrated by a large number of practical applications, such as quinoxyfen (a commercial agricultural fungicide), tebufloquin (fungicide), 8‐hydroxyquinoline copper (bactericide), hyquincarb (insecticide), fenazaquin (insecticide), quinclorac (herbicide), and ethoxyquin (feed additive).…”

Recent achievements on the agricultural applications of thioether derivatives: A 2010–2020 decade in review

“…Meanwhile, compound 38 (Figure 8) was reported by Hua et al [49] and revealed better in vitro fungicidal activities against C. arachidicola (67%), A. solani (57%), and B. cinerea (29%), which were even better than those of Carbendazim. In addition, a series of novel thioether derivatives containing a 4-thioquinoline moiety were synthesized by Yang et al [50] and evaluated for their in vitro fungicidal activities against F. solani, F. graminearum, A. brassicae, C. lunata, V. mali, and P. grisea. Among them, compound 39 (Figure 8) had potent antifungal activity against V. mali (66.50%), which was comparable to that of Azoxystrobin.…”