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A series of novel botanical active component 4-chromanone derivatives incorporating carboxamide and 1,3,4-thiadiazole thioether moieties were synthesized and evaluated for their in vitro antibacterial and activities antifungal against  Xanthomonas axonopodis  pv.  citri  ( Xac ),  Xanthomonas oryzae  pv.  oryzicolaby  ( Xoc ) and  Mucor bainieri  ( M. bainieri ),  Mucor fragilis  ( M. fragilis ),  Trichoderma atroviride  ( T. atroviride ), respectively. Antibacterial screening results suggested that the target compounds showed moderate to good antibacterial activities against  Xac  and  Xoc , to the contrary, had lower inhibitory effects on  M. fragilis ,  M. bainieri , and  T. atroviride . Among the target compounds, compound 6-chloro- N -(5-(methylthio)-1,3,4-thiadiazol-2-yl)-4-oxochromane-2-carboxamide ( 6f ) had the best inhibition rates against  Xac  (85.15% and 72.41%, respectivelty) and  Xoc  (95.14% and 82.09%) at 200 and 100 μg/mL, which were superior to Bismerthiazol and Thiodiazole copper. As far as we know, it is the first report on the design, synthesis, and bioactivity evaluation of novel 4-chromanone-derived compounds incorporating carboxamide and 1,3,4-thiadiazole thioether moieties.

phosphorus, sulfur, and silicon and the related elements

Design, synthesis, antibacterial, and antifungal evaluation of novel 4-chromanone-derived compounds incorporating carboxamide and 1,3,4-thiadiazole thioether moieties