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In this study, a series of novel thiochromanone derivatives containing an acylhydrazone moiety were designed and synthesized. Their structures were characterized by  1 H NMR,  13 C NMR, and HRMS. Bioassay results indicated that most of the target compounds exhibited good  in vitro  antibacterial activities against  Xanthomonas oryzae  pv . oryzae  ( Xoo ) , Xanthomonas oryzae  pv . oryzicolaby  ( Xoc ) , and Xanthomonas axonopodis  pv . citri  ( Xac ). Especially, compound methyl 6-chloro-4-(2-(4-fluorobenzoyl)hydrazineylidene)thiochromane-2-carboxylate ( 4f ) revealed the best antibacterial activities against  Xoo ,  Xoc , and  Xac , with the EC 50  values of 15, 28, and 24 μg/mL, respectively, compared with Bismerthiazol and Thiodiazole copper. As far as we know, this is the first report on the antibacterial activity of this series of novel thiochromanone derivatives containing an acylhydrazone moiety.

Design, synthesis, and antibacterial activity of novel thiochromanone derivatives containing an acylhydrazone moiety