Novel Thiochromanone Derivatives Containing a Sulfonyl Hydrazone Moiety: Design, Synthesis, and Bioactivity Evaluation.

A series of novel thiochromanone derivatives containing a sulfonyl hydrazone moiety were designed and synthesized. Their structures were determined by ¹ H-NMR, ¹³ C-NMR, and HRMS. Bioassay results showed that most of the target compounds revealed moderate to good antibacterial activities against Xanthomonas oryzae pv. oryzae , Xanthomonas oryzae pv. oryzicolaby , and Xanthomonas axonopodis pv. citri . Compound 4i had the best inhibitory activity against Xanthomonas oryzae pv. oryzae , Xanthomonas oryzae pv. oryzicolaby , and Xanthomonas axonopodis pv. citri , with the EC ₅₀ values of 8.67, 12.65, and 10.62 μg/mL, which were superior to those of Bismerthiazol and Thiodiazole-copper. Meanwhile, bioassay results showed that all of the target compounds proved to have lower antifungal activities against Sclerotinia sclerotiorum , Fusarium oxysporum , Gibberella zeae , Rhizoctonia solani , Verticillium dahlia , and Botrytis cinerea than those of Carbendazim.