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  • Title: Design, synthesis and antibacterial activities against Xanthomonas oryzae pv. oryzae, Xanthomonas axonopodis pv. Citri and Ralstonia solanacearum of novel myricetin derivatives containing sulfonamide moiety.
    Author: Jiang S, Tang X, Chen M, He J, Su S, Liu L, He M, Xue W.
    Journal: Pest Manag Sci; 2020 Mar; 76(3):853-860. PubMed ID: 31419003.
    Abstract:
    BACKGROUND: Myricetin and sulfonamide derivatives exhibited a wide variety of biological activity. In order to develop highly bioactive molecules, novel myricetin derivatives containing sulfonamide moiety were synthesized and antibacterial activities were investigated. RESULTS: The results of bioassays indicated that compound A12, having an EC50 value of 4.7 μg mL-1 , exhibited the best in vitro antibacterial activities against Xanthomonas oryzae pv. oryzae (X. oryzae pv. o.); EC50 values for this compound were even better than those of thiodiazole-copper (TC, 71.4 μg mL-1 ) and bismerthiazol (BT, 54.7 μg mL-1 ). Compound A2, having an EC50 value of 1.1 μg mL-1 , exhibited the best in vitro antibacterial activities against Xanthomonas axonopodis pv. citri (X. axonopodis pv. c); values were notably better than those of TC (60.0 μg mL-1 ) and BT (48.9 μg mL-1 ). Scanning electron microscopy analysis indicated that compounds A2 and A12 caused the cell membranes of X. axonopodis pv. c and X. oryzae pv. o. to break or deform, respectively. When the concentration of compound A12 was 100 μg mL-1 , the effective curative activity against bacterial leaf blight of rice was 44.2% in vivo and the effective protection activity was 58.2% in vivo, results that were both better than values for TC (18.9 and 21.4%, respectively) and BT (12.5 and 12.5%, respectively). CONCLUSION: Novel myricetin derivatives containing a sulfonamide moiety were synthesized and bioassay results showed that compounds A2 and A12 exhibited the best antibacterial activities. © 2019 Society of Chemical Industry.
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