1. Academic Validation
  2. Novel Cinnamic Acid Derivatives Containing the 1,3,4-Oxadiazole Moiety: Design, Synthesis, Antibacterial Activities, and Mechanisms

Novel Cinnamic Acid Derivatives Containing the 1,3,4-Oxadiazole Moiety: Design, Synthesis, Antibacterial Activities, and Mechanisms

  • J Agric Food Chem. 2021 Oct 13;69(40):11804-11815. doi: 10.1021/acs.jafc.1c03087.
Shaobo Wang 1 Jixiang Chen 1 Jing Shi 1 Zhijia Wang 1 Deyu Hu 1 Baoan Song 1
Affiliations

Affiliation

  • 1 State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang550025, China.
Abstract

There is a lack of effective Antibacterial agents against rice Bacterial leaf streak and leaf blight. Cinnamic acid derivatives containing the 1,3,4-oxadiazole moiety were synthesized, and their Antibacterial activities against Xanthomonas oryzae pv. oryzicola (Xoc) and X. oryzae pv. oryzae (Xoo) were evaluated. Based on the three-dimensional quantitative structure-activity relationship (3D-QSAR) model, compound 31 with better Antibacterial activity against Xoc was designed and synthesized, and the 50% effective concentration (EC50) value was 0.2 mg/L. The curative and protective activities of compound 31 against rice Bacterial leaf streak at 100 mg/L were 39.5 and 35.4%, respectively, which were higher than those of thiodiazole copper (28.4 and 20.7%, respectively). The Antibacterial activity of compound 31 against rice Bacterial leaf streak is closely associated with the activity of related defensive Enzymes and the increase in glutathione metabolism.

Keywords

1,3,4-oxadiazole; 3D-QSAR; Xanthomonas oryzae pv. oryzae; Xanthomonas oryzae pv. oryzicola; antibacterial activity; cinnamic acid; mechanisms of action.

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