Design, synthesis and antimicrobial activities of novel 1,3,5-thiadiazine-2-thione derivatives containing a 1,3,4-thiadiazole group.

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ID: 64102
2019
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Abstract
A series of novel 1,3,5-thiadiazine-2-thione derivatives containing a 1,3,4-thiadiazole group was designed and synthesized. The structures of all the compounds were well characterized using H NMR, C NMR and high-resolution mass spectrometer, and further confirmed by the X-ray diffraction analysis of . The antimicrobial activities of all the target compounds against , , and were evaluated. The in vitro antimicrobial bioassays indicated that some title compounds exhibited noteworthy antimicrobial effects against the above strains. Notably, the compound -(5-(ethylthio)-1,3,4-thiadiazol-2-yl)-2-(5-methyl-6-thioxo-1,3,5-thiadiazinan-3-yl)acetamide () displayed obvious antibacterial effects against and at 100 μg/mL with the inhibition rates of 30% and 56%, respectively, which was better than the commercial bactericide thiodiazole-copper. In addition, the anti- EC value of was 33.70 μg/mL, which was more effective than that of the commercial fungicide hymexazol (67.10 μg/mL). It was found that the substitutes in the 1,3,5-thiadiazine-2-thione and the 1,3,4-thiadiazole rings played a vital role in the antimicrobial activities of the title compounds. More active title compounds against phytopathogenic microorganisms might be obtained via further structural modification.
Reference Key
yan2019designpeerj Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Yan, Jinghua;Si, Weijie;Hu, Haoran;Zhao, Xu;Chen, Min;Wang, Xiaobin;
Journal PeerJ
Year 2019
DOI
10.7717/peerj.7581
URL
Keywords
Antifungal Activity antibacterial activity crop protection 1,3,4-thiadiazole 1,3,5-thiadiazine-2-thione

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