Startseite Synthesis and biological activities of novel quinazolinone derivatives containing a 1,2,4-triazolylthioether moiety
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Synthesis and biological activities of novel quinazolinone derivatives containing a 1,2,4-triazolylthioether moiety

  • Bo-Ren Yan , Xin-Yang Lv , Huan Du , Man-Ni Gao , Jian Huang und Xiao-Ping Bao EMAIL logo
Veröffentlicht/Copyright: 21. April 2016
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Chemical Papers
Aus der Zeitschrift Chemical Papers Band 70 Heft 7

Abstract

A series of novel quinazolinone derivatives containing a 1,2,4-triazolylthioether moiety were synthesised and their antimicrobial activities were evaluated. All the target compounds were characterised by 1H NMR, 13C NMR, ESI-MS, IR and elemental analyses. The single crystal structure of 3-((5-((2-fluorobenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)methyl)quinazolin-4(3H)-one (VIIi) was also determined. The preliminary bioassays indicated that some of the target compounds possessed good antimicrobial activities. For example, 3-((4-phenyl-5-((4-(trifluoromethyl)benzyl)thio)-4H-1,2,4-triazol-3-yl)methyl)quinazolin-4(3H)-one (VIIs) exhibited the best inhibitory effect against Xanthomonas oryzae pv. oryzae and Xanthomonas axonopodis pv. citri with the half-effective concentration (EC50) values of 47.6 μg mL−1 and 22.1 μg mL−1, respectively, which were superior to the commercial bactericide, bismerthiazol. Meanwhile, 3-((5-((4-chlorobenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)methyl)quinazolin-4(3H)-one (VIIh) exhibited better fungicidal activities against Pellicularia sasakii and Colletotrichum capsici at the concentration of 50 μg mL−1, in comparison with the commercial fungicide, hymexazol.

Keywords: quinazolinone; 1,2,4-triazolylthioether; antimicrobial activity; synthesis

Acknowledgements

This work was financially supported by the National Natural Science Foundation of China (no.21362003).

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Received: 2015-7-7
Revised: 2015-12-10
Accepted: 2016-1-8
Published Online: 2016-4-21
Published in Print: 2016-7-1

© 2016 Institute of Chemistry, Slovak Academy of Sciences

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https://doi.org/10.1515/chempap-2016-0034
Schlagwörter für diesen Artikel
quinazolinone; 1,2,4-triazolylthioether; antimicrobial activity; synthesis

Artikel in diesem Heft

  1. Original Paper
  2. Oxygen transfer rate and pH as major operating parameters of citric acid production from glycerol by Yarrowia lipolytica W29 and CBS 2073
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  7. Original Paper
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  9. Original Paper
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  11. Original Paper
  12. Cr(VI) ion removal from artificial waste water using supported liquid membrane
  13. Original Paper
  14. Waste poly (vinyl chloride) pyrolysis with hydrogen chloride abatement by steelmaking dust
  15. Original Paper
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