Abstract
In the present investigation, a series of dihydrotriazine derivatives-bearing 5-aryloxypyrazole moieties were synthesized and their structures were confirmed by different spectral tools. The biological evaluation in vitro revealed that some of the target compounds exerted good antibacterial and antifungal activity in comparison with the reference drugs. Among these novel hybrids, compound 10d showed the most potent activity with minimum inhibitory concentration values (MIC) of 0.5 µg/mL against S. aureus 4220, MRSA 3506 and E. coli 1924 strain. The cytotoxic activity of the compounds 6d, 6m, 10d and 10g was assessed in MCF-7 and HeLa cells. Growth kinetics study showed significant inhibition of bacterial growth when treated with different conc. of 10d. In vitro enzyme study implied that compound 10d exerted its antibacterial activity through DHFR inhibition. Moreover, significant inhibition of biofilm formation was observed in bacterial cells treated with MIC conc. of 10d as visualized by SEM micrographs.
Graphic abstract
Twenty-nine target compounds were designed, synthesized and evaluated in terms of their antibacterial and antifungal activities.
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Acknowledgements
This work was supported by the National Natural Science Foundation of China (No. 81773692); the Science and Technology Department of Jilin Province (No. 20180311016YY), the Department of Education of Jilin Province (No. JJKH20191070KJ); the Health Department of Jilin Province (No. 2018ZC034); and the Doctoral Foundation of Jilin Medical University (No. JYBS2018007).
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Zhang, TY., Li, CS., Cui, MY. et al. Design, synthesis and evaluation of dihydrotriazine derivatives-bearing 5-aryloxypyrazole moieties as antibacterial agents. Mol Divers 25, 861–876 (2021). https://doi.org/10.1007/s11030-020-10071-9
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DOI: https://doi.org/10.1007/s11030-020-10071-9