Chinese Journal of Organic Chemistry >
Synthesis and Antifungal Activity of 7-Phenyl-6H,7H-1,3,4-thia- diazolo[3,2-a]-thiochromeno[4,3-d]pyrimidine Compounds
Received date: 2021-01-31
Revised date: 2021-02-20
Online published: 2021-03-09
Supported by
Natural Science Foundation of Hebei Province(B2018201269); Science and Technology Project of Hebei Education Department(ZD2019060); Young Talent of Hebei Province, the Natural Science Interdisciplinary Research Program of Hebei University(DXK201912); Post-Graduate Innovation Fund Project of Hebei University(hbu2020ss054)
According to the principle of active substructure splicing and bioisosterism, sixteen 7-phenyl-6H,7H-1,3,4-thiadia- zolo[3,2-a]-thiochromeno[4,3-d]pyrimidine compounds containing a fused-ring were designed and synthesized. The target compounds were confirmed by1H NMR, 13C NMR and HRMS. The preliminary antifungal activity assay showed that these compounds exhibited a good antifungal activity in vitro on superficial fungi, such as Mucor racemosus,Epidermophyton floccosum,Trichophyton rubrum and Trichophyton mentagrophytes, compound 5d was found to be very sensitive (minimum inhibitory concentration (MIC): 4 μg•mL –1) to Trichophyton rubrum. While on invasive fungi, such as Cryptococcus neoformans, Candida albicans and Aspergillus fumigatus, they exhibited lower activity than that of superficial fungi. They exhibited significant inhibition activity against five plant pathogens. MIC value of compound 5l against Aspergillusnigervan tiegh and Phytophthora infestans was 8 μg•mL –1.
Jinjiao Dong , Xinyue Zhu , Siran Feng , Chaochao Zhang , Zhenming Liu , Xiaoqiang Qiao , Yali Song . Synthesis and Antifungal Activity of 7-Phenyl-6H,7H-1,3,4-thia- diazolo[3,2-a]-thiochromeno[4,3-d]pyrimidine Compounds[J]. Chinese Journal of Organic Chemistry, 2021 , 41(6) : 2467 -2475 . DOI: 10.6023/cjoc202101056
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