Design, Synthesis, and Bioactivity of Novel Quinazolinone Scaffolds Containing Pyrazole Carbamide Derivatives as Antifungal Agents.
Design, Synthesis, and Bioactivity of Novel Quinazolinone Scaffolds Containing Pyrazole Carbamide Derivatives as Antifungal Agents.
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含有吡唑脲衍生物的新型抗真菌喹唑啉酮支架的设计、合成和生物活性
DOI：
10.3390/cimb44110380
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发表时间：
2022-11-12
影响因子：
3.1
通讯作者：
Yang, Wen
中科院分区：
文献类型：
--
作者：
Lei, Zhiwei;Yao, Jianmei;Liu, Huifang;Bai, Xianjin;Gao, Xingsi;Pan, Qiuyuan;Yang, Wen
本研究设计并合成了32个新型含喹唑啉酮骨架的吡唑脲衍生物，以寻找一种新的防治水稻立枯病的杀菌剂。3-（二氟甲基）-N-（2-（（6，7-二氟-4-氧代喹唑啉-3（4 H）-基）甲基）苯基）-1-甲基-1H-吡唑-4-甲酰胺（6a 11）的单晶X射线衍射证实了目标化合物的结构。体外抗真菌活性测定结果表明，目标化合物对红曲霉有较好的抗菌活性。在100 μg/mL下评价solani。构效关系分析结果表明，当取代活性在6位时，抗真菌活性最高。此外，氯原子的位置和数量直接影响抗真菌活性。进一步的体外生物活性测定结果表明，6a 16（EC_（50）= 9.06 mg/L）具有较好的抑菌活性。对水稻纹枯病菌的毒力高于商品杀菌剂氟康唑（EC 50 = 12.29 mg/L），但低于联苯胺（EC 50 = 0.34 mg/L）。扫描电子显微镜），7.33（SEM）显示N-（2-（（6，8-二氯-4-氧代喹唑啉-3（4 H）-基）甲基）苯基）-3-（二氟甲基）-1-甲基-1H-吡唑-4-甲酰胺（6a 16）也影响菌丝形态。研究结果表明，分子杂交是一种有效的工具，设计抗真菌候选物。同时，含喹唑啉酮片段的吡唑酰胺类化合物具有潜在的抗真菌活性。索拉尼
In this study, 32 novel quinazolinone-scaffold-containing pyrazole carbamide derivatives were designed and synthesized in a search for a novel fungicide against Rhizoctonia solani. Single-crystal X-ray diffraction of 3-(difluoromethyl)-N-(2-((6,7-difluoro-4-oxoquinazolin-3(4H)-yl)methyl)phenyl)-1-methyl-1H-pyrazole-4-carboxamide (6a11) confirmed the structure of the target compounds. The in vitro antifungal activity of the target compounds against R. solani was evaluated at 100 µg/mL. The structure–activity relationship analysis results revealed that antifungal activity was highest when the substitution activity was at position 6. Moreover, the position and number of chlorine atoms directly affected the antifungal activity. Further in vitro bioassays revealed that 6a16 (EC50 = 9.06 mg/L) had excellent antifungal activity against R. solani that was higher than that of the commercial fungicide fluconazole (EC50 = 12.29 mg/L) but lower than that of bixafen (EC50 = 0.34 mg/L). Scanning electron microscopy), 7.33 (SEM) revealed that N-(2-((6,8-dichloro-4-oxoquinazolin-3(4H)-yl)methyl)phenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (6a16) also affected the mycelial morphology. The findings revealed that molecular hybridization was an effective tool for designing antifungal candidates. Meanwhile, pyrazolecarbamide derivatives bearing a quinazolinone fragment exhibited potential antifungal activity against R. solani.
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影响因子：
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作者：
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