Synthesis of pyrazole-4-carboxamides as potential fungicide candidates

被引：16

作者：

Dong, Cuntao ^{[1
]}

Gao, Wei ^{[1
]}

Li, Xiaotian ^{[1
]}

Sun, Susu ^{[1
]}

Huo, Jingqian ^{[1
]}

Wang, Yanen ^{[1
]}

Ren, Da ^{[1
]}

Zhang, Jinlin ^{[1
]}

Chen, Lai ^{[1
]}

机构：

[1] Hebei Agr Univ, Coll Plant Protect, Baoding 071001, Peoples R China

来源：

MOLECULAR DIVERSITY | 2021年 / 25卷 / 04期

基金：

中国国家自然科学基金;

关键词：

Synthesis; Pyrazole carboxamide; Succinate dehydrogenase inhibitor; Fungicidal activity; Molecular docking; SUCCINATE-DEHYDROGENASE; BIOLOGICAL EVALUATION; RESISTANCE; INHIBITOR; DESIGN; ACID;

D O I：

10.1007/s11030-020-10127-w

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of novel pyrazole-4-carboxamides were rationally designed, synthesized, and their structures were characterized by(1)H NMR,C-13 NMR and HRMS. Preliminary bioassay showed that four compounds 8g, 8j, 8o and 8s exhibited more than 90% and even completed inhibition againstAlternaria solaniat 100 mu g/mL; and 8d displayed 100% inhibition against Fusarium oxysporumat the same concentration. Moreover, 8j exhibited good in vitro fungicidal activity against A. solani with EC50 value of 3.06 mu g/mL, and it also displayed completed in vivo protective antifungal activity against A. solanion tomato at 10 mg/L, as boscalid did. The molecular docking results indicated that 8j exhibited the high affinity with SDH protein by H-bond and pi-pi stacking interactions, which may explain the reasons for its good activities. These data support that compound 8 jcould be used as a fungicide candidate for further study. Graphic abstract A practical method for the synthesis of pyrazole-4-carboxamides were provided and evaluation of their antifungal activities. [GRAPHICS] .

引用

页码：2379 / 2388

页数：10

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