Design, synthesis, antifungal evaluation, and molecular docking of novel 1,2,4-triazole derivatives containing oxime ether and cyclopropyl moieties as potential sterol demethylase inhibitors

2021 ◽  
Author(s):  
Sheng-Xin Sun ◽  
Jing-Hua Yan ◽  
Jiang-Tao Zuo ◽  
Xiao-Bin Wang ◽  
Min Chen ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Oxime Ether ◽  
Design Synthesis ◽  
Antifungal Activities ◽  
Triazole Derivatives

A series of novel triazole derivatives containing oxime ether and cyclopropyl moieties were designed and synthesized. Some compounds exhibited remarkable antifungal activities. The molecular docking of compound 5k with FgCYP51 was investigated.

scholarly journals Design, Synthesis and Fungicidal Activity of New 1,2,4-Triazole Derivatives Containing Oxime Ether and Phenoxyl Pyridinyl Moiety

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5852
Author(s):  
Hui Bai ◽  
Xuelian Liu ◽  
Pengfei Chenzhang ◽  
Yumei Xiao ◽  
Bin Fu ◽  
...  
Keyword(s):  
High Resolution Mass Spectrometry ◽  
Binding Modes ◽  
Oxime Ether ◽  
Single Crystal Diffraction ◽  
Design Synthesis ◽  
Antifungal Activities ◽  
Triazole Derivatives ◽  
Pyridine Moiety ◽  
New Compounds

A series of novel 1,2,4-triazole derivatives containing oxime ether and phenoxy pyridine moiety were designed and synthesized. The new compounds were identified by nuclear magnetic resonance (NMR) spectroscopy and high-resolution mass spectrometry (HRMS). Compound (Z)-1-(6-(4-nitrophenoxy)pyridin-3-yl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one O-methyl oxime (5a18) was further confirmed by X-ray single crystal diffraction. Their antifungal activities were evaluated against eight phytopathogens. The in vitro bioassays indicated that most of the title compounds displayed moderate to high fungicidal activities. Compound (Z)-1-(6-(4-bromo-2-chlorophenoxy)pyridin-3-yl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one O-methyl oxime (5a4) exhibited a broad-spectrum antifungal activities with the EC50 values of 1.59, 0.46, 0.27 and 11.39 mg/L against S. sclerotiorum, P. infestans, R. solani and B. cinerea, respectively. Compound (Z)-1-(6-(2-chlorophenoxy)pyridin-3-yl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one O-benzyl oxime (5b2) provided the lowest EC50 value of 0.12 mg/L against S. sclerotiorum, which were comparable to the commercialized difenoconazole. Moreover, homologous modeling and molecular docking disclosed possible binding modes of compounds 5a4 and 5b2 with CYP51. This work provided useful guidance for the discovery of new 1,2,4-triazole fungicides.

scholarly journals Design, Synthesis, Molecular Docking and Biological Evaluation of Novel Coumarin-Oxime Ether Derivatives as COX-2 Inhibitors

2017 ◽  
Vol 29 (11) ◽  
pp. 2559-2564
Author(s):  
M. Vijaya Bhargavi ◽  
P. Shashikala ◽  
M. Sumakanth ◽  
Shravan Kumar Gunda
Keyword(s):  
Molecular Docking ◽  
Biological Evaluation ◽  
Oxime Ether ◽  
Design Synthesis ◽  
Cox 2 ◽  
Cox 2 Inhibitors

Design, Synthesis, and Molecular Docking Studies of Pyrazine Containing 1,2,3-Triazole Derivatives

2016 ◽  
Vol 54 (2) ◽  
pp. 1492-1505
Author(s):  
Radhakrishnam Raju Ruddarraju ◽  
Adharvana Chari Murugulla ◽  
Ravindar Kotla ◽  
Muni Chandra Babu Tirumalasetty ◽  
Rajendra Wudayagiri ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Docking Studies ◽  
Design Synthesis ◽  
Triazole Derivatives ◽  
Molecular Docking Studies

Novel 1,2,4-triazole derivatives as potential anticancer agents: Design, synthesis, molecular docking and mechanistic studies

2018 ◽  
Vol 76 ◽  
pp. 314-325 ◽  
Author(s):  
Hany A.M. El-Sherief ◽  
Bahaa G.M. Youssif ◽  
Syed Nasir Abbas Bukhari ◽  
Mohamed Abdel-Aziz ◽  
Hamdy M. Abdel-Rahman
Keyword(s):  
Molecular Docking ◽  
Anticancer Agents ◽  
Mechanistic Studies ◽  
Design Synthesis ◽  
Triazole Derivatives

Design, synthesis and antifungal activities of novel 1,2,4-triazole derivatives

2011 ◽  
Vol 46 (7) ◽  
pp. 3142-3148 ◽  
Author(s):  
Jianming Xu ◽  
Yongbing Cao ◽  
Jun Zhang ◽  
Shichong Yu ◽  
Yan Zou ◽  
...  
Keyword(s):  
Design Synthesis ◽  
Antifungal Activities ◽  
Triazole Derivatives

scholarly journals Design, synthesis, and antifungal activities of novel triazole derivatives containing the benzyl group

2015 ◽  
pp. 1459
Author(s):  
Shichong Yu ◽  
Kehan Xu ◽  
Lei Huang ◽  
Zheng Xu ◽  
Yanwei Wang ◽  
...  
Keyword(s):  
Design Synthesis ◽  
Antifungal Activities ◽  
Triazole Derivatives
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