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Molecules 2015, 20(1), 807-821; doi:10.3390/molecules20010807

Design, Synthesis and Anti-Tobacco Mosaic Virus (TMV) Activity of 5-Chloro-N-(4-cyano-1-aryl-1H-pyrazol-5-yl)-1-aryl-3-methyl-1H-pyrazole-4-carboxamide Derivatives

College of Plant Protection, Anhui Agricultural University, Hefei 230036, China
State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, China
These authors contributed equally to this work.
Authors to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 28 October 2014 / Accepted: 29 December 2014 / Published: 7 January 2015
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [1514 KB, uploaded 7 January 2015]   |  


A series of novel pyrazole amide derivatives 3a3p which take TMV PC protein as the target has been designed and synthesized by the reactions of 5-chloro-1-aryl-3-methyl-1H-pyrazole-4-carboxylic acids with 5-amino-1-aryl-1H-pyrazole-4-carbonitriles. All the compounds were characterized by 1H-NMR, mass spectroscopy and elemental analysis. Preliminary bioassays indicated that all the compounds acted against the tobacco mosaic virus (TMV) with different in vivo and in vitro modes at 500 μg/mL and were found to possess promising activity. Especially, compound 3p showed the most potent biological activity against tobacco mosaic virus (TMV) compared to ningnanmycin, and a molecular docking study was performed and the binding model revealed that the pyrazole amide moiety was tightly embedded in the binding sites of TMV PC (PDB code: 2OM3). View Full-Text
Keywords: pyrazole amide; synthesis; anti-TMV; molecule docking pyrazole amide; synthesis; anti-TMV; molecule docking

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Xiao, J.-J.; Liao, M.; Chu, M.-J.; Ren, Z.-L.; Zhang, X.; Lv, X.-H.; Cao, H.-Q. Design, Synthesis and Anti-Tobacco Mosaic Virus (TMV) Activity of 5-Chloro-N-(4-cyano-1-aryl-1H-pyrazol-5-yl)-1-aryl-3-methyl-1H-pyrazole-4-carboxamide Derivatives. Molecules 2015, 20, 807-821.

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