title: 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.
abstract: A series of novel pyrazole amide derivatives 3a-3p 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).
authors.affiliation: College of Plant Protection, Anhui Agricultural University, Hefei 230036, China. xiaojj187012@163.com.
authors.forename: Jin-Jing
authors.initials: JJ
authors.lastname: Xiao
authors.affiliation: College of Plant Protection, Anhui Agricultural University, Hefei 230036, China. liaomin3119@126.com.
authors.forename: Min
authors.initials: M
authors.lastname: Liao
authors.affiliation: College of Plant Protection, Anhui Agricultural University, Hefei 230036, China. chumingjie@ahau.edu.cn.
authors.forename: Ming-Jie
authors.initials: MJ
authors.lastname: Chu
authors.affiliation: College of Plant Protection, Anhui Agricultural University, Hefei 230036, China. renzilix@163.com.
authors.forename: Zi-Li
authors.initials: ZL
authors.lastname: Ren
authors.affiliation: State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, China. zhangxinzxn@126.com.
authors.forename: Xin
authors.initials: X
authors.lastname: Zhang
authors.affiliation: College of Plant Protection, Anhui Agricultural University, Hefei 230036, China. lvxianhai@ahau.edu.cn.
authors.forename: Xian-Hai
authors.initials: XH
authors.lastname: Lv
authors.affiliation: College of Plant Protection, Anhui Agricultural University, Hefei 230036, China. haiquncao@163.com.
authors.forename: Hai-Qun
authors.initials: HQ
authors.lastname: Cao
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D008826:Microbial Sensitivity Tests; D062105:Molecular Docking Simulation; D066244:Proton Magnetic Resonance Spectroscopy; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship; D021241:Spectrometry, Mass, Electrospray Ionization; D014027:Tobacco Mosaic Virus / Q000187:drug effects*
chemical_list: D000998:Antiviral Agents; D011720:Pyrazoles