Synthesis and antiviral bioactivities of 2-aryl- or 2-methyl-3-(substituted- benzalamino)-4(3H)-quinazolinone derivatives.
A simple and general method has been developed for the synthesis of various4(3H)-quinazolinone derivatives by the treatment of the appropriate 3-amino-2-aryl-4(3H)-quinazolinone with a substituted benzaldehyde in ethanol. The structures of the compoundswere characterized by elemental analysis, IR, (1)H-NMR and (13)C-NMR spectra. The title 2-aryl- or 2-methyl-3-(substituted-benzalamino)-4(3H)-quinazolinone compounds III-1~III-31 were found to possess moderate to good antiviral activity. Semi-quantitative PCR andReal Time PCR assays were used to ascertain the target of action of compound III-31against TMV. The studies suggest that III-31 possesses antiviral activity due to inductionof up-regulation of PR-1a and PR-5, thereby inhibiting virus proliferation and movementby enhancement of the activity of some defensive enzyme.
Gao
Xingwen
X
Center for Research and Development of Fine Chemicals, Guizhou University, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guiyang, 550025, PR China.
Cai
Xuejian
X
Yan
Kai
K
Song
Baoan
B
Gao
Lili
L
Chen
Zhuo
Z
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001483:Base Sequence; D002247:Carbon Isotopes; D005658:Fungi / Q000187:drug effects; D018506:Gene Expression Regulation, Plant; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D018515:Plant Leaves / Q000187:drug effects / Q000235:genetics / Q000821:virology; D016133:Polymerase Chain Reaction; D052999:Quinazolinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D014026:Nicotiana / Q000187:drug effects / Q000235:genetics / Q000821:virology; D014027:Tobacco Mosaic Virus / Q000187:drug effects
D000998:Antiviral Agents; D002247:Carbon Isotopes; D052999:Quinazolinones