Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives

doi:10.3390/12122621

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Molecules 2007, 12(12), 2621-2642; doi:10.3390/12122621

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Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives

Xingwen Gao, Xuejian Cai, Kai Yan, Baoan Song* , Lili Gao and Zhuo Chen

Center for Research and Development of Fine Chemicals, Guizhou University, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guiyang, 550025, P. R. China

* Author to whom correspondence should be addressed.

Received: 8 November 2007; in revised form: 17 December 2007 / Accepted: 25 December 2007 / Published: 27 December 2007

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Abstract: 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, ¹H-NMR and ¹³C-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.

Keywords: 4(3H)-Quinazolinone; Schiff base; synthesis; antiviral activity

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MDPI and ACS Style

Gao, X.; Cai, X.; Yan, K.; Song, B.; Gao, L.; Chen, Z. Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives. Molecules 2007, 12, 2621-2642.

AMA Style

Gao X, Cai X, Yan K, Song B, Gao L, Chen Z. Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives. Molecules. 2007; 12(12):2621-2642.

Chicago/Turabian Style

Gao, Xingwen; Cai, Xuejian; Yan, Kai; Song, Baoan; Gao, Lili; Chen, Zhuo. 2007. "Synthesis and Antiviral Bioactivities of 2-Aryl- or 2-Methyl-3-(substituted- Benzalamino)-4(3H)-quinazolinone Derivatives." Molecules 12, no. 12: 2621-2642.

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