Synthesis of some amino acids incorporated 4(3H)-quinazolinones as possible antiherpes viral agents

S. N. Meyyanathan, K. E. Murali, H. R. Chandrashekhar, A. Godavarthi, S. A. Dhanaraj, P. Vijayan, B. Suresh

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Anthranilic acid was refluxed with acetic anhydride and sodium acetate to form N-acetyl anthranilic acid. The acetylated product was cyclised to 4-(2-methy|-4-oxo-4H-quinazolin-3-yl)-benzoic acid (I) with p-aminobenzoic acid in the presence of phosphorous pentoxide and glacial acetic acid. The quinazolinone derivative so formed on reaction with thionyl chloride in the presence of 1,4-dioxan as solvent form the chloro derivative (II) which was then treated with different amino acids gave the title compounds, 4-(2-methyl-4oxo-4H-quinazolin-3yl)-benzoyl aminoacid derivatives (1-5). All the intermediates and title compounds were characterized by physical, chemical, analytical and spectral data. All the title compounds have been screened for their invitro cytotoxic and antiviral activities. Compound 5 showed potent antiviral activity.

Original languageEnglish
Pages (from-to)497-502
Number of pages6
JournalIndian Drugs
Volume43
Issue number6
Publication statusPublished - 01-06-2006

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Antiviral Agents
Quinazolinones
4-Aminobenzoic Acid
Amino Acids
Sodium Acetate
Benzoic Acid
Acetic Acid
anthranilic acid
4-hydroxyquinazoline
acetic anhydride
1,4-dioxane
thionyl chloride

All Science Journal Classification (ASJC) codes

  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery

Cite this

Meyyanathan, S. N., Murali, K. E., Chandrashekhar, H. R., Godavarthi, A., Dhanaraj, S. A., Vijayan, P., & Suresh, B. (2006). Synthesis of some amino acids incorporated 4(3H)-quinazolinones as possible antiherpes viral agents. Indian Drugs, 43(6), 497-502.
Meyyanathan, S. N. ; Murali, K. E. ; Chandrashekhar, H. R. ; Godavarthi, A. ; Dhanaraj, S. A. ; Vijayan, P. ; Suresh, B. / Synthesis of some amino acids incorporated 4(3H)-quinazolinones as possible antiherpes viral agents. In: Indian Drugs. 2006 ; Vol. 43, No. 6. pp. 497-502.
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Meyyanathan, SN, Murali, KE, Chandrashekhar, HR, Godavarthi, A, Dhanaraj, SA, Vijayan, P & Suresh, B 2006, 'Synthesis of some amino acids incorporated 4(3H)-quinazolinones as possible antiherpes viral agents', Indian Drugs, vol. 43, no. 6, pp. 497-502.

Synthesis of some amino acids incorporated 4(3H)-quinazolinones as possible antiherpes viral agents. / Meyyanathan, S. N.; Murali, K. E.; Chandrashekhar, H. R.; Godavarthi, A.; Dhanaraj, S. A.; Vijayan, P.; Suresh, B.

In: Indian Drugs, Vol. 43, No. 6, 01.06.2006, p. 497-502.

Research output: Contribution to journalArticle

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AU - Meyyanathan, S. N.

AU - Murali, K. E.

AU - Chandrashekhar, H. R.

AU - Godavarthi, A.

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AU - Vijayan, P.

AU - Suresh, B.

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N2 - Anthranilic acid was refluxed with acetic anhydride and sodium acetate to form N-acetyl anthranilic acid. The acetylated product was cyclised to 4-(2-methy|-4-oxo-4H-quinazolin-3-yl)-benzoic acid (I) with p-aminobenzoic acid in the presence of phosphorous pentoxide and glacial acetic acid. The quinazolinone derivative so formed on reaction with thionyl chloride in the presence of 1,4-dioxan as solvent form the chloro derivative (II) which was then treated with different amino acids gave the title compounds, 4-(2-methyl-4oxo-4H-quinazolin-3yl)-benzoyl aminoacid derivatives (1-5). All the intermediates and title compounds were characterized by physical, chemical, analytical and spectral data. All the title compounds have been screened for their invitro cytotoxic and antiviral activities. Compound 5 showed potent antiviral activity.

AB - Anthranilic acid was refluxed with acetic anhydride and sodium acetate to form N-acetyl anthranilic acid. The acetylated product was cyclised to 4-(2-methy|-4-oxo-4H-quinazolin-3-yl)-benzoic acid (I) with p-aminobenzoic acid in the presence of phosphorous pentoxide and glacial acetic acid. The quinazolinone derivative so formed on reaction with thionyl chloride in the presence of 1,4-dioxan as solvent form the chloro derivative (II) which was then treated with different amino acids gave the title compounds, 4-(2-methyl-4oxo-4H-quinazolin-3yl)-benzoyl aminoacid derivatives (1-5). All the intermediates and title compounds were characterized by physical, chemical, analytical and spectral data. All the title compounds have been screened for their invitro cytotoxic and antiviral activities. Compound 5 showed potent antiviral activity.

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Meyyanathan SN, Murali KE, Chandrashekhar HR, Godavarthi A, Dhanaraj SA, Vijayan P et al. Synthesis of some amino acids incorporated 4(3H)-quinazolinones as possible antiherpes viral agents. Indian Drugs. 2006 Jun 1;43(6):497-502.