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Synthesis and antimicrobial activity of some new 3–[5-(4-substituted) phenyl-1,3,4-oxadiazole-2yl]-2- styrylquinazoline-4(3H)-ones

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Abstract

Several 3-[5-(4-substituted)phenyl-1,3,4-oxadiazole-2-yl]-2-styryl quinazoline-4(3H)-one were synthesized and screened for antibacterial activity against Staphylococcus aureus , Bacillus subtilis, Pseudomonas aeruginosa, and Escherichia coli and antifungal activity against Aspergillus niger and Fusariumoxysporum by the serial dilution technique. Compounds were prepared by reacting corresponding 2-methtyl quinazolinone and 4-subustituted benzaldehydes in glacial acetic acid. Physicochemical and spectral data were consistent with newly synthesized compounds. The prepared compounds were compared with previously synthesized 2-methyl-3-[5-(4-substituted)phenyl-1,3,4-oxadiazole-2-yl]-quinazoline-4(3H)-ones for antimicrobial activity. The present study revealed that styryl moiety at the second position of 4(3H) quinazolinone marginally increased the biological activity and exhibited better antibacterial than antifungal activities.

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References

  • Armarego WL (1963) Quinazolines. Adv Heterocycl Chem 11:253–309

    Article  PubMed  CAS  Google Scholar 

  • Catalogue of strain, Microbial type culture collection, Published by Institute of Microbial Technology (IMTECH), Chandigarh, 2000, 5th ed., (Medium No-137), 138

  • Fisnerova L, Brunova B, Kocfeldova Z, Tikalova J, Maturova E, Grimova (1986) Esters of 3-(2-hydroxyethyl)-4(3H)-quinazolinone with an analgesic effect. Cesk Farm 35:447–50

  • Gravier D, Dupin JP, Casadebaig F, Hou G, Boisseau M, Bernard H (1992) Synthesis and in vitro study of platelet antiaggregant activity of some 4-quinazolinone derivatives. Pharmazie 47:91–4

    PubMed  CAS  Google Scholar 

  • Hazarkhani H, Karima B (2003) A facile synthesis of new 3-(2-benzimidazolyl)-2-alkyl-4-(3H)-quinazolinones under microwave irradiation. Tetrahedron 59:4757–4760

    Article  CAS  Google Scholar 

  • Mishra P, Rajak H, Mehta A (2005) Synthesis of Schiff bases of 2-amino-5-aryl-1,3,4-oxadiazoles and their evaluation for antimicrobial activities. J General Appl Microbiol 2005:133–41

    Article  Google Scholar 

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Acknowledgements

Thanks are due to SAIF, Lucknow for performing spectroscopic studies.

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Correspondence to Sushil K. Kashaw.

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Gupta, V., Kashaw, S.K., Jatav, V. et al. Synthesis and antimicrobial activity of some new 3–[5-(4-substituted) phenyl-1,3,4-oxadiazole-2yl]-2- styrylquinazoline-4(3H)-ones. Med Chem Res 17, 205–211 (2008). https://doi.org/10.1007/s00044-007-9054-3

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  • DOI: https://doi.org/10.1007/s00044-007-9054-3

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