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https://doi.org/10.2478/v10007-012-0037-7

Heterocyclic compounds based on 3-(4-bromophenyl) azo-5-phenyl-2(3H)-furanone: Anti-avian influenza virus (H5N1) activity

EMAN M. FLEFEL ; Department of Photochemistry, National Research Centre, Cairo, Egypt
RANDA E. ABDEL-MAGEID ; Department of Photochemistry, National Research Centre, Cairo, Egypt
WALED A. TANTAWY ; Department of Photochemistry, National Research Centre, Cairo, Egypt
MOHAMED A. ALI ; Virology Laboratory, Environmental Research Division, National Research Center, Cairo, Egypt
ABD EL-GALIL E. AMR ; Drug Exploration & Development Chair (DEDC), College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia


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Abstract

3-[2-(4-Bromphenyl)hydrazono]-5-phenyl-furan-2(3H)-one (1) was used for preparation of some novel pyrazole, pyridazinone, oxadiazole, triazole, thiazolidine and thioxo-pyrimidine derivatives. Some of the prepared products were tested for anti-avian influenza virus activity and revealed promising antiviral activity against H5N1 virus [A/Chicken/Egypt/1/20 % (H5N1)] by determination of both EC50 and LD50 and confirmed by plaque reduction assay on MDCK cells. Compounds 3-[2-(4-bromophenyl)hydrazono]-5-phenylfuran-2(3H)-one 1, 1-(4-bromophenyl)-N-hydroxy-5-phenyl-1H-pyrazole-3-carboxamide 5 and 1-(4-bromophenyl)-N-{2,3-dihydro-4-hydroxy-3-phenyl-6-oxo-2-thioxopyrimidin-1(6H)-yl}-5-phenyl-1H-pyrazole-3-carboxamide (12a) showed the highest effects. Detailed synthesis, spectroscopic data, and antiviral activity of the synthesized compounds are reported.

Keywords

furanone; pyrazole; pyridazinone; oxadiazole; triazole; anti-avian influenza virus (H5N1)

Hrčak ID:

87233

URI

https://hrcak.srce.hr/87233

Publication date:

31.12.2012.

Article data in other languages: croatian

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