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1860797488218243072
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INTELEK Repository
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Online Access
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https://intelek.unisza.edu.my/intelek/pages/search.php?search=!collection407072
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2024-08-27 15:32:31
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Restricted Document
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12936
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UniSZA
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7243-01-FH02-FF-20-42809.pdf
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oai_dc
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https://intelek.unisza.edu.my/intelek/pages/view.php?ref=12936
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12936 https://intelek.unisza.edu.my/intelek/pages/view.php?ref=12936 https://intelek.unisza.edu.my/intelek/pages/search.php?search=!collection407072 Restricted Document Article Journal application/pdf 14 1.7 Adobe Acrobat Pro DC 20.6.20042 2024-08-27 15:32:31 7243-01-FH02-FF-20-42809.pdf UniSZA Private Access Biological studies of novel aspirin-chalcone derivatives bearing variable substituents Journal of Agrobiotechnology The evolution of drug resistant bacteria has now becoming a major concern in the search for new antibacterial agent. Ongoing interest has also developing to find a new class of compounds with antioxidant properties. Herein, a series of hydroxylated chalcones 1a-g and aspirin-chalcone derivatives 2a-g were successfully synthesised for antibacterial and antioxidant properties. Chalcones 1a-g were prepared by Claisen-Schmidt condensation of 4-hydroxyacetophenone and benzaldehyde derivatives, while 2a-g were synthesised via esterification of aspirin with 1a-g. All the synthesised compounds were elucidated using CHNS elemental analysis, FTIR, 1H and 13C NMR spectroscopy, and X-ray crystallography. All compounds were evaluated for antibacterial assay via disc diffusion method and antioxidant assay using stable free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH). Only 1a showed moderate activity against Escherichia coli, while 1b-g and 2a-g showed no inhibition against E. coli and Staphylococcus aureus in comparison ampicillin as standard antibiotic. Compounds 1b-g and 2a-g having various substituents contributed to bulky molecular structures and caused difficult penetration into the cell membrane thus, unable to inhibit the bacterial growth. Compounds 1a-g and 2a-g also displayed poor antioxidant properties on DPPH in comparison to ascorbic acid due to low phenolic pharmacophore. The formation of bulky structures for 2a-g have hindered the antioxidant properties compared to 1a-g. 11 1 20-31
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| spellingShingle |
Biological studies of novel aspirin-chalcone derivatives bearing variable substituents
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| summary |
The evolution of drug resistant bacteria has now becoming a major concern in the search for new antibacterial agent. Ongoing interest has also developing to find a new class of compounds with antioxidant properties. Herein, a series of hydroxylated chalcones 1a-g and aspirin-chalcone derivatives 2a-g were successfully synthesised for antibacterial and antioxidant properties. Chalcones 1a-g were prepared by Claisen-Schmidt condensation of 4-hydroxyacetophenone and benzaldehyde derivatives, while 2a-g were synthesised via esterification of aspirin with 1a-g. All the synthesised compounds were elucidated using CHNS elemental analysis, FTIR, 1H and 13C NMR spectroscopy, and X-ray crystallography. All compounds were evaluated for antibacterial assay via disc diffusion method and antioxidant assay using stable free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH). Only 1a showed moderate activity against Escherichia coli, while 1b-g and 2a-g showed no inhibition against E. coli and Staphylococcus aureus in comparison ampicillin as standard antibiotic. Compounds 1b-g and 2a-g having various substituents contributed to bulky molecular structures and caused difficult penetration into the cell membrane thus, unable to inhibit the bacterial growth. Compounds 1a-g and 2a-g also displayed poor antioxidant properties on DPPH in comparison to ascorbic acid due to low phenolic pharmacophore. The formation of bulky structures for 2a-g have hindered the antioxidant properties compared to 1a-g.
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| title |
Biological studies of novel aspirin-chalcone derivatives bearing variable substituents
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| title_full |
Biological studies of novel aspirin-chalcone derivatives bearing variable substituents
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| title_fullStr |
Biological studies of novel aspirin-chalcone derivatives bearing variable substituents
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| title_full_unstemmed |
Biological studies of novel aspirin-chalcone derivatives bearing variable substituents
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| title_short |
Biological studies of novel aspirin-chalcone derivatives bearing variable substituents
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| title_sort |
biological studies of novel aspirin-chalcone derivatives bearing variable substituents
|