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The influence of halogen substituents on the biological properties of sulfur-containing flavonoids
Institution:1. Department of Materials Science and Engineering, University of Illinois, Urbana, IL 61801, USA;2. Department of Mechanical Science and Engineering, University of Illinois, Urbana, IL, 61801, USA
Abstract:A series of halogen-substituted tricyclic flavonoids containing a 1,3-dithiol-2-ylium moiety has been synthesized from the corresponding 3-dithiocarbamic flavanones. The influence of halogen substituents on the antibacterial properties of the tricyclic flavonoids has been investigated against Staphylococcus aureus and Escherichia coli. On going from fluorine to iodine, these compounds exhibit good to excellent inhibitory properties against both Gram-positive and Gram-negative pathogens. These results suggest that size is the main factor for the change in potency rather than polarity/electronics.
Keywords:Flavonoids  Dithiolium salts  Dithiocarbamates  Antibacterial activity  Aminals
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