The influence of halogen substituents on the biological properties of sulfur-containing flavonoids.

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.

journal_name

Bioorg Med Chem

authors

Bahrin LG,Sarbu LG,Hopf H,Jones PG,Babii C,Stefan M,Birsa ML

doi

10.1016/j.bmc.2016.05.044

subject

Has Abstract

pub_date

2016-07-15 00:00:00

pages

3166-73

issue

14

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(16)30376-5

journal_volume

24

pub_type

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