Synthesis, characterisation and antibacterial activity of substituted 2-quinoline thiosemicarbazones.
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Date
2017
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Abstract
Fifteen quinoline-2-thiosemicarbazone hybrid derivatives were synthesised in a three step
reaction involving formation of the quinoline, oxidation of the 2-methyl group and
condensation to the thiosemicarbazones. The phenylhydrazines were prepared in an additional
step prior to the condensation. Twelve of the fifteen hybrid molecules were novel. A full
structural elucidation of all synthesised compounds were carried out using amongst others 1D
and 2D NMR spectroscopy and mass spectrometry. The data presented here will provide a
basis for the identification of further molecules of this type. The hybrid molecules were then
subjected to antibacterial bioassays against Gram -ve and Gram +ve bacterial strains.
Unfortunately, only one compound, the 6-bromo-4'-fluoro derivative on the (E)-2-quinoline-2-
yl)methylene-N-phenylhydrazinecarbothiamide framework showed any antibacterial activity.
They were active against both Staphylococus aureus and methicillin resistant Staphylococcus
aureus (MRSA) at 387 uM.
Description
Masters Degree. University of KwaZulu-Natal, Durban.