Keywords
4-hydroxyquinolin-2(1H)-one
Antibacterial activity
malonates
Michael addition
NMR spectroscopy
Abstract
Six new 4-hydroxyquinolin-2(1H)-one derivatives bearing malonate and 3,4-alkylenedioxyphenyl moieties were synthesised via the 1,4-Michael addition of 6-halogeno-4-hydroxyquinolin-2-ones to arylidene malonates in 54--62% yields. NMR spectroscopy revealed unusual resonance of the benzylic methine proton that was attributed to conformational exchange and/or intramolecular hydrogen bonding. The obtained compounds showed low cytotoxicity in the MTT assay and slight antibacterial activity.
Funders
Ministry of Education and Science of the Russian Federation
AAAA-A21-121012290046-4
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