Cytotoxic activity of 4 '-hydroxychalcone derivatives against Jurkat cells and their effects on mammalian DNA topoisomerase I
Articles > Article · 2009
Authors: Halise İnci GÜL, Mehmet Murat ÇİZMECİOĞLU, Sevil Zencir, Mustafa GÜL, Pakize CANTURK, Mustafa ATALAY, Zeki TOPÇU
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, Journal Indexed in SCI Expanded, International, 2009, vol 24, pp 804-807
DOI: 10.1080/14756360802399126
Summary
Chalcones (1,3-diaryl-2-propen-1-ones) are alpha, beta-unsaturated ketones with cytotoxic and anticancer properties. Several reports have shown that compounds with cytotoxic properties may also interfere with DNA topoisomerase functions. Five derivatives of 4'-hydroxychalcones were examined for cytotoxicity against transformed human T (Jurkat) cells as well as plasmid supercoil relaxation experiments using mammalian DNA topoisomerase I. The compounds were 3-phenyl-1-(4'-hydroxyphenyl)-2-propen-1-one (I), 3-(p-methylphenyl)-1-(4'-hydroxyphenyl)-2-propen-1-one (II), 3-(p-methoxyphenyl)-1-(4'-hydroxyphenyl)-2-propen-1-one (III), 3-(p-chlorophenyl)-1-(4'-hydroxyphenyl)-2-propen-1-one (IV), and 3-(2- thienyl)-1-(4'-hydroxyphenyl)-2-propen-1-one (V). The order of the cytotoxicity of the compounds was; IV > III > II > I > V. Compound IV, had the highest Hammett and log P values (0.23 and 4.21, respectively) and exerted both highest cytotoxicity and strongest DNA topoisomerase I inhibition. Compounds I and II gave moderate interference with the DNA topoisomerase I while III & V did not interfere with the enzyme.