Studies on the antioxidant activities of some new chromone compounds.
Recent reviews evidence that the naturally occurring compounds containing the chromone skeleton exhibit antiradical activities, providing protection against oxidative stress. The antioxidant activities of 13 new synthesized chromonyl-2,4-thiazolidinediones, chromonyl-2,4-imidazolidinediones and chromonyl-2-thioxoimidzolidine-4-ones were evaluated using in vitro antioxidant assays, including superoxide anion radical (O2(-•)), hydroxyl radical (HO(•)), 2,2-diphenyl-1-picryl-hydrazyl free radical (DPPH(•)) scavenging capacity and total antioxidant capacity ferric ion reducing activity. Superoxide anion radical was produced using potassium superoxide/18-crown-6-ether dissolved in dimethylsulfoxide, and the Fenton-like reaction (Fe(II) + H2O2) was a generator of hydroxyl radicals. Chemiluminescence, spectrophotometry, electron paramagnetic resonance (EPR) and 5,5-dimethyl-1-pyrroline-N-oxide (DMPO) as the spin trap were the measurement techniques. The results showed that the majority of the chromone derivatives tested showed a strong scavenging effect towards free radicals, similar to the chemiluminescence reaction with superoxide anion radical with a high activity, inhibition of the DMPO-OOH radical EPR signal (24-58%), the DMPO-OH radical EPR signal (4-75%) and DPPH radical EPR signal (6-100%) at 1 mmol/L. Several of the examined compounds exhibited the high reduction potentials. The results obtained show that the new synthesized chromone derivatives may directly scavenger reactive oxygen species and thus may play a protective role against oxidative damage.
Department of History of Medicine and Medical Ethics, Pomeranian Medical University, Rybacka 1, 70-204, Szczecin, Poland.
Aleksandra
A
Kładna
Paweł
P
Berczyński
Teresa
T
Piechowska
Irena
I
Kruk
Hassan Y
HY
Aboul-Enein
Meltem
M
Ceylan-Unlusoy
Eugen J
EJ
Verspohl
Rahmiye
R
Ertan
D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002867:Chromones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005609:Free Radicals / Q000037:antagonists & inhibitors; D015394:Molecular Structure; D018384:Oxidative Stress / Q000187:drug effects; D013481:Superoxides / Q000037:antagonists & inhibitors
D000975:Antioxidants; D002867:Chromones; D005609:Free Radicals; D013481:Superoxides
EPR; chemiluminescence; chromonyl-2,4-imidazolidinediones; chromonyl-2,4-thiazolidinediones; free radical scavenging