A novel synthesis of 3-aryl coumarins and evaluation of their antioxidant and lipoxygenase inhibitory activity.
A series of coumarin analogues bearing a substituted phenyl ring on position 3 were synthesized via a novel methodology, through an intermolecular condensation reaction of 2-hydroxyacetophenones and 2-hydroxybenzaldehyde, with imidazolyl phenylacetic acid active intermediates. The in vitro antioxidant activity of the synthesized compounds was evaluated using two different antioxidant assays (radical scavenging ability of DPPH stable free radical and inhibition of lipid peroxidation induced by the thermal free radical AAPH). Moreover, the ability of the compounds to inhibit soybean lipoxygenase was determined as an indication of potential anti-inflammatory activity.
Roussaki
Marina
M
National Technical University of Athens, Greece.
Kontogiorgis
Christos A
CA
Hadjipavlou-Litina
Dimitra
D
Hamilakis
Stylianos
S
Detsi
Anastasia
A
D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D008084:Lipoxygenase / Q000378:metabolism*; D015394:Molecular Structure; D013025:Glycine max / Q000201:enzymology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000975:Antioxidants; D003374:Coumarins; D008084:Lipoxygenase