Synthesis and biological evaluation of novel angular fused Pyrrolocoumarins.
Angular pyrrolocoumarins were synthesized from the reaction of 4-hydroxyindole or 5-hydroxyindole with DMAD and PPh(3) and were tested for anti-inflammatory and antioxidant activity. These compounds significantly inhibited the carrageenin-induced paw edema (60.5%-73.4%) and have important scavenging activity. Although their interaction with the free stable radical DPPH is not high, compound 9 is the most potent (73.4%) in the in vivo experiment. Compound 7 seems to be a potent LOX inhibitor. An attempt was made to correlate the biological results with their structural characteristics and physicochemical parameters.
Kontogiorgis
Christos
C
Department of Chemistry, Aristotle University of Thessaloniki, Thessaloniki, Greece.
Litinas
Konstantinos E
KE
Makri
Aristea
A
Nicolaides
Demetrios N
DN
Vronteli
Anastasia
A
Hadjipavlou-Litina
Dimitra J
DJ
Pontiki
Eleni
E
Siohou
Asimoula
A
D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis / Q000494:pharmacology; D003374:Coumarins / Q000138:chemical synthesis* / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000494:pharmacology; D006801:Humans; D008084:Lipoxygenase / Q000378:metabolism; D011517:Prothrombin Time; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology*; D013025:Glycine max / Q000201:enzymology
D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D003374:Coumarins; D004791:Enzyme Inhibitors; D016166:Free Radical Scavengers; D011758:Pyrroles; D008084:Lipoxygenase