Synthesis and biological evaluation of novel angular fused Pyrrolocoumarins

Christos Kontogiorgis, Κonstantinos E. Litinas, Aristea Makri, Demetrios N. Nicolaides, Anastasia Vronteli, Dimitra Hadjipavlou‐Litina, Eleni Pontiki, Asimoula Siohou

Journal of Enzyme Inhibition and Medicinal Chemistry · 2008 · 21 citations · 24 references

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Abstract

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.

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