Two new series of N-substituted indole derivatives 4a-l and 5a-h were synthesized. Their chemical structures were confirmed using spectroscopic tools including IR, (1)H NMR, (13)C NMR mass spectroscopy and elemental analyses. The results showed no significant cytotoxic activity on either cancer or normal human cells. Anti-inflammatory activity for all target compounds was evaluated in vitro. Compounds 5a-h were found to have better anti-inflammatory activity than 4a-l. The inhibitory activity of COX-2 and 5-LOX were tested for 5a-h. Three compounds, 5c, 5d and 5f showed excellent COX-2 inhibitory activity with IC50 ranging from 0.98 to 1.23 μM compared to the reference celecoxib (1.54 μM). These compounds had a reasonable selectivity index between 7.03 and 8.05. Additionally, p-methylbenzoyl derivative 5g (IC50 = 5.78 μM) had superior 5-LOX inhibitory activity, higher than quercetin. 5e was close to quercetin in its LOX inhibitory activity. Compounds 5a-h were docked inside the active site of COX-2 and 5-LOX enzymes.

BioChemistry Department Cairo General Hospital Egypt

Department of Chemical Biology and Genetics Centre of the Region Haná for Biotechnological and Agricultural Research Institute of Experimental Botany ASCR and Palacký University Šlechtitelů 27 783 71 Olomouc Czech Republic

Department of Pharmaceutical Organic Chemistry Faculty of Pharmacy Beni Suef University Beni Suef Egypt

Laboratory of Growth Regulators Centre of the Region Haná for Biotechnological and Agricultural Research Institute of Experimental Botany ASCR and Palacký University Šlechtitelů 27 783 71 Olomouc Czech Republic; Department of Physical Chemistry Faculty of Science Palacký University 17 Listopadu 1192 12 771 46 Olomouc Czech Republic

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