Journal
ARABIAN JOURNAL OF CHEMISTRY
Volume 10, Issue -, Pages S1336-S1344Publisher
ELSEVIER
DOI: 10.1016/j.arabjc.2013.03.020
Keywords
Coumarin; Dicoumarinyl pyridines; Chichibabin; Antimicrobial; Glucosamine-6-phosphate synthase; Antioxidant
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A convenient one-pot, three-component synthesis of 2, 6-bis (1-coumarin-2-yl)-4-(4-substituted phenyl) pyridine derivatives (3a-k) by Chichibabin reaction has been reported. These compounds were synthesized by the reaction of 3-acetyl coumarin (1a) or 5-bromo 3-acetyl coumarin (1b) with substituted aromatic aldehydes (2a-k) and ammonium acetate under acidic conditions and the structure was confirmed by FT-IR, H-1 NMR, C-13 NMR and Mass spectroscopic methods. The newly synthesized compounds (3a-k) were evaluated for antimicrobial activity,DPPH free radical scavenging activity and ferrous ion-chelating ability. The mode of action of these active compounds was carried out by docking receptor GlcN6P synthase. Compounds 3a, 3b, 3c, and 3d have displayed potential antimicrobial activity and some of the compounds have shown promising antioxidant properties. (C) 2013 Production and hosting by Elsevier B.V. on behalf of King Saud University.
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