Journal
MEDICINAL CHEMISTRY RESEARCH
Volume 23, Issue 6, Pages 3005-3018Publisher
SPRINGER BIRKHAUSER
DOI: 10.1007/s00044-013-0880-1
Keywords
Microwave irradiation; Click chemistry; 1,2,3-Triazoles; Antimicrobial activity
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Funding
- UGC, New Delhi, India
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An environmentally benign and economic synthesis of 1-[7-(1-benzyl-1H-[1,2,3]triazol-4-ylmethoxy)-2,2-dimethyl-chroman-6-yl]-3-aryl-2-propen-1-ones and 1-[5-(1-benzyl-1H-[1,2,3]triazol-4-ylmethoxy)-2,2-dimethyl-chroman-6-yl]-3-aryl-propen-1-ones is described. The procedure takes place by the 1,3-dipolar cycloaddition (''click-reaction'') between azides and alkynes catalysed by copper (I) salts. The simplicity of this reaction and the ease of formation and purification of the resulting products have opened new opportunities in generating vast arrays of compounds with biological potential. The structures of the synthesized compounds have been established on the basis of physical and spectral data. All the synthesized compounds were tested in vitro for their antibacterial and antifungal activities. Compounds 8a (R-1=H, R-2=H, R-3=H), 8b (R-1=H, R-2=CH3, R-3=H), 8d (R-1=OCH3, R-2=OCH3, R-3=H), 8e (R-1=OCH3, R-2=OCH3, R-3=OCH3), 13a (R-1=H, R-2=H, R-3=H), 13d (R-1=OCH3, R-2=OCH3, R-3=H) and 13e (R-1=OCH3, R-2=OCH3, R-3=OCH3) showed significant antimicrobial properties.
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