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Synthesis of new triazole tethered derivatives of curcumin and their antibacterial and antifungal properties

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New derivatives of curcumin connected to 1,2,3-triazole ring were synthesized by Knoevenagel reaction of the middle carbon with aromatic aldehydes, followed by alkyne-azide 1,3-dipolar cycloaddition. These new compounds were evaluated… Click to show full abstract

New derivatives of curcumin connected to 1,2,3-triazole ring were synthesized by Knoevenagel reaction of the middle carbon with aromatic aldehydes, followed by alkyne-azide 1,3-dipolar cycloaddition. These new compounds were evaluated for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, Bacillus cereus and Pseudomonas aeruginosa. Many of the synthesized compounds showed a better antibacterial and antifungal activity in comparison with the parent molecule, curcumin. Then quantitative structure–activity relationship (QSAR) modeling was performed to determine the structural descriptors which correlate to the antibacterial and antifungal activities with the synthesized curcumin derivatives. QSAR study showed a good agreement between the experimental results and the predicted values.

Keywords: antibacterial antifungal; tethered derivatives; new triazole; synthesis new; derivatives curcumin; triazole tethered

Journal Title: Journal of the Iranian Chemical Society
Year Published: 2018

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