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Synthesis and Antimicrobial Activity of 4-Substituted 1,2,3-Triazole-Coumarin Derivatives

Overview
Journal Molecules
Publisher MDPI
Specialty Biology
Date 2018 Jan 19
PMID 29346325
Citations 18
Authors
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Abstract

A new series of coumarin-1,2,3-triazole conjugates with varied alkyl, phenyl and heterocycle moieties at C-4 of the triazole nucleus were synthesized using a copper(I)-catalysed Huisgen 1,3-dipolar cycloaddition reaction of corresponding -propargylated coumarin () or -propargylated coumarin () with alkyl or aryl azides. Based on their minimal inhibitory concentrations (MICs) against selected microorganisms, six out of twenty-six compounds showed significant antibacterial activity towards (MIC = 12.5-50 µg/mL). Moreover, the synthesized triazoles show relatively low toxicity against human erythrocytes.

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References
1.
Holla B, Poojary K, Sooryanarayana Rao B, Shivananda M . New bis-aminomercaptotriazoles and bis-triazolothiadiazoles as possible anticancer agents. Eur J Med Chem. 2002; 37(6):511-7. DOI: 10.1016/s0223-5234(02)01358-2. View

2.
Almasirad A, Tabatabai S, Faizi M, Kebriaeezadeh A, Mehrabi N, Dalvandi A . Synthesis and anticonvulsant activity of new 2-substituted-5- [2-(2-fluorophenoxy)phenyl]-1,3,4-oxadiazoles and 1,2,4-triazoles. Bioorg Med Chem Lett. 2004; 14(24):6057-9. DOI: 10.1016/j.bmcl.2004.09.072. View

3.
Diaz L, Bujons J, Casas J, Llebaria A, Delgado A . Click chemistry approach to new N-substituted aminocyclitols as potential pharmacological chaperones for Gaucher disease. J Med Chem. 2010; 53(14):5248-55. DOI: 10.1021/jm100198t. View

4.
Hueso-Falcon I, Amesty A, Anaissi-Afonso L, Lorenzo-Castrillejo I, Machin F, Estevez-Braun A . Synthesis and biological evaluation of naphthoquinone-coumarin conjugates as topoisomerase II inhibitors. Bioorg Med Chem Lett. 2017; 27(3):484-489. DOI: 10.1016/j.bmcl.2016.12.040. View

5.
Walasek M, Grzegorczyk A, Malm A, Skalicka-Wozniak K . Bioactivity-guided isolation of antimicrobial coumarins from Heracleum mantegazzianum Sommier & Levier (Apiaceae) fruits by high-performance counter-current chromatography. Food Chem. 2015; 186:133-8. DOI: 10.1016/j.foodchem.2015.02.011. View