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Design, synthesis, and biological evaluation of new 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

New 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives have been synthesized by a CuAAC reaction and their antibacterial and antifungal activity has been evaluated. Some of the derivatives showed remarkable in vitro antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, Pseudomonas aeruginosa, and Klebsiella pneumoniae and moderate antifungal activity. In addition, molecular docking studies of these compounds into the active site of Staphylococcus aureus tyrosyl-tRNA synthetase were performed. The docking study revealed that all compounds have considerable binding energies and good affinity toward the active site of the enzyme.

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This work was funded by the University Grants Comission, New Delhi (MRP-Major-chem-2013-21956, 01.07.2015).

Authors thank Department of Chemistry, GITAM Deemed to be University for providing lab facilities; Althaf Hussain, Department of Biotechnology, Kakatiya University, for supporting biological evaluation; Prof. G. A. Ramarao and Dr. G. Rambabu, Department of Chemistry, GITAM Deemed to be University for the valuable suggestions.

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Correspondence to Shiva Kumar Koppula.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(6), 630–637

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Vennam, D.K.R., Thatipamula, R.K., Haridasyam, S.B. et al. Design, synthesis, and biological evaluation of new 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives. Chem Heterocycl Comp 54, 630–637 (2018). https://doi.org/10.1007/s10593-018-2319-6

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