Vanillin allied 1,2,3- triazole as a selective sensor for detection of Al3+ ions: A potent inhibitor against Entamoeba histolytica
2022; Elsevier BV; Volume: 1273; Linguagem: Inglês
10.1016/j.molstruc.2022.134325
ISSN1872-8014
AutoresGurjaspreet Singh, Sofia Gupta, Diksha Diksha, Suman Rani, Sushma Sushma, Priyanka Priyanka, Tamana, Yamini Thakur, Vikas Vikas,
Tópico(s)Synthesis and biological activity
Resumo• Vanillin appended 1,2,3-triazoles have been synthesized by copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. • UV-Vis and Fluorescence spectroscopy have been utilised for investigating the sensing behaviour of 5a-5e against the various tested metal ions. • Pharmacokinetics studies of the compounds 5a-5e were studied. • In-silico molecular docking studies were performed of the compound 5a with Entamoeba Histolytica. A new set of triazoles (5a-5e) has been designed in this paper utilizing a Cu(I) catalyzed click reaction, and their characterizations have been carried out using different spectroscopic methods such as 1 H and 13 C NMR, TGA, and mass spectrometry. UV-Vis and fluorescence spectroscopy validated the compound 5a 's outstanding selectivity and sensitivity toward Al 3+ ions with no appreciable interference from other metal ions.The compound 5a binds to Al 3+ in 1:1 stoichiometry, as determined by Job's plot. The high value of binding constants were 2.878 × 10 6 M −1 and 4.101 × 10 7 M −1 , as determined by the B-H plot and the Stern-Volmer plot, respectively. The LOD values obtained from absorption and emission spectroscopy are 0.04 × 10 −8 M and 0.012 × 10 −9 M, respectively. MOLINSPIRATION and ADMET studies were used to determine the pharmacokinetic characteristics of the synthesized compounds. The transferase protein of the protozoan Entamoeba histolytica was used in molecular docking in-silico experiments to investigate the use of compound 5a in biological areas. A high binding energy of -7.59 Kcal mol −1 and a low value of inhibition constant of 2.75µM demonstrated that the ligand may operate as a good inhibitor for this parasite and might be employed as an anti- parasitic agent in the future.
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