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Green Synthesis of new Trizole Based Heterocyclic Amino Acids Ligands and their Transition Metal Complexes. Characterization, Kinetics, Antimicrobial and Docking Studies
Author(s) -
ElSaghier A.M.,
Abd ElHalim H.F.,
AbdelRahman Laila H.,
Kadry A.
Publication year - 2019
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4641
Subject(s) - chemistry , benzaldehyde , proton nmr , transition metal , carbon 13 nmr , nuclear chemistry , docking (animal) , antibacterial activity , catalysis , aspergillus niger , stereochemistry , micrococcus luteus , metal , medicinal chemistry , organic chemistry , escherichia coli , bacteria , medicine , nursing , genetics , gene , biochemistry , biology
Two novel amino acids imine ligands (H 2 L 1 and H 2 L 2 ) have been synthesized using green condensation reaction from 2‐[3‐Amino‐5‐(2‐hydroxy‐phenyl)‐5‐methyl‐1,5‐dihydro‐[1, 2, 4]triazol‐4‐yl]‐3‐(1H‐indol‐3‐yl)‐propionic acid with benzaldehyde/ p ‐flouro benzaldehyde (1:1 molar ratio) in the presence of lemon juice as a natural acidic catalyst in aqueous medium. Their transition metal complexes have been prepared in a molar ratio (1:1). Characterization of the ligands and complexes using elemental analysis, spectroscopic studies, 1 HNMR, 13 CNMR, and thermal analysis has been reported. E*, ΔH*, ΔS* and ΔG* thermodynamic parameters, were calculated to throw more light on the nature of changes accompanying the thermal decomposition process of these complexes. The molar conductance measurement of metal complexes showed nonelectrolyte behavior. The metal complexes of the two ligands have tetrahedral geometry with a general molecular structure [M(H 2 L)X n ], where [(M = Mn (II), Co (II), Cu (II) and Zn (II), X = Cl, n = 2]; M = VO (II), X = SO 4 , n = 1] for H 2 L 1 . [M = Co (II), Cu (II), Zn (II)] for H 2 L 2 . Antibacterial activity of the complexes against ( Bacillis subtilis , Micrococcus luteus , Escherichia coli ), also antifungal activity against ( Aspergillus niger , Candida Glabarta , Saccharomyces cerevisiae ) have been screened. The results showed that all complexes have antimicrobial activity higher than free ligands. Molecular docking studies results showed that, all the synthesized compounds having minimum binding energy and have good affinity toward the active pocket, thus, they may be considered as good inhibitor of targeting PDB code: 1SC7 (Human DNA Topo‐isomerase I).