Synthesis, characterization of 4-{[(E)-{2-hydroxy-3-[(Z)-1,3-thiazol-2-yldiazeneyl]napthalen-1-yl} methylidene]amino}benzoic acid and its transition metal complexes; biopharmaceutical activities and electrochemical detection of ciplactin

被引:2
|
作者
Vasantakumarnaik, N. K. [1 ]
Krishnamurthy, G. [1 ]
Pari, Malathesh [1 ]
Ranjitha, N. [1 ]
Anilkumara, H. A. [1 ]
Akarsh, G. Y. [1 ]
Manjunatha, M. N. [2 ]
机构
[1] Kuvempu Univ, Sahyadri Sci Coll, Dept Chem, Shivamogga, Karnataka, India
[2] MS Ramaiah Inst Technol, Dept Chem, Bangalore, Karnataka, India
关键词
Azo-dye; Metal complexes; Cyclic voltammetry; Ciplactin; Anticancer; Docking studies; NI II COMPLEXES; AZO-DYE LIGAND; CU II; CO II; MOLECULAR DOCKING; THIAZOLE; CRYSTAL; DFT;
D O I
10.1016/j.molstruc.2023.136405
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A Schiff base derivative, 4-{[(E)-{2-hydroxy-3-[(Z)-1,3-thiazol-2-yldiazeneyl]napthalen-1-yl}methylidene] amino}benzoic acid (ENB) and some of its transition metal complexes were synthesised. The structure of the ENB and its complexes were characterised by NMR, FT-IR, mass spectra, TGA, UV-visible, PXRD and ESR techniques. Physico-chemical data suggest an octahedral geometry nature. Molecular docking for all the synthesised compounds has been performed to predict the binding affinity. The [Ni(ENB)(2)] exhibited excellent binding score of-284.32 kcal/mol In vitro cytotoxicity activities on lungs cell line A459 exhibited significant IC50 values and the results indicated that [Co(ENB)(2)] is a stronger antioxidant agent. Electrochemical detection of bioactive drug ciplactin using a modified electrode, MWCNT-[Co(ENB)(2)]/GCE showed an excellent sensing ability with a long linear range 10-90 mu mol/L, sensitivity 0.4765 mu A mu M-1 cm(-2) and its LOD is 3.333 mu mol/L in PBS pH 7. Further, the modified electrodehas more stability and less leaching property in the detection system.
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页数:14
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