3,3′-Oxybi[isobenzofuran-1(3<i>H</i>)-one]

Li, Wenkuan; Yin, Handong; Wen, Liyuan; Li, Kang; Fan, Weidong

doi:10.1107/s1600536809038914

Cited by 2 publications

(1 citation statement)

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“…Ortho vanillin and pyridine‐2‐carbaldehyde were used to make a structure variation in both the ligands. Schiff base ligand 2‐methoxy‐6‐[( E )‐(1,3‐thiazol‐2‐ylimino) methyl] phenol was already reported by Li et al in 2009, [ 18 ] which was again synthesized and characterized for structure and property investigation in the form of molecular docking, ADME, toxicity studies, and anti‐cancer activity.…”

Section: Introductionmentioning

confidence: 99%

Molecular docking, synthesis, anticancer activity, and computational investigations of thiazole‐based ligands and their Cu(II) complexes

Jain

Guin

et al. 2022

J of Physical Organic Chem

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Present work describes the preparation of Schiff base ligands named 2‐methoxy‐6‐[(E)‐(1,3‐thiazol‐2‐ylimino) methyl] phenol and its structure and activity comparison with another Schiff base N‐[(E)‐pyridin‐2‐ylmethylidene]‐1,3‐thiazol‐2‐amine. Cu(II) complex of both the ligands were prepared in 2:1 ratio in basic medium. UV‐Vis, FTIR, NMR spectroscopy, and other physicochemical techniques were used for characterization of synthesized compounds. The FTIR spectra of the ligands and their Cu(II) complexes evident the tetra dentate behavior of ligands and indicates the presence of nitrate groups. The geometry of synthesized ligands and complexes was optimized using density functional theory (DFT) with hybrid B3LYP functional. It confirms that the Cu(II) metal surrounded by tetra dentate ligand moiety was coordinated with oxygen atom of one nitrate group with bond lengths of 1.9668 Å for complex 1 and 2.2420 Å and 2.6220 Å for complex 2. Molecular docking study of synthesized molecules was performed against EGFR kinase (PDB:1m17) and tyrosine kinase (PDB:1 t46) molecular targets. The complex 1 has shown maximum inhibition with a binding energy of −10.40 kcal/mol against 1t46 molecular target. Further, ligand and complexes were analyzed by ADMET study, drug likeness, and bioactivity score by using online servers. Since these studies provided very significant results in terms of their binding energy with the target molecules and drug likeness score, time‐dependent in vitro anticancer activity of all compounds was also tested by using MTT assay against SCC4 cancer cell line. Complex 1 has shown promising activity with an IC50 value of 31.1 μM at 72 h time interval.

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Section: Introductionmentioning

confidence: 99%