5-Hydroxyisophthalic acid and neocuproine containing copper(II) complex as a promising cytotoxic agent: Structure elucidation, topology, Hirshfeld surface, DFT calculations, and molecular docking analysis

Muslim, Mohd; Ahmad, Musheer; Arish, Mohd; Ahmad, Shabbir; Alarifi, Abdullah; Afzal, Mohd; Sepay, Nayim; Ahmad, Shabbir

doi:10.1016/j.molstruc.2022.133879

Cited by 5 publications

(1 citation statement)

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“…These values correlate with a monodentate coordination fashion by the carboxylate group, which agrees with the X-ray diffraction data for both complexes. On the other hand, the 1660–990 cm −1 frequency region in 3 is quite different from that of compounds 1 and 2 due to the neocuproine presence and the missing amino acid [ 103 , 104 ]. This spectral region is mainly associated with the stretching vibrations of dmp ν (C=C) and ν (C=N) around 1500–1400 cm −1 and with the bending vibrations of the δ (C‒H) in the region of 1400–1000 cm −1 .…”

Section: Resultsmentioning

confidence: 99%

Effects of the tetravanadate [V4O12]4− anion on the structural, magnetic, and biological properties of copper/phenanthroline complexes

Sánchez-Lara,

Favela,

Tzian

et al. 2024

J Biol Inorg Chem

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The aim to access linked tetravanadate [V4O12]4− anion with mixed copper(II) complexes, using α-amino acids and phenanthroline-derived ligands, resulted in the formation of four copper(II) complexes [Cu(dmb)(Gly)(OH2)]2[Cu(dmb)(Gly)]2[V4O12]·9H2O (1) [Cu(dmb)(Lys)]2[V4O12]·8H2O (2), [Cu(dmp)2][V4O12]·C2H5OH·11H2O (3), and [Cu(dmp)(Gly)Cl]·2H2O (4), where dmb = 4,4′-dimethioxy-2,2′-bipyridine; Gly = glycine; Lys = lysine; and dmp = 2,9-dimethyl-1,10-phenanthroline. The [V4O12]4− anion is functionalized with mixed copper(II) units in 1 and 2; while in 3, it acts as a counterion of two [Cu(dmp)]2+ units. Compound 4 crystallized as a unit that did not incorporate the vanadium cluster. All compounds present magnetic couplings arising from Cu⋯O/Cu⋯Cu bridges. Stability studies of water-soluble 3 and 4 by UV–Vis spectroscopy in cell culture medium confirmed the robustness of 3, while 4 appears to undergo ligand scrambling over time, resulting partially in the stable species [Cu(dmp)2]+ that was also identified by electrospray ionization mass spectrometry at m/z = 479. The in vitro cytotoxicity activity of 3 and 4 was determined in six cancer cell lines; the healthy cell line COS-7 was also included for comparative purposes. MCF-7 cells were more sensitive to compound 3 with an IC50 value of 12 ± 1.2 nmol. The tested compounds did not show lipid peroxidation in the TBARS assay, ruling out a mechanism of action via reactive oxygen species formation. Both compounds inhibited cell migration at 5 µM in wound-healing assays using MCF-7, PC-3, and SKLU-1 cell lines, opening a new window to study the anti-metastatic effect of mixed vanadium–copper(II) systems. Graphical abstract

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Section: Resultsmentioning

confidence: 99%