Synthesis, characterization, and crystal structures of mononuclear and dinuclear copper(II) complexes derived from similar tridentate Schiff bases

Mei, Yadong; Zhang, Shunxi; Hu, Chun; Zhang, Jian; Yang, Ming

doi:10.1080/24701556.2017.1284115

Cited by 8 publications

(4 citation statements)

References 25 publications

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“…The spectra were deconvolved in the visible region and the position of the maxima along with the calculated values and the proposed assignment of the bands are listed in Table 3. Assignments were established from reported data of related complexes [5,8,[45][46][47] and with the help of TD-DFT calculations. Molecular orbitals involved in the transitions are depicted in Figure S3.…”

Section: Electronic Spectroscopymentioning

confidence: 99%

Synthesis, Crystal Structure, Spectroscopic Characterization, DFT Calculations and Cytotoxicity Assays of a New Cu(II) Complex with an Acylhydrazone Ligand Derived from Thiophene

et al. 2021

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A new Cu(II) complex is synthetized by the reaction of copper nitrate and a N-acylhydrazone ligand obtained from the condensation of o-vanillin and 2-thiophecarbohydrazide (H2L). The solid-state structure of [Cu(HL)(H2O)](NO3)·H2O, or CuHL for simplicity, was determined by X-ray diffraction. In the cationic complex, the copper center is in a nearly squared planar environment with the nitrate interacting as a counterion. CuHL was characterized by spectroscopic techniques, including solid-state FTIR, Raman, electron paramagnetic resonance (EPR) and diffuse reflectance and solution UV-Vis electronic spectroscopy. Calculations based on the density functional theory (DFT) assisted the interpretation and assignment of the spectroscopic data. The complex does not show relevant antioxidant activity evaluated by the radical cation of 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS) method, being even less active than the free ligand as a radical quencher. Cytotoxicity assays of CuHL against three human tumor cell lines, namely MG-63, A549 and HT-29, revealed an important enhancement of the effectiveness as compared with both the ligand and the free metal ion. Moreover, its cytotoxic effect was remarkably stronger than that of the reference metallodrug cisplatin in all cancer cell lines tested, a promissory result in the search for new metallodrugs of essential transition metals.

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Section: Electronic Spectroscopymentioning

confidence: 99%

Synthesis, Crystal Structure, Spectroscopic Characterization, DFT Calculations and Cytotoxicity Assays of a New Cu(II) Complex with an Acylhydrazone Ligand Derived from Thiophene

et al. 2021

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“…This fact indicates that the metallocenter itself plays a crucial part in the anticancer action. 24,25 But only a small number of copper complexes demonstrated notable anticancer efficacy against OS cells. 26−28 This fact is mainly attributed to ligands working together with the Cu center.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Additionally, distinct copper complexes exhibited anticancer activity that was greater than that of their ligands. This fact indicates that the metallocenter itself plays a crucial part in the anticancer action. , But only a small number of copper complexes demonstrated notable anticancer efficacy against OS cells. − This fact is mainly attributed to ligands working together with the Cu center. To this point, N-acylhydrazones constitute a particularly interesting group of Schiff bases.…”

Section: Introductionmentioning

confidence: 99%

Promising Dual Anticancer and Antimetastatic Action by a Cu(II) Complex Derived from Acylhydrazone on Human Osteosarcoma Models

Santa Maria de la Parra,

Romo,

Rodríguez-López

et al. 2024

Inorg. Chem.

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Osteosarcoma cancers are becoming more common in children and young adults, and existing treatments have low efficacy and a very high mortality rate, making it pressing to search for new chemotherapies with high efficacy and high selectivity index. Copper complexes have shown promise in the treatment of osteosarcoma. Here, we report the synthesis, characterization, andcomplex was characterized via X-ray diffraction and electron spin resonance (ESR), displaying a copper center in a nearly squared pyramid environment with the nitrate ligand acting as a fifth ligand in the coordination sphere. We observed that [Cu(N−N− Fur)(NO 3 )(H 2 O)] binds to DNA in an intercalative manner. Anticancer activity on the MG-63 cell line was evaluated in osteosarcoma monolayer (IC 50 2D: 1.1 ± 0.1 μM) and spheroids (IC 50 3D: 16.3 ± 3.1 μM). Selectivity assays using nontumoral fibroblast (L929 cell line) showed that [Cu(N−N−Fur)(NO 3 )(H 2 O)] has selectivity index value of 2.3 compared to cisdiamminedichloroplatinum(II) (CDDP) (SI = 0.3). Additionally, flow cytometry studies demonstrated that [Cu(N−N− Fur)(NO 3 )(H 2 O)] inhibits cell proliferation and conveys cells to apoptosis. Cell viability studies of MG-63 spheroids (IC 50 = 16.3 ± 3.1 μM) showed that its IC 50 value is 4 times lower than for CDDP (IC 50 = 65 ± 6 μM). Besides, we found that cell death events mainly occurred in the center region of the spheroids, indicating efficient transport to the microtumor. Lastly, the complex showed dose-dependent reductions in spheroid cell migration from 7.5 to 20 μM, indicating both anticancer and antimetastatic effects.

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“…As a model case we select a binuclear copper complex with Schiff bases that may represent the coordination environment for copper-substituted zeolites and similar structures with multinuclear sites. These molecules exhibit also high biological activity (Arunadevi & Raman, 2020;Vlasenko et al, 2020;Burlov et al, 2018), while the Cu-Cu distance and nature of the bridge ligation affects the super exchange interaction between bridged ligands (Adhikary & Koner, 2010;Mei et al, 2017). The use of a model compound opens a unique opportunity to compare results obtained within several approaches and single-crystal X-ray diffraction (XRD).…”

Section: Introductionmentioning

confidence: 99%

Improving sensitivity of XANES structural fit to the bridged metal–metal coordination

Abrosimov,

Protsenko,

Mannaa

et al. 2024

J Synchrotron Radiat

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Hard X-ray absorption spectroscopy is a valuable in situ probe for non-destructive diagnostics of metal sites. The low-energy interval of a spectrum (XANES) contains information about the metal oxidation state, ligand type, symmetry and distances in the first coordination shell but shows almost no dependency on the bridged metal–metal bond length. The higher-energy interval (EXAFS), on the contrary, is more sensitive to the coordination numbers and can decouple the contribution from distances in different coordination shells. Supervised machine-learning methods can combine information from different intervals of a spectrum; however, computational approaches for the near-edge region of the spectrum and higher energies are different. This work aims to keep all benefits of XANES and extend its sensitivity towards the interatomic distances in the first and second coordination shells. Using a binuclear bridged copper complex as a case study and cross-validation analysis as a quantitative tool it is shown that the first 170 eV above the edge are already sufficient to balance the contributions of Cu–O/N scattering and Cu–Cu scattering. As a more general outcome this work highlights the trivial but often overlooked importance of using `longer' energy intervals of XANES for structural refinement and machine-learning predictions. The first 200 eV above the absorption edge still do not require parametrization of Debye–Waller damping and can be calculated within full multiple scattering or finite difference approximations with only moderately increased computational costs.

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Synthesis, characterization, and crystal structures of mononuclear and dinuclear copper(II) complexes derived from similar tridentate Schiff bases

Cited by 8 publications

References 25 publications

Synthesis, Crystal Structure, Spectroscopic Characterization, DFT Calculations and Cytotoxicity Assays of a New Cu(II) Complex with an Acylhydrazone Ligand Derived from Thiophene

Synthesis, Crystal Structure, Spectroscopic Characterization, DFT Calculations and Cytotoxicity Assays of a New Cu(II) Complex with an Acylhydrazone Ligand Derived from Thiophene

Promising Dual Anticancer and Antimetastatic Action by a Cu(II) Complex Derived from Acylhydrazone on Human Osteosarcoma Models

Improving sensitivity of XANES structural fit to the bridged metal–metal coordination

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