Aroylhydrazone Cu(Ⅱ) complexes: Syntheses, crystal structures, and anticancer properties

Hou, Lixia; Jia, Xiaoying; Wu, Youru; Li, Jinxin; Dong, Yao; Gou, Yanzi; Huang, Guojin

doi:10.1016/j.molstruc.2021.130469

Cited by 12 publications

(7 citation statements)

References 37 publications

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“…In recent years, F. Yang’s group has also become interested in the metal complexes of 2-hydroxylnaphthylhydrazone [ 90 , 91 , 92 ]. They selected benzoamide and 2′-hydroxylbenzoamide as the side chains of naphthylhydrazone to synthesize the corresponding ligands and further selected imidazole, benzimidazole, pyridine, etc., as co-ligands to synthesize a series of copper(II) complexes with relatively high anticancer activity ( Figure 21 ).…”

Section: The Anticancer Activity Studymentioning

confidence: 99%

Research Progress on the Biological Activities of Metal Complexes Bearing Polycyclic Aromatic Hydrazones

et al. 2022

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Due to the abundant and promising biological activities of aromatic hydrazones, it is of great significance to study the biological activities of their metal complexes for the research and development of metal-based drugs. In this review, we focus on the metal complexes of polycyclic aromatic hydrazones, which still do not receive much attention, and summarize the studies related to their biological activities. Although the large number of metal complexes in phenylhydrazone prevent them all from being summarized, the significant value of polycyclic aromatic hydrocarbons themselves (such as naphthalene and anthracene) as pharmacophores are also considered. Therefore, the bioactivities of the metal complexes of naphthylhydrazone and anthrahydrazone are focused on, and the recent research progress on the metal complexes of anthrahydrazone by the authors is also included. In terms of biological activities, these complexes mainly show antibacterial and anticancer activities, along with less bioactivities. The present review demonstrates that the structural design and bioactivities of these complexes are fundamental, which also indicates a certain structure—activity relationship (SAR) in some substructural areas. However, a systematic and comprehensive conclusion of the SAR is still not available, which suggests that more attention should be paid to the bioactivities of the metal complexes of polycyclic aromatic hydrazones since their potential in structural design and biological activity remains to be explored. We hope that this review will attract more researchers to devote their interest and energy into this promising area.

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Section: The Anticancer Activity Studymentioning

confidence: 99%

Research Progress on the Biological Activities of Metal Complexes Bearing Polycyclic Aromatic Hydrazones

et al. 2022

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“…21 Cu (II) complexes could also affect early tumor angiogenesis, disrupt the mitochondrial function, display increased affinity for nucleobases, form reactive oxygen species, exhibit reduced toxicity to normal cells and give the chance for chemodynamic therapy. [22][23][24][25][26][27][28][29] Yang et al 30 have fabricated three Cu (II) complexes with terpyridine ligands and examined their activity toward tumor cell lines. These complexes could be accumulated in the mitochondria of T-24 cells in G1 phase and efficiently reduced its membrane potential.…”

Section: Introductionmentioning

confidence: 99%

“…They could overcome the observed resistance in biological distribution areas, cytostatic activity and cell accumulation 21 . Cu (II) complexes could also affect early tumor angiogenesis, disrupt the mitochondrial function, display increased affinity for nucleobases, form reactive oxygen species, exhibit reduced toxicity to normal cells and give the chance for chemodynamic therapy 22–29 . Yang et al 30 have fabricated three Cu (II) complexes with terpyridine ligands and examined their activity toward tumor cell lines.…”

Section: Introductionmentioning

confidence: 99%

Spectroscopic and electrochemical investigation of ternary Cu (II) complex interaction with calf thymus DNA

Mostafa

Abdelaziz

Qutb

et al. 2023

Applied Organom Chemis

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Aiming to design unique metallic drugs with significant therapeutic activity, in this work, mixed ligand Cu (II) complex involving 2,2′‐bipyridine and phenylalanine [Cu (bpy) (phenala.)Cl].2H2O has been fabricated and characterized using IR spectroscopy. The interaction of Cu (II) complex with CT‐DNA molecules was examined through UV–vis absorption titration plots, thermal denaturation experiments, viscosity measurements, and electrochemical studies. Cyclic voltammetry, electrochemical impedance spectroscopy, and chronoamperometry measurements have been exploited to elucidate their binding style. The negative potential shift in ΔE and E1/2 values as well as the increased current density of Cu (II)/Cu(I) redox couple suggested the promoted rate of electron transfer process in presence of CT‐DNA molecules in the examined solution. Some kinetic parameters were also estimated such as the diffusion coefficient, the exchange current density, and Tafel slope values. Based on the results of these binding experiments, a groove and/or electrostatic interaction mode was expected. The antimicrobial activity of the studied Cu (II) complex was screened against a series of bacteria and fungi. An outstanding performance was shown when treating different Gram‐positive and Gram‐negative bacteria types. Moreover, an enhanced cytotoxicity behavior toward some human tumor cell lines, including MCF7, HEPG2, and HFB4, was detected with respective IC50 values of 43.02, 51.21, and >200 μM when incubated with Cu (II) complex for 72 h. These results suggest the application of [Cu (bpy) (phenala.)Cl].2H2O complex as a chemotherapeutic agent with a promising output in the drug discovery field.

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“…55 A study by Saha, et al 56 showed the addition of a thiosemicarbazide via a Schiff base to Ketoprofen (a known non-steroidal anti-inflammatory drug) significantly increased their antiproliferative activity, especially towards breast cancer cells. 56 The structure of one of these thiosemicarbazone complexes is shown in Copper(II) complexes with aroylhydrazone ligands have shown anticancer activity, as noted in the study by Hou, et al 57 The copper(II) complex shown in Figure 1.2.21 was investigated for anticancer properties. It was found to induce apoptosis and reduce the activity of antiapoptosis proteins, this combination makes it an effective anticancer compound.…”

Section: The Applications Of Copper In Medicinal Chemistrymentioning

confidence: 98%

“…It was found to induce apoptosis and reduce the activity of antiapoptosis proteins, this combination makes it an effective anticancer compound. 57 The presence of the co-ligand, 1H-1,2,4-triazole, played a role in the cytotoxicity of the copper(II) aroylhydrazone complex. The copper(II) aroylhydrazone complex on its own did show some anticancer activity; however, the addition of the triazole co-ligand increased this activity greatly by initiating the reactive oxygen species-mediated pathway for apoptosis.…”

Section: The Applications Of Copper In Medicinal Chemistrymentioning

confidence: 99%

Derivatised phenanthroline transition metal chelates : targeted chemotherapeutic agents.

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Aroylhydrazone Cu(Ⅱ) complexes: Syntheses, crystal structures, and anticancer properties

Cited by 12 publications

References 37 publications

Research Progress on the Biological Activities of Metal Complexes Bearing Polycyclic Aromatic Hydrazones

Research Progress on the Biological Activities of Metal Complexes Bearing Polycyclic Aromatic Hydrazones

Spectroscopic and electrochemical investigation of ternary Cu (II) complex interaction with calf thymus DNA

Derivatised phenanthroline transition metal chelates : targeted chemotherapeutic agents.

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