Spectral studies, thermal investigations, and anticancer activity of some divalent metal complexes derived from 2‐(4‐bromophenylamino)acetohydrazide ligand

Novel thiophene Schiff base ligand (L) was synthesized through the condensation of 2‐thiophene‐methylamine and 3‐formyl‐4‐methoxyphenylboronic acid. Transition metal complexes with the formulae [M(L)(H2O)2Cl]Cl2.xH2O (M = Er(III), x = 4 and La(III), x = 5) and [M(L)(H2O)Cl2]Cl.xH2O (M = Yb(III), x = 4 and Ru(III), x = 0) were synthesized. Different spectral and physicochemical methods were used to confirm and identify the stoichiometry, structure, and bonding style of transition metal chelates. The creation of 1:1 molar ratio (M:L) complexes was supported by elemental data. According to IR spectra, the thiophene Schiff base ligand (L) acted as a tridentate ligand that is neutrally coordinated by S‐thiophene, N‐azomethine, and o‐methoxy groups. All chelates formed in octahedral structures according to the findings data. Thermogravimetric analysis (TG and DTG) was employed to examine the heat decomposition of these compounds. DFT/B3LYP method, a molecular modeling methodology, is used to support the expected shape of the produced ligand. Chemical hardness and softness, HOMO and LUMO energy levels, electrophilic index, bond lengths, angles, dipole moment, electronegativity, and other factors were calculated. Against HepG‐2 cell line, the in vitro anticancer activity of all chelates and free ligands was evaluated. These synthesized compounds showed good effectiveness. Additionally, DPPH scavenging was used to assess antioxidant activity, with extremely positive results. Molecular docking with the hepatic protein receptor 3ELJ was used to confirm the anticancer results. Finally, the effectiveness of the current thiophene ligand's ability to block Al‐Si alloys in 1 M HCl solution was examined utilizing electrochemical methods. The high inhibition efficiency was obtained revealing the effectiveness of using this thiophene Schiff base ligand on an industrial scale.

Section: Resultsmentioning

confidence: 99%

Preparation, characterization, and computational study on transition metal complexes derived from thiophene Schiff base and evaluation of their cytotoxicity against hepatic cell line, antioxidant activities, and ligand's anticorrosive properties

Sayed,

Ashmawy,

Mohamed

et al. 2024

“…The cytotoxicity of all compounds, H 2 L and B1–B4 chelates toward breast cancer type, was evaluated experimentally using in vitro MTT MCF‐7 cell line technique 83 . The IC 50 values were evaluated by nonlinear regression methods.…”

Section: Resultsmentioning

confidence: 99%

Antibacterial, antifungal, and anticancer screening of some nano mono Co(II), Zn(II), Ru(III), and Ag(I) binuclear metal complexes of new hydrazone ligand

Hassan,

Rizk,

Khidr

et al. 2023

A new series of Co(II), Zn(II), Ru(III), and Ag(I) complexes with the ligand (Z)‐N′‐(1‐(thiophen‐2‐yl)ethylidene)‐2‐(p‐tolylamino)acetohydrazide (H2L) has been prepared. FT‐IR, 1H‐NMR, electronic spectra, powder X‐ray, and thermal behavior were applied to elucidate the structural composition of new compounds. The electronic spectra proved that the Co(II), Zn(II), and Ru(III) complexes possess tetrahedral geometry, except the Ag(I) complex is a binuclear complex. The mass spectrum of the Zn(II) and Ag(I) chelates and the molecular ion peak observed at m/z values equivalent to the calculated molecular weight confirmed the proposed structure. Also, the SEM scanning electron microscope technique explored the spherical shape of all chelates, and the nanoscale was confirmed through TEM; the transmission electron microscope tool that provided the 7.0 nm was achieved in the case of Zn(II) chelate. Geometry optimization for all synthesized compounds was estimated by density functional theory (DFT) method using the Gaussian09 program. Biological screening as an antimicrobial and antitumor was studied. The Ru(III) complex revealed the greatest antibacterial efficiency, followed by the Co(II) complex. Co(II) complex revealed a greater affinity against fungi such as Candida albicans and Aspergillus niger. All chelate‐induced antitumor effects against the MCF‐7 cell line, especially Ag(I) complex (IC50 = 62.36 μg/mL), exhibited the greatest efficiency. The activity sequence follows the order doxorubicin (standard drugs) > Ag(I) > Zn(II) > ligand < Ru(III) > Co(III) chelates. The molecular docking was performed and validated to support the biological results.

“…Furthermore, the investigation of hydrazone ligands‐based diorganotin (IV) complexes has gained significant attraction due to their potential antimicrobial, antihelminthic, 22 antitumor, 23,24 antituberculosis, 25 nematicidal, 26 and insecticidal properties 27 . The effectiveness of diorganotin (IV) complexes is affected by several factors including its geometry, coordination number of the metal atom, oxidation states, kinetic and thermodynamic stability 14,28–30 of the complexes, which are supported by computational studies.…”

Section: Introductionmentioning

confidence: 89%

Investigation of anti‐inflammatory and antimicrobial activities of hydrazone‐based diorganotin (IV) complexes: Synthesis, spectroscopic characterization, and computational studies

Taxak,

Devi,

Dubey

et al. 2023

In the search of novel and effective anti‐infectious agents, new hydrazone ligands (1–4) and their diorganotin (IV) complexes (5–20) were synthesized by condensing piperonylic hydrazide with salicylaldehyde derivatives, which have been further characterized by numerous physical and spectral techniques [1H, 13C, 119Sn] NMR, mass spectroscopy, UV–Vis, IR). These techniques ascertained dibasic tridentate coupling of hydrazone ligands with diorganotin (IV) through phenolic, enolic oxygens, and imine nitrogen, demonstrating pentacoordinated stereochemistry of the complexes. The thermal stability of up to 160°C of the complexes was ascertained by TGA studies whereas low conductance signified compounds have non‐electrolytic nature. Further, the antimicrobial activity was evaluated against four bacterial and two fungal strains by serial dilution assay, which demonstrated that the metal complexes (10, 11, 12) have comparable MIC values (0.0085–0.0098 μmol/ml) with ciprofloxacin and excellent biological responses in comparison of fluconazole. The phenyl complex [Ph2SnL2] (12) was found to be the most active antimicrobial agent with the lowest MIC value (0.0085 μmol/ml). The compounds were also screened for in vitro anti‐inflammatory activity by BSA denaturation assay and the phenyl complex [Ph2SnL2] (12) has been reported as most potent with 7.62 IC50 value, which is comparable with diclofenac sodium. Further, the biologically active complexes (9–12) and their hydrazone ligand [H2L2] were theoretically analyzed by computational investigations to support the in vitro results. The molecular docking analysis of compounds was performed on the active site of C. albicans (PDB ID: 5V5Z) and E. coli (PDB ID: 1HNJ) to assess the binding interactions and binding energy. The DFT and MESP (2, 9–12) revealed the most reactive areas, molecular geometry, Mulliken atomic charges, electronegativity, etc. of the compounds (2, 9–12). The ADMET profile showed the toxicity level and drug‐likeness properties, showing their potential to operate as viable antagonists.