Spectroscopic, docking, antiproliferative, and anticancer activity of novel metal derivatives of phenylacetohydrazide Schiff base on different human cancer cell lines

BMC Chemistry, Journal Year: 2025, Volume and Issue: 19(1)

Published: March 15, 2025

Abstract In the last two decades, many Schiff bases have been investigated due to importance of their metal complexes in medical field and drug industry. The base several applications as anticancer agents because they a high binding ability nucleic acids (DNA RNA). H 2 L, derived from condensation 2-phenylacetohydrazide 2-hydroxynaphthaldehyde, was reacted with Fe 2+ , Zn Cd Pt form unique [Fe(HL) ], [Zn (HL) ](CH 3 COO) [Cd [Pt(H L)Cl ]. Various analytical spectroscopic techniques were used characterize newly reported compounds. elemental analysis revealed that platinum complex square planar 2.5 water molecules crystal lattice, whereas iron had an octahedral geometry. thermogravimetric demonstrated stability validated dimerization zinc cadmium complexes. DFT calculations obtain optimized structure ligand its Biological screening molecular docking studies explore potential application therapeutic drugs. Among tested complexes, showed best cytotoxic effect, especially on human colorectal cancer cell line (HCT116, IC 50 = 0.329 µg/ml) compared normal skin fibroblast (HSF, 5.240 selectivity index (SI) 15.93. It represents promising Cisplatin (IC 2.25µg/ml, SI 4.92). biological correlated each other.

Language: Английский

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The Amyloid Beta Aggregation Inhibition Properties of New Pt (II) Complexes and Their Potential in Alzheimer's Treatment

Applied Organometallic Chemistry, Journal Year: 2025, Volume and Issue: 39(5)

Published: April 10, 2025

ABSTRACT In this study, N‐phenylortho‐phenylenediamine and N‐phenyl ethylenediamine were utilized as amines, two novel ligands, benzimidazole (LI) Schiff base (LII), synthesized through condensation reactions with 3‐methoxy‐4‐benzyloxybenzaldehyde. Furthermore, using these same LIII (benzimidazole) 3‐phenoxybenzaldehyde LIV (Schiff base) 4‐benzyloxybenzaldehyde in accordance the literature. Then, Pt (II) complexes (Ia, Ib, II, III, IV) prepared it was determined that Ia Ib are geometric isomers. The ligands characterized 1 H‐NMR, 13 C‐NMR, FT‐IR, elemental analysis methods. cytotoxic effects of evaluated on SH‐SY5Y neuronal cells. Low‐toxicity Ia, IV then tested for their ability to inhibit amyloid beta (Aβ 1–42 ) aggregation. Thioflavin T fluorescence analysis, AFM imaging, MALDI‐TOF mass spectrometry demonstrated complexes, particularly at a 1:1 complex‐to‐amyloid molar ratio, effectively inhibited Aβ These findings suggest containing may be effective against Alzheimer's disease by alleviating toxicity.

Language: Английский

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Design, crystallography, characterization, Hirshfeld surface analysis, and antimalarial evaluation of a zinc(II) complex with 4-acylhydrazone-5-pyrazolone: a combined DFT and experimental approach

Journal of Coordination Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 23

Published: April 23, 2025

Language: Английский

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Design, Synthesis, and In Silico and In Vitro Cytotoxic Activities of Novel Isoniazid–Hydrazone Analogues Linked to Fluorinated Sulfonate Esters

ACS Omega, Journal Year: 2024, Volume and Issue: unknown

Published: April 5, 2024

Cancer is a life-threatening disease, and significant efforts are still being made to treat it. In this study, we synthesized characterized novel hybrid molecules (10–18) containing hydrazone sulfonate moieties tested their cell growth inhibitory effect on human colon cancer cells (DLD-1), prostate (PC3), embryonic kidney (HEK-293T) using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method for 72 h. culture studies, all except 12 13 showed cytotoxic activities at micromolar level with IC50 values in range of 10.28–214.0 μM PC3 line 13.49–144.30 DLD-1 line. Compounds 4 (10.28 μM) 5 (11.22 demonstrated highest cytotoxicity against Against line, compounds 1 (22.53 μM), (13.49 (19.33 6 (17.82 8 (24.71 9 (17.56 10 (17.90 series anticancer activity lower levels compared cisplatin (26.70 μM). Moreover, study was handled computationally, molecular docking studies were performed 1, 4, PC3-FAK PC3-Scr 6, DLD-1-TNKS target. compound found be most effective promising molecule both targets.

Language: Английский

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Synthesis and characterization of tannic acid–copper complex: A promising anticholinesterase drug

Polyhedron, Journal Year: 2024, Volume and Issue: 264, P. 117213 - 117213

Published: Aug. 31, 2024

Language: Английский

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Synthesis, crystal structures, and anticancer studies of Ni(II), Co(III), and Zn(II) complexes derived from chlorinated-2-(2-aminophenyl)-1H-benzimidazole Schiff base

Journal of Coordination Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 18

Published: Feb. 4, 2025

Three chlorinated metal complexes [Ni2(HL)2(C2H5OH)2Cl2]·2C2H5OH (complex 1), [Co(HL)(L)] 2), and [Zn2(HL)2(CH3COO)2] 3) derived from 5-chlorosalicylaldehyde 2-(2-aminophenyl)-1H-benzimidazole Schiff base ligand (H2L). The crystal structures of the three were characterized by elemental analysis, infrared spectroscopy, thermogravimetric X-ray single-crystal diffraction, UV-visible absorption spectrum. in vitro cytotoxicity its evaluated on four different tumor cell lines (A-549 lung cancer, SMMC-7721 liver MDA-MB-231 breast CNE-2Z nasopharyngeal carcinoma), normal ovarian epithelial (IOSE 80) was determined MTT assay. results indicated that chloro-benzimidazole Co (III) complex 2) displayed higher against line than cisplatin, while IOSE 80 lower cisplatin. further study cells 2 showed could inhibit G0/G1 phase, proliferation migration, promote apoptosis, increase intracellular ROS level. Western blot analysis demonstrated Bax protein expression decrease Bcl-2 cells.

Language: Английский

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Production of Flower-Shaped Nanobiocatalysts from 4-Amino-2-Isopropyl-5-Methylphenol and Its Anticancer Activity and Molecular Docking Studies

Chemistry Africa, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 5, 2025

Language: Английский

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Design, synthesis, biological evaluation, and in silico studies of imidazo[2,1-b][1,3,4]thiadiazole derivatives as cholinesterase inhibitors

Medicinal Chemistry Research, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 24, 2025

Language: Английский

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Exploration of Novel Nickel(II) and Copper(II)–Levofloxacin Mixed‐Ligand Complexes: Structural Study, DFT Insights, Molecular Docking, and In Vitro Bioactivity Assessment

Applied Organometallic Chemistry, Journal Year: 2025, Volume and Issue: 39(4)

Published: March 4, 2025

ABSTRACT In this study, we combined NiCl 2 and CuCl with levofloxacin (LEV) in the presence of 2,6‐di(1 H ‐pyrazol‐1‐yl)pyridine (DPP) to generate two novel NiLEVDPP CuLEVDPP mixed‐ligand complexes. Evaluating their antibacterial, antifungal, anti‐inflammatory, antioxidant properties was goal. Numerous analytical methods, such as elemental analysis, molar conductivity, electronic spectroscopy, infrared mass spectrometry, magnetic susceptibility measurements, thermogravimetric were used confirm chelation process determine structures these The findings demonstrated that carbonyl carboxylic oxygen atoms LEV –C=N– nitrogen DPP's pyridine pyrazole rings facilitate coordination between metal ions. octahedral geometries Ni(II) (NiLEVDPP) Cu(II) (CuLEVDPP) complexes proposed confirmed by density functional theory (DFT) calculations. addition, metrics including energy gaps, chemical hardness, softness, potential, electrophilicity index studied. Frontier molecular orbitals (HOMO LUMO) electrostatic potential (MEP) also investigated. synthesized compounds showed remarkable efficiency when tested vitro against a variety harmful bacteria fungi for antibacterial activities. Additionally, anti‐inflammatory effects studied, activity evaluated using DPPH test. results outperformed free ligands terms antioxidant, effects. Molecular docking experiments further supported demonstrating strong binding affinity towards target receptors 1HNJ, 5IJT, 5IKT.

Language: Английский

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Fabrication, Structural, DFT, Biological and Molecular Docking Studies of Fe(III), Ni(II), and Cu(II) Complexes Based on Schiff-base derived from benzene-1,4-diamine and 2-hydroxy-1-naphthaldehyde

Journal of the Indian Chemical Society, Journal Year: 2024, Volume and Issue: unknown, P. 101385 - 101385

Published: Sept. 1, 2024

Language: Английский

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