Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation

• Published in: BMC chemistry Vol. 17; no. 1; p. 78
• Main Authors: Fahmy, Heba M., Abdel-Rahman, Fatma M., El-Sayed, Anwar A., El-Sherif, Ahmed A.
• Format: Journal Article
• Language: English
• Published: Cham Springer International Publishing 15.07.2023; BioMed Central Ltd; Springer Nature B.V; BMC
• Subjects: AMI complexes; Amines; Anticancer activity; Anticancer properties; Antiinfectives and antibacterials; Antimicrobial activity; Antimicrobial agents; Antioxidant activity; Antioxidants; Bioassays; Breast cancer; Cancer; Catalase; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Comparative analysis; Coordination compounds; Copper; Copper compounds; Cytotoxicity; Damage assessment; Damage detection; DNA damage; DNA interaction; Drugs; Electrophoresis; Fungicides; Heterocyclic amines; Heterocyclic compounds; Imidazole; Infrared analysis; Infrared spectroscopy; Ligands; Malondialdehyde; Mass spectrometry; Oxalates; Oxalic acid; Oxidative stress; Palladium; Scavenging; Spectroscopic analysis; Spectrum analysis; Thermal analysis; Toxicity; AMI complexes; Antimicrobial activity; DNA interaction; Antioxidant activity; Anticancer activity
• ISSN: 2661-801X; 2661-801X
• DOI: 10.1186/s13065-023-00996-1

Metallic antitumor drugs with heterocyclic ligands, such as novel AMI (amino methyl imidazole) complexes [Pd(AMI)Cl 2 ](1), [Cu(AMI)L 1 ](2), and [Cu(AMI)L 2 ·2H 2 O](3) where L 1  = oxalate and L 2  = malonate, were synthesized and characterized. Assessments included elemental analyses, mass spectrometry, Fourier transform-infrared spectroscopy, ultraviolet–visible spectroscopy, and thermal analysis. The cytotoxicity of AMI complexes compared to cisplatin was assessed using MTT (3-[4,5-dimethylthiazol-2-yl] 2,5diphenyl tetrazolium bromide) assay with breast (MCF-7) and cervical (HeLa) cancer cell lines. After treating these cells with the AMI complexes' IC 50 values for 48 h, malondialdehyde levels and catalase activity were used to assess oxidative stress, antioxidant activity was evaluated with DPPH radical scavenging method, comet assays assessed DNA damage, and DNA fragmentation was evaluated using the gel electrophoresis. In vitro, antimicrobial activity was assessed using a disc diffusion method. The anticancer activity results showed that IC 50 (half-maximal inhibitory concentration) values of complex one, two, and three against MCF-7 and HeLa cancer cells are 0.156 ± 0.0006, 0.125 ± 0.001, 0.277 ± 0.002 μM respectively for MCF-7 cells and 0.222 ± 0.0005, 0.126 ± 0.0009, 0.152 ± 0.001 μM respectively for HeLa cells. Complex two demonstrated strong anticancer activity against MCF-7 and Hela cells. The study of oxidative stress parameters revealed that Malondialdehyde levels increased in cancer cell lines treated with complexes compared to untreated cells. Catalase activity decreased in cells treated with palladium chelate. The DPPH radical scavenging assay results identified that complex one was a more potent antioxidant in MCF-7 and Hela cells than other complexes with SC 50 values of 227.5 ± 0.28 and 361 ± 1.2 μL/mL, respectively. The comet assay results showed that complex two caused significant DNA damage in MCF-7 and HeLa cancer cells treated. Antimicrobial assays identified complex three as the most effective. Copper complexes give better antifungal activity against A. flavus than the palladium complex. We conclude that complex two is the most active in both cell types and might be assessed as a clinically useful drug for breast cancer treatment. The significance of the current study is the synthesis of antitumor drugs containing heterocyclic ligands, such as novel AMI complexes, and the study of their biological activities.