Tricarbonyl rhenium(I) complexes with 8-hydroxyquinolines: structural, chemical, antibacterial, and anticancer characteristics
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RSC Advances 2024, 14, 18080-18092.pdf (1.72 MB)
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0000-0003-4859-674X Date
2024-06-05
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Royal Society of Chemistry
Abstract
Twelve tricarbonyl rhenium(I) complexes in the ‘2 + 1’ system with the anionic bidentate N,O-donor ligand (deprotonated 8 hydroxyquinoline (HQ) or its 2-methyl (MeHQ) or 5-chloro (ClHQ) derivative) and neutral N-donor diazoles (imidazole (Him), 2 methylimidazole (MeHim), 3,5-dimethylpyrazole (Hdmpz), and 3-phenylpyrazole (HPhpz)) were synthesized: [Re(CO)3(LN,O)LN] (LN,O = Q−, MeQ−, ClQ−; LN = Him, MeHim, Hdmpz, HPhpz). Their crystal structures were determined by the scXRD method, compared with the DFT-calculated ones, and characterized by analytical (EA) and spectroscopic techniques (FT-IR, NMR, and UV-Vis) interpreted with DFT and TD-DFT calculations. Most of the Re(I) complexes did not show relevant antibacterial activity against Gram-negative and Gram-positive bacterial strains. Only [Re(CO)3(MeQ)Him] demonstrated significant action 4-fold better against Gram-negative Pseudomonas aeruginosa than the free MeHQ ligand. The cytotoxicity of the compounds was estimated using human acute promyelocytic leukemia (HL-60), ovarian (SKOV-3), prostate (PC-3), and breast (MCF-7) cancer, and breast non-cancerous (MCF-10A) cell lines. Only HQ and ClHQ ligands and [Re(CO)3(Q)Hdmpz] complex had good selectivity toward MCF-7 cell line. HL-60 cells were sensitive to all complexes (IC50 =1.5–14 mM). Still, pure HQ and ClHQ ligands were slightly more active than the complexes.
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RSC Adv., 2024, 14, 18080–18092. https://doi.org/10.1039/D4RA03141E