Tricarbonyl rhenium() complexes with 8-hydroxyquinolines: structural, chemical, antibacterial, and anticancer characteristics

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 (L N,O )L N ] (L N,O = Q − , MeQ − , ClQ − ; L N = 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 (IC 50 = 1.5-14 μM). Still, pure HQ and ClHQ ligands were slightly more active than the complexes. Twelve tricarbonyl Re( i ) complexes with bidentate 8-hydroxyquinolinato and monodentate diazole ligands were synthesized, characterized by scXRD, IR, NMR, and UV-Vis methods, and checked for antibacterial and anticancer activity.