20.500.12556/RUL-165001 Structural and solution speciation studies on fac-tricarbonylrhenium(I) complexes of 2,2′-bipyridine analogues In this study, we report the synthesis and characterization of 12 novel rhenium(I) complexes with the general formula fac-[Re(CO)$_3$(NN)X]$^{n+}$ where (NN) is a 2,2′-bipyridine analogue ligand, X = Cl$^–$, Br$^–$, or H$_2$O, and n = 0 or 1, focusing on their speciation in an aqueous solution. The prepared organorhenium complexes are stable in a wide pH range in an aqueous solution, and no release of the bidentate ligands or the carbonyl ligands was observed. The stability of the complexes in various biologically relevant matrices (cell culture medium and real blood serum) was also demonstrated. However, the simultaneous substitution of the halido ligand by water and slow hydrolysis of the ester bonds in the ligands were observed, affecting both the solubility and the lipophilicity of the compounds. The aqua complexes became more lipophilic in the presence of chloride ions, while the hydrophilicity increased significantly with time due to the hydrolysis of the ester bonds, which probably contributed to their weak pharmacological activity. The results also showed kinetically hindered aqueous solvation of the halido complexes and low chloride ion affinity of the aqua complexes. The deprotonation of the coordinated aqua ligand in the complexes occurs in the pH = 7–10 range, leading to significant formation (18–30%) of hydroxido species at pH = 7.4. The halido complexes showed somewhat higher cytotoxicity (IC$_{50}$ = 60–99 μM) on human colon adenocarcinoma cancer cells (Colo205 and Colo320) than the corresponding aqua complexes (IC50 > 100 μM). In all cases, no antibacterial effect was observed (MIC > 100 μM), but some of the complexes showed moderate antiviral activity (IC$_{50}$ ∼ 50 μM) on Herpes simplex virus 2. rhenium organorhenium(I) carbonyl ligands pyridine ligands renij organorenijevi(I) trikarbonilni kompleksi piridinski ligandi true false true Angleški jezik Slovenski jezik Članek v reviji 2024-11-20 10:35:23 2024-11-20 10:35:24 2024-11-21 03:52:23 0000-00-00 00:00:00 2024 0 0 Str. 44601-44615 iss. 44 Vol. 9 5 Nov. 2024 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 546.719:547.82 2470-1343 10.1021/acsomega.4c07117 215709955 RAZ_Pivarcsik_Tamas_2024.pdf RAZ_Pivarcsik_Tamas_2024.pdf 1 D45441149BDECE02F2B3CCAB4BBA6A22 8bd799eb1df9c62dcaa069f33230c3d3ba01deca640ce0452b9eefb5436a9b17 c9c8289c-a724-11ef-b232-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=195908 https://pubs.acs.org/doi/10.1021/acsomega.4c07117 1 61e4531c-a722-11ef-b232-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=195907 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0