Crystal structure, shape analysis and bioactivity of new Li^I, Na^I and Mg^II complexes with 1,10-phenanthroline and 2-(3,4-dichlorophenyl)acetic acid

Abstract

Reactions of 1,10-phenanthroline (phen) and 2-(3,4-dichlorophenyl)acetic acid (dcaH) with Mn (CO3) (M = LiI, NaI and MgII; n = 1 and 2) in MeOH yield the mononuclear lithium complex aqua[2-(3,4-dichlorophenyl)acetato-κO](1,10-phenanthroline-κ2 N,N′)lithium(I), [Li(C8H5Cl2O2)(C12H8N2)(H2O)] or [Li(dca)(phen)(H2O)] (1), the dinuclear sodium complex di-μ-aqua-bis{[2-(3,4-dichlorophenyl)acetato-κO](1,10-phenanthroline-κ2 N,N′)sodium(I)}, [Na2(C8H5Cl2O2)2(C12H8N2)2(H2O)2] or [Na2(dca)2(phen)2(H2O)2] (2), and the one-dimensional chain magnesium complex catena-poly[[[diaqua(1,10-phenanthroline-κ2 N,N′)magnesium]-μ-2-(3,4-dichlorophenyl)acetato-κ2 O:O′] 2-(3,4-dichlorophenyl)acetate monohydrate], {[Mg(C8H5Cl2O2)(C12H8N2)(H2O)2](C8H5Cl2O2)·H2O} n or {[Mg(dca)(phen)(H2O)2](dca)·H2O} n (3). In these complexes, phen binds via an N,N′-chelate pocket, while the deprotonated dca− ligands coordinate either in a monodentate (in 1 and 2) or bidentate (in 3) fashion. The remaining coordination sites around the metal ions are occupied by water molecules in all three complexes. Complex 1 crystallizes in the triclinic space group P\overline{1} with one molecule in the asymmetric unit. The Li+ ion adopts a four-coordinated distorted seesaw geometry comprising an [N2O2] donor set. Complex 2 crystallizes in the triclinic space group P\overline{1} with half a molecule in the asymmetric unit, in which the Na+ ion adopts a five-coordinated distorted spherical square-pyramidal geometry, with an [N2O3] donor set. Complex 3 crystallizes in the orthorhombic space group P212121, with one Mg2+ ion, one phen ligand, two dca− ligands and three water molecules in the asymmetric unit. Both dcaH ligands are deprotonated, however, one dca− anion is not coordinated, whereas the second dca− anion coordinates in a bidentate fashion bridging two Mg2+ ions, resulting in a one-dimensional chain structure for 3. The Mg2+ ion adopts a distorted octahedral geometry, with an [N2O4] donor set. Complexes 1–3 were evaluated against urease and α-glucosidase enzymes for their inhibition potential and were found to be inactive.

Sodium, Potassium, and Lithium Complexes of Phenanthroline and Diclofenac: First Report on Anticancer Studies

“…Lithium complexes containing both phen and dcf are unknown. A CSD search (2018) on lithium complexes with phen and carboxylates resulted in two hits; , in both cases, unlike complex 3 , the carboxylate oxygens are coordinated with Li + cations.…”

“…24 The coordination chemistry of dcf and phen with transition metals is known; 25,26 however, to date, no reports are published on alkali metal complexes with phen / dcf mixed ligand systems. As a continuation of our search for new potential bioactive compounds, 27 we have sought to combine the established enzyme inhibition properties of phen with the anti-inflammatory properties of dcf through the development of structurally well-defined alkali metal complexes of phen / dcf as potentially bioactive compounds. Specifically, we were interested in the anticancer and antibacterial activities of selected alkali metal complexes.…”

New s‐block complexes of 1,10‐phenanthroline and 1,3‐benzothizole‐2‐thiolate inhibit ureasein silicoandin vitro

“…In continuation of the search for new bioactive coordination compounds, 49,50 we have sought to combine the well-known enzyme inhibition properties of phen and develop structurally well-defined alkali and alkaline earth metal complexes of phen/BT as potential urease inhibitors. We recently reported alkali and alkaline earth metal complexes of phen with 2-(3,4-dichlorophenyl) acetic acid (dcf) 50 and diclofenac (dcf) as co-ligands. 49 The complexes of phen/dcf showed cytotoxic activity against lung and oral cancer cell lines.…”