Bismuth coordination networks containing deferiprone: synthesis, characterisation, stability and antibacterial activity

Abstract

A series of bismuth-dicarboxylate-deferiprone coordination networks have been prepared and structurally characterised. The new compounds have been demonstrated to release the iron overload drug deferiprone on treatment with PBS and have also been shown to have antibacterial activity against H. pylori.

Structural Diversity of Bismuth(III) Thiophenemonocarboxylates Isolated from Aqueous Solutions

“…A recent review by Stavila and co‐workers investigated various bismuth(III) complexes containing aminopolycarboxylates and polyaminopolycarboxylate ligands, and further characterized the general binding motifs of bismuth(III) carboxylates . From the breadth of these compounds currently in literature, a strong propensity is seen for the formation of dimers or polymeric networks,[5f], [10c], with few examples showing monomeric Bi III centers. [13d] Discrete bismuth(III) oxo clusters, including 9‐, 10‐, 12‐, and 38‐nuclear clusters[9b], have been prepared.…”

“…In the literature, Bi V –TMC complexes are more prevalent;, however, only a single study utilizing this ligand scaffold with bismuth(III) exists. [10b] Moreover, certain considerations must first be regarded in comparing these two classes of compounds, not least of which is the alcohol solution and elevated temperatures needed to form the aforementioned organobismuth complexes; in contrast, aqueous conditions are employed in this study under ambient conditions. The difference in coordination between these two classes of complexes, while subtle, illustrates the influence of the ligand environment upon the coordination sphere of the metal, and the impact of the bismuth lone‐pair electrons.…”

“…More recently, a number of synthetic methods, including nonaqueous synthetic techniques, mechanochemical methods, and hydro(solvo)thermal syntheses, have been harnessed to successfully access a range of bismuth carboxylates, including molecular complexes, clusters, and extended networks . Collectively, these compounds exhibit rich structural chemistry and equally rich functional properties.…”

“…Collectively, these compounds exhibit rich structural chemistry and equally rich functional properties. For example, within salicylic acid ligand systems, structural units ranging from phenolic –OH‐bridged Bi III pseudodimers[10d] and dinuclear carboxylate‐bridged Bi III pseudodimers[10d], to ligand‐decorated Bi 9 and Bi 38 oxo clusters have been reported. [9b], Though useful as structural models for BSS and as a means of understanding its biological efficacy, the latter and related oxo clusters, ranging in nuclearity from Bi 2 to Bi 50 , have also received considerable attention due to their use as precursors for photocatalysts.…”

Recent Bio-Advances in Metal-Organic Frameworks

“…Incorporation into a MOF provides a novel formulation for the API, potentially improving dosage or solubility issues. This has been exemplified in works by Serre, combining nicotinic acid and iron (2010) [74], and Burrows and Spencer, using zinc or bismuth coordination networks (CN) involving deferiprone, an iron overload drug, as a chelating ligand [75,76]. The latter work observed drug release from the zinc-CN under acidic conditions, while phosphate buffered saline (PBS) released deferiprone from the bismuth analogue, and in Serre's study degraded bioMIL-1 to release nicotinic acid.…”