Terpyridine Glycoconjugates and Their Metal Complexes: Antiproliferative Activity and Proteasome Inhibition. (27th February 2023)

• Record Type: Journal Article
• Authors: Panebianco, Roberta; Viale, Maurizio; Loiacono, Fabrizio; Lanza, Valeria; Milardi, Danilo; Vecchio, Graziella
• Is Part Of: ChemMedChem. Volume 18:Number 7(2023)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2023-02-27
• Subjects: Copper -- Cytotoxicity -- Glucose -- Iron -- Trehalose; Pharmaceutical chemistry -- Periodicals; 615.19005
• DOI: 10.1002/cmdc.202200701
• Languages: English
• ISSNs: 1860-7179

Abstract

Abstract: Metal terpyridine complexes have gained substantial interest in many application fields, such as catalysis and supramolecular chemistry. In recent years, the biological activity of terpyridine and its metal complexes has aroused considerable regard. On this basis, we synthesised new terpyridine derivatives of trehalose and glucose to improve the water solubility of terpyridine ligands and target them in cancer cells through glucose transporters. Glucose derivative and its copper(II) and iron(II) complexes showed antiproliferative activity. Interestingly, trehalose residue reduced the cytotoxicity of terpyridine. Moreover, we tested the ability of parent terpyridine ligands and their copper complexes to inhibit proteasome activity as an antineoplastic mechanism. Abstract : Sugars and metals : Terpyridine glycoconjugates have proven to be potential antitumor agents. Our results highlight that Cu(II) and Fe(II) ternary complexes of terpyridine derivatives have antiproliferative activity in the micromolar range. Additionally, parent terpyridine compounds have been assayed as proteasome modulators. [Cu(TpyCl)2 ] 2+ exhibited an inhibition profile of proteasomal chymotrypsin activity in the nanomolar range. It may be a possible antineoplastic mechanism.