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  • Siderophore-Linked Ruthenium Catalysts for Targeted Allyl Ester Prodrug Activation within Bacterial Cells

    • Siderophore-Linked Ruthenium Catalysts for Targeted Allyl Ester Prodrug Activation within Bacterial Cells

    Title Siderophore-Linked Ruthenium Catalysts for Targeted Allyl Ester Prodrug Activation within Bacterial Cells
    Authors Dr. James W. Southwell, Reyme Herman, Dr. Daniel J. Raines, Dr. Justin E. Clarke, Isabelle Böswald, Thorsten Dreher, Sophie M. Gutenthaler, Dr. Nicole Schubert, Jana Seefeldt, Prof. Dr. Nils Metzler‐Nolte, Prof. Dr. Gavin H. Thomas, Prof. Dr. Keith S. Wilson, Prof. Dr. Anne‐Kathrin Duhme‐Klair
    Magazine Chemistry (Weinheim an Der Bergstrasse, Germany)
    Date 12/21/2022
    DOI 10.1002/chem.202202536
    Introduction As resistance to existing antibiotics increases, new strategies are required to effectively release antibiotics at targeted sites. Siderophores, chelating molecules that bacteria utilise to acquire iron, are being explored for linking with antibacterials, as seen with the drug cefiderocol. Recent advancements in small-molecule catalysts for intracellular prodrug activation hold potential. This study focuses on siderophore-linked ruthenium catalysts for activating antibacterial prodrugs within cells. Moxifloxacin-based prodrugs were synthesised and successfully activated by catalysts under anaerobic, biologically relevant conditions. Without catalysts, reduced antibacterial activity was noted compared to moxifloxacin versus E. coli K12 (BW25113). Various siderophore-linked ruthenium catalysts were tested, showing antibacterial activity in conjunction with the prodrug, with minimal toxicity to mammalian cell lines. Using bacterial growth assays, conjugates with siderophore units derived from catechol and azotochelin demonstrated significant promise for intracellular prodrug activation.
    Quote James W Southwell, Reyme Herman and Daniel J. Raines et al. Siderophore‐Linked Ruthenium Catalysts for Targeted Allyl Ester Prodrug Activation within Bacterial Cells. Chemistry. 2022. DOI: 10.1002/chem.202202536
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