Siderophore-Antibiotic Conjugate Design: New Drugs for Bad Bugs?

Molecules. 2019 Sep 11;24(18):3314. doi: 10.3390/molecules24183314.

Abstract

Antibiotic resistance is a global health concern and a current threat to modern medicine and society. New strategies for antibiotic drug design and delivery offer a glimmer of hope in a currently limited pipeline of new antibiotics. One strategy involves conjugating iron-chelating microbial siderophores to an antibiotic or antimicrobial agent to enhance uptake and antibacterial potency. Cefiderocol (S-649266) is a promising cephalosporin-catechol conjugate currently in phase III clinical trials that utilizes iron-mediated active transport and demonstrates enhanced potency against multi-drug resistant (MDR) Gram-negative pathogens. Such molecules demonstrate that siderophore-antibiotic conjugates could be important future medicines to add to our antibiotic arsenal. This review is written in the context of the chemical design of siderophore-antibiotic conjugates focusing on the differing siderophore, linker, and antibiotic components that make up conjugates. We selected chemically distinct siderophore-antibiotic conjugates as exemplary conjugates, rather than multiple analogues, to highlight findings to date. The review should offer a general guide to the uninitiated in the molecular design of siderophore-antibiotic conjugates.

Keywords: Trojan horse; antibiotic; antibiotic resistance; siderophore; siderophore–antibiotic.

Publication types

  • Review

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Clinical Trials as Topic
  • Drug Design*
  • Ferrous Compounds / chemistry
  • Ferrous Compounds / pharmacology
  • Humans
  • Peptides / chemistry
  • Peptides / pharmacology
  • Siderophores / chemical synthesis
  • Siderophores / chemistry
  • Siderophores / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Ferrous Compounds
  • Peptides
  • Siderophores
  • sideromycins

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