Literature DB >> 32947228

Hydroxamate siderophores: Natural occurrence, chemical synthesis, iron binding affinity and use as Trojan horses against pathogens.

Danah Al Shaer1, Othman Al Musaimi1, Beatriz G de la Torre2, Fernando Albericio3.   

Abstract

Hydroxamic acids are an important class of molecules, in particular because of their metal-chelating ability. Microorganisms, including pathogenic bacteria, use hydroxamate-based entities (siderophores), among others, to acquire Fe (III). The "Trojan horse" strategy exploits the need of bacteria for this metal by using Fe (III) active transporters to carry antibacterial or bactericidal moieties into the bacterial cell. Many natural Trojan horses (sideromycins) are derived from hydroxamic acids, thereby reflecting their potency. Various artificial sideromycins and their antibacterial activities have been reported. This review discusses the structural aspects of the hydroxamate-siderophores isolated in the last two decades, the chemical synthesis of their building blocks, their binding affinity towards Fe (III), and their application as Trojan horses (weaknesses and strengths).
Copyright © 2020 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  Fe (III) binding affinity; Hydroxamate; Sideromycins; Siderophore; Siderophore-drug conjugate; Trojan horse

Mesh:

Substances:

Year:  2020        PMID: 32947228     DOI: 10.1016/j.ejmech.2020.112791

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  8 in total

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  8 in total

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