Conjugates of Iron-Transporting N-Hydroxylactams with Ciprofloxacin

Screening of a library of novel N-hydroxylactams amenable by the Castagnoli-Cushman reaction identified four lead compounds that facilitated 55Fe transport into P. aeruginosa cells (one of these synthetic siderophores was found to be as efficient at promoting iron uptake as the natural siderophores...

Full description

Saved in:
Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2022-06, Vol.27 (12), p.3910
Main Authors: Bakulina, Olga, Bannykh, Anton, Levashova, Ekaterina, Krasavin, Mikhail
Format: Article
Language:English
Subjects:
Acids
Antibacterial activity
Antibiotics
Bacteria
bacterial iron transport
Castagnoli-Cushman reaction
Ciprofloxacin
Conjugates
cyclic hydroxamic acids
Drug resistance
Enterobactin
Enzymes
Iron
Lead compounds
Mutants
Pyoverdines
Siderophores
Trojan horse antibiotics
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Screening of a library of novel N-hydroxylactams amenable by the Castagnoli-Cushman reaction identified four lead compounds that facilitated 55Fe transport into P. aeruginosa cells (one of these synthetic siderophores was found to be as efficient at promoting iron uptake as the natural siderophores pyoverdine, pyochelin or enterobactin). Conjugates of the four lead siderophores with ciprofloxacin were tested for antibacterial activity against P. aeruginosa POA1 (wild type) and the ∆pvdF∆pchA mutant strain. The antibacterial activity was found to be pronounced against the ∆pvdF∆pchA mutant strain grown in CAA medium but not for the POA1 strain. This may be indicative of these compounds being ‘Trojan horse’ antibiotics. Further scrutiny of the mechanism of the antibacterial action of the newly developed conjugates is warranted.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27123910