Conjugates of Iron-Transporting N-Hydroxylactams with Ciprofloxacin

Molecules

Olga Bakulina¹  Ekaterina Levashova¹  Mikhail Krasavin¹  Anton Bannykh¹ 

[1] Saint Petersburg State University, 26 Universitetskii Prospect, 198504 Peterhof, Russia;

关键词: Castagnoli-Cushman reaction;    cyclic hydroxamic acids;    siderophores;    bacterial iron transport;    Trojan horse antibiotics;   

DOI  :  10.3390/molecules27123910

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown