Literature DB >> 25794938

Evaluation of (acyloxy)alkyl ester linkers for antibiotic release from siderophore-antibiotic conjugates.

Tengfei Zheng1, Elizabeth M Nolan2.   

Abstract

The syntheses of five ciprofloxacin-modified (acyloxyl)alkyl esters and two siderophore-ciprofloxacin conjugates based on enterobactin that harbor such hydrolyzable linkages are reported. The hydrolytic stabilities of ciprofloxacin-modified (acyloxy)alkyl esters, evaluated at pH 7.5 and 30°C, vary by >370-fold depending on the substituents in the vicinity of the ester linkage.
Copyright © 2015 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Antibiotic delivery; Linker stability; Siderophore

Mesh:

Substances:

Year:  2015        PMID: 25794938     DOI: 10.1016/j.bmcl.2015.02.034

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

1.  Determination of the Molecular Structures of Ferric Enterobactin and Ferric Enantioenterobactin Using Racemic Crystallography.

Authors:  Timothy C Johnstone; Elizabeth M Nolan
Journal:  J Am Chem Soc       Date:  2017-10-17       Impact factor: 15.419

2.  Esterase-Catalyzed Siderophore Hydrolysis Activates an Enterobactin-Ciprofloxacin Conjugate and Confers Targeted Antibacterial Activity.

Authors:  Wilma Neumann; Martina Sassone-Corsi; Manuela Raffatellu; Elizabeth M Nolan
Journal:  J Am Chem Soc       Date:  2018-04-10       Impact factor: 15.419

3.  Evaluation of a reducible disulfide linker for siderophore-mediated delivery of antibiotics.

Authors:  Wilma Neumann; Elizabeth M Nolan
Journal:  J Biol Inorg Chem       Date:  2018-07-02       Impact factor: 3.358

4.  Platform to Discover Protease-Activated Antibiotics and Application to Siderophore-Antibiotic Conjugates.

Authors:  Jonathan H Boyce; Bobo Dang; Beatrice Ary; Quinn Edmondson; Charles S Craik; William F DeGrado; Ian B Seiple
Journal:  J Am Chem Soc       Date:  2020-12-10       Impact factor: 15.419

5.  Erythromycin Modification That Improves Its Acidic Stability while Optimizing It for Local Drug Delivery.

Authors:  Erika L Cyphert; Jaqueline D Wallat; Jonathan K Pokorski; Horst A von Recum
Journal:  Antibiotics (Basel)       Date:  2017-04-25

Review 6.  Modifications of quinolones and fluoroquinolones: hybrid compounds and dual-action molecules.

Authors:  Joanna Fedorowicz; Jarosław Sączewski
Journal:  Monatsh Chem       Date:  2018-06-07       Impact factor: 1.451

Review 7.  Siderophore-Antibiotic Conjugate Design: New Drugs for Bad Bugs?

Authors:  Kokob H Negash; James K S Norris; James T Hodgkinson
Journal:  Molecules       Date:  2019-09-11       Impact factor: 4.411

  7 in total

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