Fosmidomycin analogues with N-hydroxyimidazole and N-hydroxyimidazolone as a chelating unit

Fosmidomycin has been reported to have many biological activities as an antibacterial and antimalarial, along with being a herbicidal agent. Its unique mode of action involves the inhibition of a key step of the non mevalonate pathway by blockade of a crucial enzyme, the 1-deoxy- d -xylulose 5-phosp...

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Bibliographic Details
Published in:RSC advances 2014-01, Vol.4 (45), p.23770-23778
Main Authors: Midrier, Camille, Montel, Sonia, Braun, Ralf, Haaf, Klaus, Willms, Lothar, van der Lee, Arie, Volle, Jean-Noël, Pirat, Jean-Luc, Virieux, David
Format: Article
Language:English
Subjects:
Chemical Sciences
Organic chemistry
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Summary:Fosmidomycin has been reported to have many biological activities as an antibacterial and antimalarial, along with being a herbicidal agent. Its unique mode of action involves the inhibition of a key step of the non mevalonate pathway by blockade of a crucial enzyme, the 1-deoxy- d -xylulose 5-phosphate reductoisomerase (DXR), whose expression is present in bacteria, plasmodium parasites and higher plants, but not in mammals. Herein we report the development of fosmidomycin and of FR-900098 constrained analogues belonging to an unusual heterocyclic based complexing subunit involving N -hydroxyimidazoles and cyclic N -hydroxyureas.
ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA00757C