Double prodrugs of a fosmidomycin surrogate as antimalarial and antitubercular agents.
Antimalarials
/ chemistry
Antitubercular Agents
/ chemistry
Carbamates
/ chemistry
Drug Evaluation, Preclinical
/ methods
Fosfomycin
/ analogs & derivatives
Humans
Inhibitory Concentration 50
Molecular Structure
Mycobacterium tuberculosis
/ drug effects
Nitrofurans
/ chemistry
Plasmodium falciparum
/ drug effects
Prodrugs
/ chemistry
Signal Transduction
Structure-Activity Relationship
Fosmidomycin
Isoprenoid biosynthesis
Malaria
Non-mevalonate pathway
Prodrugs
Tuberculosis
Journal
Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377
Informations de publication
Date de publication:
15 05 2019
15 05 2019
Historique:
received:
17
12
2018
revised:
10
02
2019
accepted:
05
03
2019
pubmed:
19
3
2019
medline:
18
3
2020
entrez:
19
3
2019
Statut:
ppublish
Résumé
A series of eleven double prodrug derivatives of a fosmidomycin surrogate were synthesized and investigated for their ability to inhibit in vitro growth of P. falciparum and M. tuberculosis. A pivaloyloxymethyl (POM) phosphonate prodrug modification was combined with various prodrug derivatisations of the hydroxamate moiety. The majority of compounds showed activity comparable with or inferior to fosmidomycin against P. falciparum. N-benzyl substituted carbamate prodrug 6f was the most active antimalarial analog with an IC
Identifiants
pubmed: 30879839
pii: S0960-894X(19)30135-0
doi: 10.1016/j.bmcl.2019.03.009
pii:
doi:
Substances chimiques
Antimalarials
0
Antitubercular Agents
0
Carbamates
0
Nitrofurans
0
Prodrugs
0
Fosfomycin
2N81MY12TE
fosmidomycin
5829E3D9I9
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
1232-1235Informations de copyright
Copyright © 2019 Elsevier Ltd. All rights reserved.