Phosphonodiamidate prodrugs of N-alkoxy analogs of a fosmidomycin surrogate as antimalarial and antitubercular agents.
Antimalarials
/ chemical synthesis
Antitubercular Agents
/ chemical synthesis
Cell Line
Cell Survival
/ drug effects
Fosfomycin
/ analogs & derivatives
Humans
Hydroxamic Acids
/ chemistry
Mycobacterium tuberculosis
/ drug effects
Organophosphonates
/ chemistry
Plasmodium falciparum
/ drug effects
Prodrugs
/ chemical synthesis
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:
01 05 2019
01 05 2019
Historique:
received:
10
02
2019
revised:
04
03
2019
accepted:
06
03
2019
pubmed:
13
3
2019
medline:
20
2
2020
entrez:
13
3
2019
Statut:
ppublish
Résumé
A series of N-alkoxy analogs of a l-leucine ethyl ester phosphonodiamidate prodrug of a fosmidomycin surrogate were synthesized and investigated for their ability to inhibit in vitro growth of P. falciparum and M. tuberculosis. These compounds originate by merging a previously reported successful phosphonate derivatisation with favorable modifications of the hydroxamate moiety. None of the synthesized compounds showed enhanced activity against either P. falciparum or M. tuberculosis in comparison with the parent free hydroxamate analog.
Identifiants
pubmed: 30857749
pii: S0960-894X(19)30138-6
doi: 10.1016/j.bmcl.2019.03.008
pii:
doi:
Substances chimiques
Antimalarials
0
Antitubercular Agents
0
Hydroxamic Acids
0
Organophosphonates
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
1051-1053Informations de copyright
Copyright © 2019 Elsevier Ltd. All rights reserved.