α,α-Difluorophosphonohydroxamic Acid Derivatives among the Best Antibacterial Fosmidomycin Analogues.

Fiche publication


Date publication

août 2021

Journal

Molecules (Basel, Switzerland)

Auteurs

Membres identifiés du Cancéropôle Est :
Pr GROSDEMANGE-BILLIARD Catherine


Tous les auteurs :
Dreneau A, Krebs FS, Munier M, Ngov C, Tritsch D, Lièvremont D, Rohmer M, Grosdemange-Billiard C

Résumé

Three α,α-difluorophosphonate derivatives of fosmidomycin were synthesized from diethyl 1,1-difluorobut-3-enylphosphonate and were evaluated on . Two of them are among the best 1-deoxy-d-xylulose 5-phosphate reductoisomerase inhibitors, with IC in the nM range, much better than fosmidomycin, the reference compound. They also showed an enhanced antimicrobial activity against on Petri dishes in comparison with the corresponding phosphates and the non-fluorinated phosphonate.

Mots clés

1-deoxy-dxylulose 5-phosphate reductoisomerase (DXR), 2-C-methyl-derythritol 4-phosphate (MEP) pathway, antimicrobial, deoxyxylulose phosphate reductoisomerase, fosmidomycin, isoprenoid biosynthesis, α,α-difluorophosphonate

Référence

Molecules. 2021 Aug 23;26(16):