Synthesis and SAR of thioester and thiol inhibitors of IMP-1 metallo-beta-lactamase

M L Greenlee; J B Laub; J M Balkovec; M L Hammond; G G Hammond; D L Pompliano; J H Epstein-Toney

doi:10.1016/s0960-894x(99)00425-4

Synthesis and SAR of thioester and thiol inhibitors of IMP-1 metallo-beta-lactamase

Bioorg Med Chem Lett. 1999 Sep 6;9(17):2549-54. doi: 10.1016/s0960-894x(99)00425-4.

Authors

M L Greenlee¹, J B Laub, J M Balkovec, M L Hammond, G G Hammond, D L Pompliano, J H Epstein-Toney

Affiliation

¹ Department of Medicinal Chemistry, Merck Research Laboratorie, Rahway, NJ 07065, USA.

PMID: 10498206
DOI: 10.1016/s0960-894x(99)00425-4

Abstract

Potent thioester and thiol inhibitors of IMP-1 metallo-beta-lactamase have been synthesized employing a solid-phase Mitsunobu reaction as the key step.

MeSH terms

Bacterial Proteins*
Enzyme Inhibitors / chemical synthesis*
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / pharmacology
Esters
Structure-Activity Relationship
Sulfhydryl Compounds / chemistry*
beta-Lactamase Inhibitors*

Substances

Bacterial Proteins
Enzyme Inhibitors
Esters
Sulfhydryl Compounds
beta-Lactamase Inhibitors