Literature

Abstract

Two stereoselective processes for the synthesis of novel 3,6-disubstituted penam sulfone derivatives were developed. One 6beta-(1-hydroxyethyl) and four 6beta-hydroxymethyl penam sulfone derivatives were synthesized. All four 6beta-(hydroxymethyl)penam sulfone derivatives demonstrated good IC50 against both TEM-1 and AmpC beta-lactamases. Of these, 6beta-hydroxymethyl penam sulfone derivative 25 was the most active inhibitor which was able to restore the activity of piperacillin in vitro and in vivo against both TEM-1 and AmpC beta-lactamases producing organisms.

DOI： 10.1016/s0960-894x(99)00107-9

6-(1-Hydroxyalkyl)penam sulfone derivatives as inhibitors of class A and class C β-lactamases II

Bioorganic & Medicinal Chemistry Letters 1999.0

6-(1-hydroxyalkyl)penam sulfone derivatives as inhibitors of class a and class C β-lactamases I

Bioorganic & Medicinal Chemistry Letters 1999.0

The synthesis and evaluation of 6-alkylidene-2'β-substituted penam sulfones as β-lactamase inhibitors

Bioorganic & Medicinal Chemistry Letters 1999.0

Studies on penam sulfones III. Synthesis and β-lactamase inhibitory activity of sodium (6R)-6-(α-hydroxybenzyl)-2β-methoxyiminomethyl-2α-methylpenam-3α-carboxylate 1,1-dioxide and sodium 2β-acyl-2α-methylpenam-3α-carboxylate 1,1-dioxide

Bioorganic & Medicinal Chemistry Letters 1997.0

Penicillin-derived inhibitors that simultaneously target both metallo- and serine-β-lactamases

Bioorganic & Medicinal Chemistry Letters 2004.0

5,5,6-Fused tricycles bearing imidazole and pyrazole 6-methylidene penems as broad-spectrum inhibitors of β-lactamases