Synthesis and beta-lactamase inhibitory activity of 9-(2-amidoethenylthio)-9-deoxy derivatives of clavulanic acid. 1988

G Brooks, and K Coleman, and J S Davies, and P A Hunter
Beecham Pharmaceuticals Research Division, Chemotherapeutic Research Centre, Betchworth, Surrey, England.

The reaction of activated derivatives of clavulanic acid with substituted amidoethenyl thiolates to give 9-(2-amidoethenylthio)-9-deoxy derivatives is described; the antibacterial/synergistic and beta-lactamase inhibitory activities of the thioethers and their corresponding sulfoxides and sulfones are compared.

UI MeSH Term Description Entries
D002969 Clavulanic Acids Acids, salts, and derivatives of clavulanic acid (C8H9O5N). They consist of those beta-lactam compounds that differ from penicillin in having the sulfur of the thiazolidine ring replaced by an oxygen. They have limited antibacterial action, but block bacterial beta-lactamase irreversibly, so that similar antibiotics are not broken down by the bacterial enzymes and therefore can exert their antibacterial effects. Acids, Clavulanic
D019818 Clavulanic Acid A beta-lactam antibiotic produced by the actinobacterium Streptomyces clavuligerus. It is a suicide inhibitor of bacterial beta-lactamase enzymes. Administered alone, it has only weak antibacterial activity against most organisms, but given in combination with other beta-lactam antibiotics it prevents antibiotic inactivation by microbial lactamase. Clavulanate,BRL-14151,Clavulanate Potassium,Clavulanic Acid, Monopotassium Salt,Clavulanic Acid, Monosodium Salt,MM-14151,Potassium Clavulanate,Sodium Clavulanate,BRL 14151,BRL14151,Clavulanate, Potassium,Clavulanate, Sodium,MM 14151,MM14151,Potassium, Clavulanate
D065093 beta-Lactamase Inhibitors Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES. beta Lactamase Inhibitor,beta Lactamase Inhibitors,beta-Lactamase Inhibitor,beta Lactamase Antagonists,Antagonists, beta Lactamase,Inhibitor, beta Lactamase,Inhibitor, beta-Lactamase,Inhibitors, beta Lactamase,Inhibitors, beta-Lactamase,Lactamase Antagonists, beta,Lactamase Inhibitor, beta,Lactamase Inhibitors, beta

Related Publications

G Brooks, and K Coleman, and J S Davies, and P A Hunter
April 1983, The Journal of antibiotics,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
September 2009, Bioorganic & medicinal chemistry letters,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
January 1989, The Journal of antibiotics,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
February 1997, The Journal of antibiotics,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
May 1981, Biochemistry,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
March 1997, The Journal of antibiotics,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
September 1996, The Journal of antibiotics,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
March 1997, The Journal of antibiotics,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
January 1990, The Journal of antibiotics,
G Brooks, and K Coleman, and J S Davies, and P A Hunter
October 1978, Biochimica et biophysica acta,
Copied contents to your clipboard!