Novel C-2 substituted carbapenem derivatives. Part III. Synthesis and biological activity of 2-(functionalised ethenyl, oxyiminomethyl and alpha-[hydroxy]benzyl)-carbapenems.
The synthesis, antibacterial activity and stability to human dehydropeptidase-1 (DHP-1) of three small series of carbapenems carrying carbon-linked substituents at C-2 are described. C-2 Ethenyl carbapenems showed moderate antibacterial activity but poor stability to DHP-1, C-2 Oxyiminomethyl carbapenems demonstrated variable activity and stability C-2 alpha-(Hydroxy)benzyl carbapenems were the most promising and showed good potency and DHP-1 stability.
Clear
N J
NJ
SmithKline Beecham Pharmaceuticals, Brockham Park, Betchworth, Surrey, U.K.
Davies
J S
JS
Eglington
A J
AJ
Fell
S C
SC
Hinks
J D
JD
Hird
N W
NW
Hunt
E
E
Moss
S F
SF
Pearson
M J
MJ
D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D013329:Structure-Activity Relationship
D015780:Carbapenems