Novel C-2 substituted carbapenem derivatives. Part I. Synthesis and biological activity of non-aromatic heterocyclic derivatives.
A new series of carbapenems, having a saturated or partially unsaturated heterocycle at C-2, has been synthesised. The in vitro antibacterial activity of these compounds and their stability to human dehydropeptidase-1 (DHP-1) are described. The stereochemistry of the C-2 side-chain and the presence of a double bond in the heterocycle were shown to have significant effects on the stabilities of the compounds to DHP-1.
Burton
G
G
SmithKline Beecham Pharmaceuticals, Brockham Park, Betchworth, Surrey, U.K.
Clear
N J
NJ
Eglington
A J
AJ
Guest
A W
AW
Hunt
E
E
Naylor
A
A
Pearson
M J
MJ
Takle
A K
AK
D001419:Bacteria / Q000187:drug effects*; D015780:Carbapenems / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004150:Dipeptidases / Q000378:metabolism; D006801:Humans; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure
D015780:Carbapenems; D004150:Dipeptidases; C038937:dipeptidase