title: Novel C-2 substituted carbapenem derivatives. Part III. Synthesis and biological activity of 2-(functionalised ethenyl, oxyiminomethyl and alpha-[hydroxy]benzyl)-carbapenems.
abstract: 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.
authors.affiliation: SmithKline Beecham Pharmaceuticals, Brockham Park, Betchworth, Surrey, U.K.
authors.forename: N J
authors.initials: NJ
authors.lastname: Clear
authors.forename: J S
authors.initials: JS
authors.lastname: Davies
authors.forename: A J
authors.initials: AJ
authors.lastname: Eglington
authors.forename: S C
authors.initials: SC
authors.lastname: Fell
authors.forename: J D
authors.initials: JD
authors.lastname: Hinks
authors.forename: N W
authors.initials: NW
authors.lastname: Hird
authors.forename: E
authors.initials: E
authors.lastname: Hunt
authors.forename: S F
authors.initials: SF
authors.lastname: Moss
authors.forename: M J
authors.initials: MJ
authors.lastname: Pearson
mesh_terms: D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D013329:Structure-Activity Relationship
chemical_list: D015780:Carbapenems