title: Synthesis and activity of 2-(sulfonamido)methyl-carbapenems: discovery of a novel, anti-MRSA 1,8-naphthosultam pharmacophore.
abstract: A series of 1beta-methyl carbapenems substituted at the 2-position with lipophilic, acyclic and cyclic (sulfonamido)methyl groups was prepared and evaluated for activity against resistant gram-positive bacteria. From these studies, the 1,8-naphthosultamyl group emerged as a novel, PBP2a-binding, anti-MRSA pharmacophore worthy of further exploration.
authors: Department of Medicinal Chemistry, Merck Research Laboratories, Merck & Co., Inc., Rahway, New Jersey 07065-0900, USA.
authors: R R
authors: RR
authors: Wilkening
authors: R W
authors: RW
authors: Ratcliffe
authors: K J
authors: KJ
authors: Wildonger
authors: L D
authors: LD
authors: Cama
authors: K D
authors: KD
authors: Dykstra
authors: F P
authors: FP
authors: DiNinno
authors: T A
authors: TA
authors: Blizzard
authors: M L
authors: ML
authors: Hammond
authors: J V
authors: JV
authors: Heck
authors: K L
authors: KL
authors: Dorso
authors: E
authors: E
authors: St Rose
authors: J
authors: J
authors: Kohler
authors: G G
authors: GG
authors: Hammond
mesh_terms: D001426:Bacterial Proteins; D015780:Carbapenems / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002352:Carrier Proteins / Q000187:drug effects / Q000378:metabolism; D004352:Drug Resistance, Microbial; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D006602:Hexosyltransferases; D008826:Microbial Sensitivity Tests; D002267:Muramoylpentapeptide Carboxypeptidase / Q000187:drug effects / Q000378:metabolism; D046915:Penicillin-Binding Proteins; D010458:Peptidyl Transferases
chemical_list: D001426:Bacterial Proteins; D015780:Carbapenems; D002352:Carrier Proteins; D046915:Penicillin-Binding Proteins; D010458:Peptidyl Transferases; D006602:Hexosyltransferases; D002267:Muramoylpentapeptide Carboxypeptidase