Bioorganic & Medicinal Chemistry Letters 1999-03-08

Synthesis and activity of 2-(sulfonamido)methyl-carbapenems: discovery of a novel, anti-MRSA 1,8-naphthosultam pharmacophore.

R R Wilkening, R W Ratcliffe, K J Wildonger, L D Cama, K D Dykstra, F P DiNinno, T A Blizzard, M L Hammond, J V Heck, K L Dorso, E St Rose, J Kohler, G G Hammond

Index: Bioorg. Med. Chem. Lett. 9(5) , 673-8, (1999)

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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.