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Bioorg Med Chem Lett ; 18(6): 1840-4, 2008 Mar 15.
Article in English | MEDLINE | ID: mdl-18295483

ABSTRACT

Based on a pharmacophore hypothesis substituted tetramic and tetronic acid 3-carboxamides as well as dihydropyridin-2-one-3-carboxamides were investigated as inhibitors of undecaprenyl pyrophosphate synthase (UPPS) for use as novel antimicrobial agents. Synthesis and structure-activity relationship patterns for this class of compounds are discussed. Selectivity data and antibacterial activities for selected compounds are provided.


Subject(s)
Alkyl and Aryl Transferases/antagonists & inhibitors , Amides/pharmacology , Drug Design , Enzyme Inhibitors/pharmacology , Furans/pharmacology , Pyrrolidinones/pharmacology , Streptococcus pneumoniae/drug effects , Alkyl and Aryl Transferases/metabolism , Amides/chemical synthesis , Cyclization , Enzyme Inhibitors/chemical synthesis , Enzyme Inhibitors/chemistry , Escherichia coli/enzymology , Furans/chemical synthesis , Microbial Sensitivity Tests , Molecular Structure , Polyisoprenyl Phosphates/metabolism , Protein Conformation , Pyrrolidinones/chemical synthesis , Pyrrolidinones/chemistry , Sesquiterpenes/metabolism , Streptococcus pneumoniae/growth & development , Structure-Activity Relationship
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