title: Synthesis and antibacterial activity of 7 beta-[3-(un)substituted-2-aminopropionamido]-3-vinylcephalosporin s and related compounds.
abstract: A series of new 7 beta-[3-(un)substituted-alanyl]-3-vinylcephalosporins and some related compounds, 4a-l is described. They incorporate residues of proteinogenic L-alpha-aminocarboxylic acids, their antimetabolites and enantiomers as well as a dipeptide in the 7 beta-acylamido side chain. The acylation of diphenyl-methyl 7-amino-3-vinyl-3-cephem-4-carboxylate (2: R2 = DPM) with various protected alpha-aminocarboxylic acids 1a-k and the dipeptide 1l is carried out using TBTU as coupling reagent. The compounds, except 4f, are active in vitro against S. aureus and S. lutea, but only 4a, 4k, and 4l inhibit some of the Gram-negative strains.
authors.affiliation: Department of Chemistry, University of Sofia, Bulgaria.
authors.forename: B
authors.initials: B
authors.lastname: Nestorova
authors.forename: T
authors.initials: T
authors.lastname: Pajpanova
authors.forename: S
authors.initials: S
authors.lastname: Simova
authors.forename: S
authors.initials: S
authors.lastname: Tabakova
authors.forename: E
authors.initials: E
authors.lastname: Golovinsky
authors.forename: M
authors.initials: M
authors.lastname: Haimova
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests
chemical_list: D000900:Anti-Bacterial Agents; D002511:Cephalosporins