title: A convergent ring-closing metathesis approach to carbohydrate-based macrolides with potential antibiotic activity.
abstract: [reaction: see text] An efficient convergent approach has been developed for the construction of novel, non-natural, carbohydrate-based macrolides. The key step in the synthesis is the formation of the macrocyclic ring via a ring-closing metathesis reaction. The obtained macrolide analogues have been screened for biological activity against gram-positive and gram-negative bacteria, including resistant strains, yeasts, and molds.
authors.affiliation: Laboratory for Organic and Bioorganic Synthesis, Department of Organic Chemistry, Ghent University, Krijgslaan 281 (S.4), B-9000 Gent, Belgium.
authors.forename: Petra
authors.initials: P
authors.lastname: Blom
authors.forename: Bart
authors.initials: B
authors.lastname: Ruttens
authors.forename: Steven
authors.initials: S
authors.lastname: Van Hoof
authors.forename: Idzi
authors.initials: I
authors.lastname: Hubrecht
authors.forename: Johan
authors.initials: J
authors.lastname: Van der Eycken
authors.forename: Benedikt
authors.initials: B
authors.lastname: Sas
authors.forename: Johan
authors.initials: J
authors.lastname: Van hemel
authors.forename: Jan
authors.initials: J
authors.lastname: Vandenkerckhove
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002241:Carbohydrates / Q000737:chemistry*; D003500:Cyclization; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D002241:Carbohydrates; D018942:Macrolides