De novo macrolide-glycolipid macrolactone hybrids: Synthesis, structure and antibiotic activity of carbohydrate-fused macrocycles.
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ABSTRACT:
SUBMITTER: Desmond RT
PROVIDER: S-EPMC4168945 | biostudies-literature | 2014
REPOSITORIES: biostudies-literature
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De novo macrolide-glycolipid macrolactone hybrids: Synthesis, structure and antibiotic activity of carbohydrate-fused macrocycles.
Desmond Richard T RT Magpusao Anniefer N AN Lorenc Chris C Alverson Jeremy B JB Priestley Nigel N Peczuh Mark W MW
Beilstein journal of organic chemistry 20140917
Natural product-like macrocycles were designed as potential antibacterial compounds. The macrocycles featured a D-glucose unit fused into a 12- or 13-member macrolactone. The rings are connected via the C6' and anomeric (C1') positions of the monosaccharide. The new macrocycles/macrolides were characterized by X-ray crystallography. Their structures showed that, in addition to the ester and alkene units, the dihedral angle about the glycosidic linkage (exo-anomeric effect) influenced the overall ...[more]
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