title: The structure of vacidin A, an aromatic heptaene macrolide antibiotic. II. Stereochemistry of the antibiotic.
abstract: On the basis of coupling constants and rotating frame nuclear Overhauser effect spectroscopy of vacidin A methoxycarbonylmethylamide, the stereochemistry of the antibiotic was established. The configuration of the aglycone was determined as (3R,7R,9R,11S,13S,15R,17S,18R,19S,21R, 36S,37R,38S). The aminosugar constituent of the antibiotic was identified as beta-(D)-mycosamine. The chiral center at C-41 remains to be assigned.
authors.affiliation: Department of Pharmaceutical Technology and Biochemistry Technical University of Gdańsk, Poland.
authors.forename: P
authors.initials: P
authors.lastname: Sowiński
authors.forename: P
authors.initials: P
authors.lastname: Gariboldi
authors.forename: J K
authors.initials: JK
authors.lastname: Pawlak
authors.forename: E
authors.initials: E
authors.lastname: Borowski
mesh_terms: D000900:Anti-Bacterial Agents / Q000031:analogs & derivatives; D002174:Candicidin / Q000031:analogs & derivatives; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure
chemical_list: D000900:Anti-Bacterial Agents; D002174:Candicidin; C031985:vacidin A