title: New derivatives of tylosin: chemical and electrochemical oxidation products of desmycosin.
abstract: Chemical and electrochemical oxidation of dienonic moiety of desmycosin were carried out. Successive chemical oxidation of desmycosin with m-chloroperbenzoic acid afforded a family of 12,13-dihydro-12,13-dihydroxy derivatives. Indirect electrochemical oxidation via hypobromite as an intermediate gave rise to the new bicyclo derivative of desmycosin, 13-hydroxy-3-dehydroxy-3,12-oxa-desmycosin.
authors.affiliation: PLIVA Research Division, Pharm. Ind. Inc., Prilaz b. Filipovića 25, HR-I0000 Zagreb, Croatia. Zoran.Mandic@pliva.hr
authors.forename: Z
authors.initials: Z
authors.lastname: Mandić
authors.forename: A
authors.initials: A
authors.lastname: Naranda
authors.forename: P
authors.initials: P
authors.lastname: Novak
authors.forename: K
authors.initials: K
authors.lastname: Brajsa
authors.forename: M
authors.initials: M
authors.lastname: Derek
authors.forename: D
authors.initials: D
authors.lastname: Iveković
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry*; D001419:Bacteria / Q000187:drug effects; D004563:Electrochemistry; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D010084:Oxidation-Reduction; D015645:Tylosin / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000494:pharmacology
chemical_list: C469533:13-hydroxy-3-dehydroxy-3,12-oxa-desmycosin; D000900:Anti-Bacterial Agents; C052318:tylosin B; D015645:Tylosin