title: Deepoxidation of 16-membered epoxyenone macrolide antibiotics. II. Chemical deepoxidation by dissolving metal reduction.
abstract: 16-Membered epoxyenone macrolide antibiotics were reductively deepoxidized with dissolving metals such as zinc. Angolamycin and rosamicin which have a methyl substituent at C-12 in the epoxyenone structure were deepoxidized, but not isomerized further to the geometric isomers P2 and P3.
mesh_terms: D000900:Anti-Bacterial Agents; D004852:Epoxy Compounds; D004988:Ethers, Cyclic; D007783:Lactones; D007933:Leucomycins; D008670:Metals / Q000494:pharmacology*; D015645:Tylosin / Q000031:analogs & derivatives*
chemical_list: D000900:Anti-Bacterial Agents; D004852:Epoxy Compounds; D004988:Ethers, Cyclic; D007783:Lactones; D007933:Leucomycins; D008670:Metals; C002547:angolamycin; D015645:Tylosin