title: Identification and antibacterial activity of a new oleandomycin derivative from Streptomyces antibioticus.
abstract: During the study on the oleandomycin production, we purified a new oleandomycin derivative having a macrolactone of which biosynthesis does not follow the genetic architecture of the oleandomycin PKS. The molecular formula for the compound was suggested as C35H59NO11 on the basis of the analysis of NMR and HRMS data (m/z 670.4185, Delta-1.9mmu, calcd for C35H60NO11). 13C NMR assignments and analysis of COSY, HMBC and HMQC data suggested that the compound differs from oleandomycin by formation of the olefinic functionality resulting from the dehydration of a hydroxy group in oleandomycin. The new oleandomycin derivative has antibacterial activities similar to those of oleandomycin agaisnt Enterococcus faecalis, Bacillus subtilis and Staphylococcus aureus.
authors.affiliation: Korea Research Institute of Bioscience and Biotechnology, 52 Oun-dong, Yuseong-gu, Daejeon 305-333, Korea.
authors.forename: Beom Seok
authors.initials: BS
authors.lastname: Kim
authors.forename: Hyuncheol
authors.initials: H
authors.lastname: Oh
authors.forename: Sun Young
authors.initials: SY
authors.lastname: Kim
authors.forename: Jeong Ah
authors.initials: JA
authors.lastname: Park
authors.forename: Yeo Joon
authors.initials: YJ
authors.lastname: Yoon
authors.forename: Sang Kil
authors.initials: SK
authors.lastname: Lee
authors.forename: Bo Yeon
authors.initials: BY
authors.lastname: Kim
authors.forename: Jong Seog
authors.initials: JS
authors.lastname: Ahn
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D013293:Enterococcus faecalis / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009827:Oleandomycin / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects; D013303:Streptomyces antibioticus / Q000737:chemistry*
chemical_list: C501240:10-dehydro-11-dehydroxyoleandomycin; D000900:Anti-Bacterial Agents; D009827:Oleandomycin