Identification and antibacterial activity of a new oleandomycin derivative from Streptomyces antibioticus.
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.
Kim
Beom Seok
BS
Korea Research Institute of Bioscience and Biotechnology, 52 Oun-dong, Yuseong-gu, Daejeon 305-333, Korea.
Oh
Hyuncheol
H
Kim
Sun Young
SY
Park
Jeong Ah
JA
Yoon
Yeo Joon
YJ
Lee
Sang Kil
SK
Kim
Bo Yeon
BY
Ahn
Jong Seog
JS
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*
C501240:10-dehydro-11-dehydroxyoleandomycin; D000900:Anti-Bacterial Agents; D009827:Oleandomycin