Hormaomycins B and C: New Antibiotic Cyclic Depsipeptides from a Marine Mudflat-Derived Streptomyces sp.
Alterations in microbial culture conditions may trigger the production of diverse bioactive secondary metabolites. While applying various culture conditions and monitoring secondary metabolite profiles using LC/MS, hormaomycins B and C (1 and 2) were discovered from a marine mudflat-derived actinomycete, Streptomyces sp., collected in Mohang, Korea. The planar structures of the hormaomycins, which bear structurally-unique units, such as 4-(Z)-propenylproline, 3-(2-nitrocyclopropyl)alanine, 5-chloro-1-hydroxypyrrol-2-carboxylic acid and b-methylphenylalanine, were established as the first natural analogues belonging to the hormaomycin peptide class. The absolute configurations of 1 and 2 were deduced by comparing their CD spectra with that of hormaomycin. These hormaomycins exhibited significant inhibitory effects against various pathogenic Gram-positive and Gram-negative bacteria.
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. baemoon89@snu.ac.kr.
Munhyung
M
Bae
Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, Seoul 151-921, Korea. beomkoo01@snu.ac.kr.
Beomkoo
B
Chung
Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, Seoul 151-921, Korea. ohkibong@snu.ac.kr.
Ki-Bong
KB
Oh
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. shinj@snu.ac.kr.
Jongheon
J
Shin
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea. dongchanoh@snu.ac.kr.
Dong-Chan
DC
Oh
D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D059001:Aquatic Organisms / Q000382:microbiology*; D047630:Depsipeptides / Q000494:pharmacology*; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests / Q000379:methods; D013302:Streptomyces / Q000378:metabolism*; D010456:Peptides, Cyclic
D000900:Anti-Bacterial Agents; D047630:Depsipeptides; C510371:hormaomycin; D010456:Peptides, Cyclic
antibiotic; hormaomycin; marine actinomycete; peptide; secondary metabolite