Benzoxacystol, a benzoxazine-type enzyme inhibitor from the deep-sea strain Streptomyces sp. NTK 935

Benzoxacystol, a new 1,4-benzoxazine-type metabolite, was produced by strain NTK 935, a marine member of the Streptomyces griseus 16S rRNA clade, isolated from deep-sea sediment collected from the Canary Basin. The structure of benzoxacystol was determined by mass spectrometry, NMR experiments and X...

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Veröffentlicht in:	Journal of antibiotics 2011-06, Vol.64 (6), p.453-457
Hauptverfasser:	Nachtigall, Jonny, Schneider, Kathrin, Bruntner, Christina, Bull, Alan T, Goodfellow, Michael, Zinecker, Heidi, Imhoff, Johannes F, Nicholson, Graeme, Irran, Elisabeth, Süssmuth, Roderich D, Fiedler, Hans-Peter
Format:	Artikel
Sprache:	eng
Schlagworte:	631/326/22/1290 631/326/41 631/92/609 639/638/403/936 Animals Bacteriology Benzoxazines - chemistry Benzoxazines - isolation & purification Benzoxazines - pharmacology Biomedical and Life Sciences Bioorganic Chemistry Cell Proliferation - drug effects Deep sea Enzyme inhibitors Enzyme Inhibitors - chemistry Enzyme Inhibitors - isolation & purification Enzyme Inhibitors - pharmacology Fibroblasts - drug effects Geologic Sediments - microbiology Glycogen Synthase Kinase 3 - antagonists & inhibitors Glycogen Synthase Kinase 3 beta Life Sciences Magnetic Resonance Spectroscopy Mass Spectrometry Medicinal Chemistry Metabolites Mice Microbiology NIH 3T3 Cells Organic Chemistry original-article Streptomyces griseus - metabolism
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Beschreibung
Zusammenfassung:	Benzoxacystol, a new 1,4-benzoxazine-type metabolite, was produced by strain NTK 935, a marine member of the Streptomyces griseus 16S rRNA clade, isolated from deep-sea sediment collected from the Canary Basin. The structure of benzoxacystol was determined by mass spectrometry, NMR experiments and X-ray analysis. The compound showed an inhibitory activity against the enzyme glycogen synthase kinase 3β and a weak antiproliferative activity against mouse fibroblast cells.
ISSN:	0021-8820 1881-1469
DOI:	10.1038/ja.2011.26