title: Benzoxacystol, a benzoxazine-type enzyme inhibitor from the deep-sea strain Streptomyces sp. NTK 935.
abstract: 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.
authors.affiliation: Institut für Chemie, Technische Universität Berlin, Berlin, Germany.
authors.forename: Jonny
authors.initials: J
authors.lastname: Nachtigall
authors.forename: Kathrin
authors.initials: K
authors.lastname: Schneider
authors.forename: Christina
authors.initials: C
authors.lastname: Bruntner
authors.forename: Alan T
authors.initials: AT
authors.lastname: Bull
authors.forename: Michael
authors.initials: M
authors.lastname: Goodfellow
authors.forename: Heidi
authors.initials: H
authors.lastname: Zinecker
authors.forename: Johannes F
authors.initials: JF
authors.lastname: Imhoff
authors.forename: Graeme
authors.initials: G
authors.lastname: Nicholson
authors.forename: Elisabeth
authors.initials: E
authors.lastname: Irran
authors.forename: Roderich D
authors.initials: RD
authors.lastname: Süssmuth
authors.forename: Hans-Peter
authors.initials: HP
authors.lastname: Fiedler
mesh_terms: D000818:Animals; D048588:Benzoxazines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D005347:Fibroblasts / Q000187:drug effects*; D019015:Geologic Sediments / Q000382:microbiology; D038362:Glycogen Synthase Kinase 3 / Q000037:antagonists & inhibitors*; D000071679:Glycogen Synthase Kinase 3 beta; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D051379:Mice; D041681:NIH 3T3 Cells; D013305:Streptomyces griseus / Q000378:metabolism*
chemical_list: D048588:Benzoxazines; D004791:Enzyme Inhibitors; C561363:benzoxacystol; D000071679:Glycogen Synthase Kinase 3 beta; C000605507:Gsk3b protein, mouse; D038362:Glycogen Synthase Kinase 3