title: Gephyromycin, the first bridged angucyclinone, from Streptomyces griseus strain NTK 14.
abstract: The new, highly oxygenated angucyclinone gephyromycin was isolated from an extract of a Streptomyces griseus strain. Its unprecedented ether-bridged structure was elucidated by NMR methods and substantiated by single crystal X-ray analysis. The absolute configuration was evidenced by quantum chemical CD calculations. Gephyromycin exhibits glutaminergic activity towards neuronal cells. Furthermore, the known compounds fridamycin E and dehydrorabelomycin were identified.
authors.affiliation: Institut für Organische Chemie, Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany. bringman@chemie.uni-wuerzburg.de
authors.forename: Gerhard
authors.initials: G
authors.lastname: Bringmann
authors.forename: Gerhard
authors.initials: G
authors.lastname: Lang
authors.forename: Katja
authors.initials: K
authors.lastname: Maksimenka
authors.forename: Andreas
authors.initials: A
authors.lastname: Hamm
authors.forename: Tobias A M
authors.initials: TA
authors.lastname: Gulder
authors.forename: Anke
authors.initials: A
authors.lastname: Dieter
authors.forename: Alan T
authors.initials: AT
authors.lastname: Bull
authors.forename: James E M
authors.initials: JE
authors.lastname: Stach
authors.forename: Niko
authors.initials: N
authors.lastname: Kocher
authors.forename: Werner E G
authors.initials: WE
authors.lastname: Müller
authors.forename: Hans-Peter
authors.initials: HP
authors.lastname: Fiedler
mesh_terms: D000818:Animals; D000880:Anthraquinones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D002118:Calcium / Q000378:metabolism; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D008958:Models, Molecular; D015394:Molecular Structure; D009474:Neurons / Q000187:drug effects / Q000378:metabolism; D051381:Rats; D013305:Streptomyces griseus / Q000737:chemistry*
chemical_list: D000880:Anthraquinones; D001952:Bridged-Ring Compounds; C504085:gephyromycin; D002118:Calcium