title: Bendigoles A approximately C, new steroids from Gordonia australis Acta 2299.
abstract: Bendigoles A approximately C are the first secondary metabolites to be isolated from a member of the actinomycete genus Gordonia. They were detected in a culture filtrate extract of Gordonia australis Acta 2299 by HPLC-diode array analysis and characterized as new steroids by mass spectrometry and NMR experiments. Bendigole C show binding affinity to the human progesterone and A approximately C to androgen receptor but are inactive at mineralocorticoid and estrogen receptors. In in vitro transactivation studies bendigoles A and C showed moderate and weak androgenic activities.
authors.affiliation: Institut für Chemie, Technische Universität Berlin, Germany.
authors.forename: Kathrin
authors.initials: K
authors.lastname: Schneider
authors.forename: Ellen
authors.initials: E
authors.lastname: Graf
authors.forename: Elisabeth
authors.initials: E
authors.lastname: Irran
authors.forename: Graeme
authors.initials: G
authors.lastname: Nicholson
authors.forename: Fiona M
authors.initials: FM
authors.lastname: Stainsby
authors.forename: Michael
authors.initials: M
authors.lastname: Goodfellow
authors.forename: Steffen A
authors.initials: SA
authors.lastname: Borden
authors.forename: Simone
authors.initials: S
authors.lastname: Keller
authors.forename: Roderich D
authors.initials: RD
authors.lastname: Süssmuth
authors.forename: Hans-Peter
authors.initials: HP
authors.lastname: Fiedler
mesh_terms: D000728:Androgens / Q000096:biosynthesis* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D018360:Crystallography, X-Ray; D005285:Fermentation; D033601:Gordonia Bacterium / Q000145:classification / Q000254:growth & development / Q000378:metabolism*; D006801:Humans; D006914:Hydroxysteroids / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D011374:Progesterone / Q000378:metabolism; D011944:Receptors, Androgen / Q000378:metabolism; D011960:Receptors, Estrogen / Q000187:drug effects / Q000378:metabolism; D018161:Receptors, Mineralocorticoid / Q000187:drug effects / Q000378:metabolism
chemical_list: D000728:Androgens; D006914:Hydroxysteroids; D011944:Receptors, Androgen; D011960:Receptors, Estrogen; D018161:Receptors, Mineralocorticoid; C532987:bendigole A; C532988:bendigole B; C532989:bendigole C; D011374:Progesterone