Bendigoles A approximately C, new steroids from Gordonia australis Acta 2299

• Published in: Journal of antibiotics Vol. 61; no. 6; pp. 356 - 364
• Main Authors: Schneider, Kathrin, Graf, Ellen, Irran, Elisabeth, Nicholson, Graeme, Stainsby, Fiona M, Goodfellow, Michael, Borden, Steffen A, Keller, Simone, Süssmuth, Roderich D, Fiedler, Hans-Peter
• Format: Journal Article
• Language: English
• Published: Japan 01.06.2008
• Subjects: Androgens - biosynthesis; Androgens - chemistry; Androgens - isolation & purification; Androgens - pharmacology; Chromatography, High Pressure Liquid; Crystallography, X-Ray; Fermentation; Gordonia Bacterium - classification; Gordonia Bacterium - growth & development; Gordonia Bacterium - metabolism; Humans; Hydroxysteroids - chemistry; Hydroxysteroids - isolation & purification; Hydroxysteroids - metabolism; Hydroxysteroids - pharmacology; Magnetic Resonance Spectroscopy; Mass Spectrometry; Molecular Structure; Progesterone - metabolism; Receptors, Androgen - metabolism; Receptors, Estrogen - drug effects; Receptors, Estrogen - metabolism; Receptors, Mineralocorticoid - drug effects; Receptors, Mineralocorticoid - metabolism
• ISSN: 0021-8820
• DOI: 10.1038/ja.2008.50

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.