Journal article

Authors list: Jopp, M; Becker, J; Lerch, M; Miska, A; Hausmann, H; Neiger, R; Schindler, S

Publication year: 2017

Pages: 2251-2256

Journal: ChemistrySelect

Volume number: 2

Issue number: 7

ISSN: 2365-6549

DOI Link: https://doi.org/10.1002/slct.201601976

Publisher: Wiley

Abstract: 
Trilostane, 2 alpha-cyano-4 alpha,5 alpha-epoxy-17 beta-hydroxyandrostan-3-one, as a synthetic steroid analogue, competitively inhibits the synthesis of several steroids, including cortisol and aldosterone. In veterinary medicine, trilostane has been used successfully to treat hypercortisolism. Trilostane is metabolized by the liver, producing the major metabolite ketotrilostane, 2 alpha-cyano4 alpha, 5 alpha-epoxyandrostane-3,17-dione,which is excreted by the liver. The parent compound and the major metabolite undergo metabolic interconversion. Pyridinium chlorochromate oxidation gave the alpha, beta-unsaturated cyanoketone, which was hydrogenated to yield ketotrilostane. For the first time, all steroids were structurally characterized by X-ray crystallography. Furthermore, a new derivative of trilostane could be synthesized and was structurally characterized.

Harvard Citation style: Jopp, M., Becker, J., Lerch, M., Miska, A., Hausmann, H., Neiger, R., et al. (2017) Crystallographic Characterization of Trilostane and Derivatives, ChemistrySelect, 2(7), pp. 2251-2256. https://doi.org/10.1002/slct.201601976

APA Citation style: Jopp, M., Becker, J., Lerch, M., Miska, A., Hausmann, H., Neiger, R., & Schindler, S. (2017). Crystallographic Characterization of Trilostane and Derivatives. ChemistrySelect. 2(7), 2251-2256. https://doi.org/10.1002/slct.201601976