Chemical and biochemical approaches to the production of 7-hydroxylated C19-steroids

Clotilde Ferroud 1 , Gilbert Revial 1  and Robert Morfin 2
  • 1 Laboratoire de Transformation Chimique et Pharmaceutique, ERL3193 CNRS/ESCPIParisTech/Cnam, Paris, France
  • 2 Laboratoire de Biotechnologie, Conservatoire National des Arts et Métiers, Paris, France

Abstract

Interest has developed into 7-hydroxylated derivatives of 3β-hydroxylated C19-steroids, such as dehydroepiandrosterone (DHEA) and epiandrosterone because of their effects on inflammation, immune response, and cell repair. These steroids are not currently available from commercial sources, and it is necessary to produce them for relevant studies. We report here the chemical and biochemical approaches that were used for their production. Simplified chemical approaches lead to the production of 7α-/7β-hydroxy-DHEA and 7β-hydroxy-epiandrosterone in gram quantities, which are made available to researchers. Biochemical approaches were used to produce isotope-labeled compounds. Thus, 2H-, 3H-, and 14C-labeled 7α-/7β-hydroxy-DHEA and 7β-hydroxy-epiandrosterone could be produced in quantities sufficient for use in investigations into their mode of action.

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Hormone Molecular Biology and Clinical Investigation is dedicated to the provision of data on molecular aspects of hormones in physiology and pathophysiology. The journal covers the treatment of diseases, such as endocrine cancers, renal and lymphoid carcinoma, hypertension, cardiovascular systems, osteoporosis, hormone deficiency in menopause and andropause, obesity, diabetes, brain and related diseases.

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