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Abstract

The discovery in 1949 by Hench, Kendall and their collaborators (101) of the remarkable therapeutic properties of the adrenal hormone 17-hydroxy-II-dehydrocorticosterone (I) (Chart 1), otherwise known as Kendall’s Compound E (172, 173), Reichstein’s Substance F. a. (215), Wintersteiner’s Compound F (292) or simply as Cortisone (102) has given a considerable impetus to investigations aimed at the synthesis of this substance. As a consequence cortisone, then available only from bile acids, can now be obtained chemically from the more abundant ring C-unsubstituted plant steroids such as diosgenin, ergosterol and stigma-sterol, from ring C-oxygenated plant steroids such as sarmentogenin and hecogenin, and through total synthesis. Besides these purely chemicalmethods, routes involving a biochemical step have been developed. Each of these topics will be dealt with in this review. In addition, syntheses of the very closely related 17-hydroxycorticosterone (II) (Chart 1) [Reichstein’s Substance M (216), Kendall’s Compound F (171) or hydrocortisone (273, there footnote 2)] will be described, since this substance seems to possess therapeutic activity very similar to that of cortisone (103).

Keywords

Bile Acid RANEY Nickel Chromium Trioxide Cortisone Acetate Hydrogen Bromide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer-Verlag Wien 1953

Authors and Affiliations

  • G. Rosenkranz
    • 1
  • F. Sondheimer
    • 1
  1. 1.Mexico CityMexico

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