Lipase‐Catalysed Regioselective Deacetylation of androstane derivatives

• Published in: Helvetica Chimica Acta
• Main Authors: Baldessari, Alicia, Bruttomesso, Andrea C., Gros, Eduardo G.
• Format: Article in Journal/Newspaper
• Language: English
• Published: Wiley 1996
• Subjects: Antarc*; Antarctica
• Online Access: http://dx.doi.org/10.1002/hlca.19960790408; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fhlca.19960790408; https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.19960790408

Abstract A series of acetoxy derivatives of androstane was deacetylated in organic solvents by several lipases. The most satisfactory results were obtained with lipase from Candida cylindracea (CCL) and Candida antarctica (CAL). In some derivatives, CCL and CAL showed an overwhelming regioselectivity towards the removal of the 3β‐ or the 17β‐acetyl group (see Table 2 ). Three new steroid derivatives were obtained through this approach. A hypothetical rationale for the behaviour of these enzymes is given.