Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone

Author: Bruttomesso Andrea C.   Tiscornia Anne   Baldessari Alicia  

Publisher: Informa Healthcare

ISSN: 1024-2422

Source: Biocatalysis and Biotransformation, Vol.22, Iss.3, 2004-05, pp. : 215-220

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Abstract

A series of acyl esters derivatives of dehydroepiandrosterone have been prepared by an enzymatic methodology. The acyl chain had a length that varied from two to eighteen carbon atoms. The C 18 derivative could be saturated or unsaturated. Following this biocatalytic approach we have also obtained a chloropropionyl derivative. We have observed that several lipases catalyzed esterification and transesterification reactions of dehydroepiandrosterone with carboxylic acids or alkyl carboxylates. The advantages presented by this methodology such as mild reaction conditions, economy and low environmental impact, make biocatalysis a convenient way to prepare acyl derivatives of DHEA with biological activity.

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