Reduction and cyclization in biotransformation of carbonyl compounds by cultured cells of Taxus species

Abstract

Cultured plant cells from Taxus brevifolia Nutt and Taxus globosa Schltdl were investigated as biocatalysts using exogenous substrates. Production of highly specific metabolites by these species prompted us to analyse their synthetic potential. Whole cells suspensions have the capacity to chemoselectively reduce ethyl acetoacetate to ethyl 3-hydroxybutyrate chemo- and stereoselectively reduce rac-2-benzoylcyclohexanone to (1R, 2S)- and (1S, 2S)-2-hydroxycyclohexylphenylmethanones, and to cyclize N-phthaloyl-L-glutamine to thalidomide.

• Taxus brevifolia
• Taxus globosa
• cell cultures
• bioreduction
• biocyclization
• ethyl acetoacetate
• 2-benzoylcyclohexanone
• N-phthaloyl-L-glutamine
• thalidomide