Lipase-catalysed preparation of acyl derivatives of the germacranolide cnicin

MONSALVE, LEANDRO N.; ROSSELLI, SERGIO; BRUNO, MAURIZIO; BALDESSARI, ALICIA

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC

Elsevier

Año: 2009 vol. 57 p. 40 - 47

1381-1177

Several acyl derivatives of cnicin were obtained through lipase-catalyzed acylation and alcoholysis reactions. In most reactions lipases showed a regioselective behaviour affording only one product. Longer chain acyl derivatives were prepared at lower temperature than the used in lipase-catalyzed reactions, to preclude side products formation. The enzymatic approach let to prepare a family of novel acetyl and fatty acid derivatives of cnicin which are not obtainable following traditional organic synthetic procedures.