Artículo
Regioselective enzymatic synthesis of estradiol 17-fatty acid esters
Fecha de publicación:
11/2005
Editorial:
Arkat USA
Revista:
Arkivoc
ISSN:
1424-6376
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
A series of acyl esters of 3,17-β-estradiol has been prepared by an enzymatic methodology. Eleven 17-monoacyl products (five novel compounds) were obtained in a highly regioselective way by acylation of 3,17-β-estradiol or by alcoholysis of the corresponding diacyl derivatives. The influence of various reaction parameters such as molar ratio, enzyme:substrate ratio and temperature was evaluated. Among the tested lipases, Candida rugosa lipase appeared to be the most appropriate in monoacylation and lipase from Candida antarctica in alcoholysis. The advantages presented by this methodology such as mild reaction conditions, economy and low environmental impact, make the biocatalysis a convenient way to prepare monoacyl derivatives of 3,17-β-estradiol containing the aromatic 3-hydroxyl group free. Some of these compounds are recongnized as useful products in the pharmaceutical industry.
Palabras clave:
Lipase
,
Enzymatic acilation and alcoholysis
,
3,17- ß-estradiol
Archivos asociados
Licencia
Identificadores
Colecciones
Articulos(UMYMFOR)
Articulos de UNID.MICROANAL.Y MET.FISICOS EN QUIM.ORG.(I)
Articulos de UNID.MICROANAL.Y MET.FISICOS EN QUIM.ORG.(I)
Citación
Rustoy, Eduardo Miguel; Ruiz Arias, Ignacio Edgardo; Baldessari, Alicia; Regioselective enzymatic synthesis of estradiol 17-fatty acid esters; Arkat USA; Arkivoc; 2005; XII; 11-2005; 175-188
Compartir