Chiral Separation of Flurbiprofen Enantiomers by Preparative and Simulated Moving Bed Chromatography

• Tipo: Artigo em Revista Científica Internacional
• Data: 2011

Autores

Ribeiro, AE (Autor) Outra; Gomes PS (Autor) FMDUP; Pais, LS (Autor) Outra; Alírio Rodrigues (Autor) FEUP

Revista

Título: Chirality

Vol. 23

Páginas: 602-611

ISSN: 0899-0042

Editora: Wiley-Blackwell

Indexação

ISI Web of Knowledge - 19 Citações

Scopus - 23 Citações

Outras Informações

ID Authenticus: P-002-N94

DOI: 10.1002/chir.20978

Abstract (EN): This study presents the chiral resolution of flurbiprofen enantiomers by preparative liquid chromatography using the simulated moving bed (SMB) technology. Flurbiprofen enantiomers are widely used as nonsteroidal anti-inflammatory drugs, and although demonstrate different therapeutic actions, they are still marketed as a racemic mixture. The results presented here clearly show the importance of the selection of the proper solvent composition for the preparative separation of flurbiprofen enantiomers. Chiral SMB separation is carried out using a laboratory-scale unit (the FlexSMB-LSRE (R)) with six columns, packed with the Chiralpak AD (R) stationary phase (20 mu m). Results presented include the experimental measurement of equilibrium and kinetic data for two very different solvent compositions, a traditional high hydrocarbon content [10%ethanol/90%n-hexane/0.01% trifluoroacetic acid (TFA)] and a strong polar organic composition (100%ethanol/0.01%TFA). Experimental data, obtained using the two mobile phase compositions, are used to predict and optimize the SMB operation. After selecting 10%ethanol/90%n-hexane/0.01%TFA as the most appropriate solvent composition, three feed concentrations of racemic flurbiprofen were considered. Using 40 g/l of racemic flurbiprofen feed solution, the purities for both outlet streams were above 99.4%, the productivity was 13.1 g(feed)/(L(bed) h), and a solvent consumption of 0.41 L(solvent)/g(feed) was achieved. Chirality 23:602-611, 2011. (C) 2011 wriley-uss, Inc.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 10