Resolution of Racemic Propranolol in Liquid Membranes Containing TA‐β‐cyclodextrin
; Coelhoso, I. M. Coelhoso
; Ramalhete, N. Ramalhete
; Marques, H. M. C. Marques
Separation Science and Technology Vol. 41, Nº 16, pp. 3553 - 3568, February, 2007.
ISSN (print): 1520-5754
ISSN (online): 0149-6395
Scimago Journal Ranking: 0,46 (in 2007)
Digital Object Identifier: 10.1080/01496390600997799
The pharmacological properties of propranolol enantiomers are quite different, the β‐adrenergic blocking activity resides in the (S)‐(−) isomer, while the (R)‐(+)‐enantiomer has only a membrane stabilizing effect. The inherent chirality of cyclodextrins (CDs) allows them to form diastereomeric complexes. In this work, a peracetylated β‐CD (TA‐β‐CD) that preferentially interacts with the (S)‐(−) isomer of propranolol was used. Two liquid membranes, bulk liquid membrane (BLM) and supported liquid membrane (SLM) were tested. A recovery of 30% and a enantiomeric excess of 12% were obtained, using a SLM with 10 mM of propranolol and a pH gradient between feed and stripping phases.