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OPTIMIZATION OF CHIRAL SEPARATION ON VARIOUS POLISACCHARIDE STATIONARY PHASES

Agata E. Kamieńska-Duda 1Piotr A. Baran 1Anna Bielejewska 1,2Michał Odrowąż-Sypniewski 1

1. Pharmaceutical Research Institute (IF), Rydygiera 8, Warszawa 01-793, Poland
2. Polish Academy of Sciences, Institute of Physical Chemistry, Kasprzaka 44/52, Warszawa 01-224, Poland

Abstract

Only (S)-2-Amine-4,5,6,7-tetrahydro-6-(n-propylamine)benzothiazole dihydrocloride monohydrat (1) is a new dopaminergic agonist for the treatment of Parkinson disease. It has been effective in early Parkinson's disease as monotherapy and as adjunctive therapy with L-dopa in advanced stages of the disease [1] (chemical formula is presented in Figure 1).

pramipexol.gif

1 is a chiral compound and its (+) enantiomer is the low-affinity dopamine agonist.

An analytical method for the determination of the enantiomeric purity of synthetic product is required.

In the development of a chiral HPLC method, it is usually desirable to use a chiral stationary phase (CSP) for direct separation of enantiomers because of to the simplicity of operation. There are various types of CSPs available. Among them cellulose and amylose based CSPs have been proved to be quite versatile [2,3]

In this work we have compared separations of 1 obtained on various amylose and cellulose columns. The effect of the alcohol used as mobile phase modifier and the addition of small amount of various amines to the mobile phase has been investigated. To optimise the analytical procedure the effect of temperature on retention and selectivity on various columns using a variety of mobile phases composition was also studied.

[1] Medline.com

[2] Y. Okamoto, Y. Kaida, J. Chromatogr. A, 666 (1994) 403

[3] Y. Okamoto, E. Yashima, Angew. Chem., Int. Ed. Eng. 73 (1998) 1020

 

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Related papers

Presentation: Poster at V Multidyscyplinarna Konferencja Nauki o Leku, by Agata E. Kamieńska-Duda
See On-line Journal of V Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2006-03-03 10:47
Revised:   2009-06-07 00:44