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ENANTIOSELECTIVITIES OF SOME 1,4-DISUBSTITUTED PIPERAZINES ON AMYLOSE CARBAMATE

Małgorzata Lisowska Kuźmicz 1Anna Jończyk 1Maria Mazgajska 2Hanna Ksycińska 2Zdzisław Chilmonczyk 1

1. National Institute of Public Health, Chełmska 30/34, Warszawa 00-725, Poland
2. Pharmaceutical Research Institute (IF), Rydygiera 8, Warszawa 01-793, Poland

Abstract

Chromatographic behaviour of several chiral 1,4-disubstituted piperazine derivatives with hypnotic-sedative activity has been examined on amylose tris-(3,5-dimethylphenyl)carbamate (Chiralpak AD) with hexane-isopropanol and hexane-ethanol mobile phases and the results were compared with those obtained on cellulose tris-(4-methylbenzoate) (Chiralcel OJ). On Chiralpak AD column the chiral resolution has been obtained for 10 out of 11 tested compounds whereas on Chiralcel OJ 3 compounds remained unresolved. Mobile phase influence on enantioselectivity was more pronounced on Chiralpak than on Chiralcel stationary phase. The difference between the stationary phases lies in that amylose has helical while cellulose linear structure and amylose carbamate (contrary to cellulose benzoate) may serve as hydrogen bond donor. As a result for both stationary phase types one can observe different mobile phase influence on stereoelectronic interactions between analite and stationary phase.

 

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Presentation: Poster at V Multidyscyplinarna Konferencja Nauki o Leku, by Małgorzata Lisowska Kuźmicz
See On-line Journal of V Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2006-01-26 14:29
Revised:   2009-06-07 00:44