SYNTHESIS AND HYPOLIPIDEMIC ACTIVITY OF ASARONE ANALOGS IN MALE AND FEMALE RATS

Bożena Łozowicka 1Janusz Popławski 1Alina Dubis 1Jacek Cybulski 2Zdzisław Chilmonczyk 1,3Kazimierz Kita 4Sławomir Filipek 5

1. University of Białystok, Institute of Chemistry, Hurtowa 1, Białystok 15-399, Poland
2. Industrial Chemistry Research Institute (ICRI), Rydygiera 8, Warszawa 01-793, Poland
3. Narodowy Instytut Zdrowia Publicznego, Chełmska 30/34, Warszawa 00-725, Poland
4. Institute of Industrial Organic Chemistry, Doświadczalna 27,, Pszczyna 43-200, Poland
5. Warsaw University, Faculty of Chemistry, Pasteura 1, Warszawa 02-093, Poland

Abstract

A series of alpha-asarone analogs were synthesized and tested for hypolipidemic activity (against Clofibrate as a reference drug) in male and female rats. Compounds 5-((1E)-but-1-enyl)-1,2,3-trimethoxybenzene (7), 5-((1E)-okt-1-enyl)-1,2,3-trimethoxybenzene (11), 2,6-dimethoxy-4-[(1E)-prop-1-enyl]phenyl nicotinate (21), 2,6-dimethoxy-4-[(1E)-pent-1-enyl]phenyl nicotinate (22) and {2,6-dimethoxy-4-[(1E)-pent-1-enyl]phenoxy}-4-oxobutanoic acid (24) reduced the total cholesterol, LDL cholesterol and increased the HDL cholesterol in male rats. Furthermore, compounds (11), (22) and (24) decreased triglyceride levels. Interestingly, compound (22) reduced the total cholesterol, LDL cholesterol and increased the HDL cholesterol also in female population. Thus, compound (22) 2,6-dimethoxy-4-[(1E)-pent-1-enyl]phenyl nicotinate may be considered as a good candidate for effective hypolipidemic drug. QSAR studies were conducted to examine the influence of structural properties on the compounds hypolipidemic activity.

 

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Presentation: Poster at V Multidyscyplinarna Konferencja Nauki o Leku, by Bożena Łozowicka
See On-line Journal of V Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2006-03-20 11:19
Revised:   2009-06-07 00:44