Application of TLC to Evaluate the Lipophilicity of Newly Synthesized Betulin Derivatives

Author:

Bębenek Ewa1,Bober-Majnusz Katarzyna2,Siudak Szymon3,Chrobak Elwira1,Kadela-Tomanek Monika1,Wietrzyk Joanna4,Boryczka Stanisław1

Affiliation:

1. Department of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia in Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, Poland

2. Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia in Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, Poland

3. Zdrowit Pharmacy, 19a Ludowa Str., 41-300 Dąbrowa Górnicza, Poland

4. Department of Experimental Oncology, Polish Academy of Sciences, Hirszfeld Institute of Immunology and Experimental Therapy, 12 Rudolfa Weigla Str., 53-114 Wrocław, Poland

Abstract

Abstract Designing a new drug has recently become a very important topic that many researches are concerned with. This work relates to a newly synthesized betulin and betulone derivatives which have anticancer activity. Thin-layer chromatography was applied to evaluate the lipophilicity of these triterpenes in order to find the correlation between theoretically and experimentally calculated values of lipophilicity and the structure of compounds investigated. Moreover, the relationships between lipophilicity and pharmacokinetic parameters or anticancer activity were carried out. The similarity analysis was also done for the purpose to divide the compounds investigated into groups pointing which of these can meet the criteria for medicine substances. The cluster analysis showed the differences in the compounds grouping in relation which the values of lipophilicity are considered, i.e., calculated by computer software or obtained experimentally by use of TLC. Analysis clearly shows that those theoretically calculated values of lipophilicity are strongly connected to the structure of the compounds.

Funder

Medical University of Silesia

Publisher

Oxford University Press (OUP)

Subject

General Medicine,Analytical Chemistry

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