TY - GEN A1 - Achrem-Achremowicz, Jacek N2 - Betulin is a pentacyclic triterpene of the lupane type present as the main ingredient of the outer bark of birch trees (Betula sp.). In recent years there have been published several articles about pharmacological activity of the lupane type triterpenes concerning mainly cytotoxicity against cancer cells, antimalarial and antiinflammatory activities, etc. From the purified betulin isolated from the bark of Betula verrucosa Erh. 18 derivatives were synthesized. Identity of the compounds was confirmed on the basis of chromatographic (TLC) and spectroscopic (NMR, MS i IR) data, and theoretical values of log P were calculated, whereas for some of the compounds the values of molar lipophilicity (RM0) were determined with the use of reversed thin layer chromatography. Cytotoxicity was measured with MTT and LDH tests on NCI-H292 and ARPE-19 human cell lines. TB test was performed on murine cells B16, XC and 3T3. Most of the derivatives showed strong and often selective cytotoxic activity that was comparable to doxorubicine and colchicine. In the series of derivatives several correlations structure-activity (SAR) were found; additionally cytotoxicity of betulin derivatives measured in TB test was found to be dependant on the lipophilicity. Two models describing cytotoxicity as a function of lipophilicity were presented. L1 - http://dl.cm-uj.krakow.pl:8080/Content/987/Jacek+Achrem-Achremowicz+Rozprawa+Doktorska.pdf CY - Kraków L2 - http://dl.cm-uj.krakow.pl:8080/Content/987 PY - 2007 KW - betulin KW - triterpenes KW - cytotoxicity T1 - Cytotoxicity of semisynthetic betulin derivatives UR - http://dl.cm-uj.krakow.pl:8080/dlibra/publication/edition/987 ER -