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Synthesis and Anticancer Activity of Novel Betulinic acid and Betulin Derivatives
Author(s) -
Kommera Harish,
Kaluđerović Goran N.,
Kalbitz Jutta,
Paschke Reinhard
Publication year - 2010
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201000011
Subject(s) - betulinic acid , betulin , chemistry , stereochemistry , tumor cells , cytotoxicity , biochemistry , in vitro , biology , cancer research , genetics
A series of novel betulinic acid derivatives 3–11 and betulin derivatives 12–17 were synthesized. The compounds were characterized by the means of 1 H‐ and 13 C‐NMR spectroscopy as well as mass spectrometry. The compounds have been tested on ten tumor cell lines of different histogenic origin. The most active derivatives, containing a chloroacetyl group on C‐3 in betulinic acid 9 and C‐28 in betulin 15 , were up to ten times more cytotoxic and many fold more selective towards tumor cells in comparison to normal cells (fibroblasts) than betulinic acid. Furthermore, compound 15 was found to possess cell growth inhibition even when treated for a short time on anaplastic thyroid cancer cells (SW1736).