In the present investigations five new derivatives of betulinic and betulonic acid were synthesized and the effect of this structural variations on anticancer activity was studied and discussed. The antiproliferative activity of betulinic and betulonic acid derivatives was studied against eight tumor cell lines of different histogenic origin. The derivatives exerted a dose dependent antiproliferative action at micromolar concentrations toward target tumor cell lines. The apoptotic mode of cell death on colon cancer cell line HT-29 was induced by the most active compounds 5, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl (3-O-acetyl)betulinate, and 9, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl betulonate. Treatment of HT-29 cells with 5 and 9 induced apoptosis, as observed by dye exclusion test (trypan blue) and by the appearance of a typical ladder pattern in the DNA fragmentation assay and FITC annexin V assay. Cell cycle perturbations caused by compound 5 are also presented.
TY - JOUR
AU - Kommera, Harish
AU - Kaluđerović, Goran N.
AU - Kalbitz, Jutta
AU - Dräger, Birgit
AU - Paschke, Reinhard
PY - 2010
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/3179
AB - In the present investigations five new derivatives of betulinic and betulonic acid were synthesized and the effect of this structural variations on anticancer activity was studied and discussed. The antiproliferative activity of betulinic and betulonic acid derivatives was studied against eight tumor cell lines of different histogenic origin. The derivatives exerted a dose dependent antiproliferative action at micromolar concentrations toward target tumor cell lines. The apoptotic mode of cell death on colon cancer cell line HT-29 was induced by the most active compounds 5, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl (3-O-acetyl)betulinate, and 9, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl betulonate. Treatment of HT-29 cells with 5 and 9 induced apoptosis, as observed by dye exclusion test (trypan blue) and by the appearance of a typical ladder pattern in the DNA fragmentation assay and FITC annexin V assay. Cell cycle perturbations caused by compound 5 are also presented.
PB - Elsevier BV
T2 - European Journal of Medicinal Chemistry
T1 - Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties
VL - 45
IS - 8
SP - 3346
EP - 3353
DO - 10.1016/j.ejmech.2010.04.018
ER -
@article{
author = "Kommera, Harish and Kaluđerović, Goran N. and Kalbitz, Jutta and Dräger, Birgit and Paschke, Reinhard",
year = "2010",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/3179",
abstract = "In the present investigations five new derivatives of betulinic and betulonic acid were synthesized and the effect of this structural variations on anticancer activity was studied and discussed. The antiproliferative activity of betulinic and betulonic acid derivatives was studied against eight tumor cell lines of different histogenic origin. The derivatives exerted a dose dependent antiproliferative action at micromolar concentrations toward target tumor cell lines. The apoptotic mode of cell death on colon cancer cell line HT-29 was induced by the most active compounds 5, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl (3-O-acetyl)betulinate, and 9, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl betulonate. Treatment of HT-29 cells with 5 and 9 induced apoptosis, as observed by dye exclusion test (trypan blue) and by the appearance of a typical ladder pattern in the DNA fragmentation assay and FITC annexin V assay. Cell cycle perturbations caused by compound 5 are also presented.",
publisher = "Elsevier BV",
journal = "European Journal of Medicinal Chemistry",
title = "Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties",
volume = "45",
number = "8",
pages = "3346-3353",
doi = "10.1016/j.ejmech.2010.04.018"
}
Kommera H, Kaluđerović GN, Kalbitz J, Dräger B, Paschke R. Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties. European Journal of Medicinal Chemistry. 2010;45(8):3346-3353
Kommera, H., Kaluđerović, G. N., Kalbitz, J., Dräger, B.,& Paschke, R. (2010). Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
European Journal of Medicinal ChemistryElsevier BV., 45(8), 3346-3353.
https://doi.org/10.1016/j.ejmech.2010.04.018
Kommera Harish, Kaluđerović Goran N., Kalbitz Jutta, Dräger Birgit, Paschke Reinhard, "Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties" 45, no. 8 (2010):3346-3353,
https://doi.org/10.1016/j.ejmech.2010.04.018 .
