New lupane bidesmosides exhibiting strong cytotoxic activities in vitro
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F20%3A00531674" target="_blank" >RIV/61389030:_____/20:00531674 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/20:73604682
Result on the web
<a href="http://doi.org/10.1016/j.bioorg.2020.103868" target="_blank" >http://doi.org/10.1016/j.bioorg.2020.103868</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.bioorg.2020.103868" target="_blank" >10.1016/j.bioorg.2020.103868</a>
Alternative languages
Result language
angličtina
Original language name
New lupane bidesmosides exhibiting strong cytotoxic activities in vitro
Original language description
Triterpene bidesmosides are considered as highly cytotoxic saponins, usually less toxic against normal cells than monodesmosides, and less haemolytic. Biological activity of the betulin-type bidesmosides, rarely found in Nature, and seldom prepared due to serious synthetic problems, is poorly recognized. We report herein a protocol for the preparation of disubstituted lupane saponins (betulin bidesmosides) by treatment of their benzoates with potassium carbonate in dichloromethane / methanol solution. Cytotoxicity of all compounds was tested in vitro for a series of cancer cell lines, as well as normal human skin BJ fibroblasts. Presence of L-rhamnose moiety is crucial for cytotoxicity of betulin bidesmosides. On the other hand, L-arabinose fragment connected to lupane C-3 carbon atom significantly decreases activity. Presented results clearly show that betulin bidesmosides have significant clinical potential as anticancer agents.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
30107 - Medicinal chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Bioorganic Chemistry
ISSN
0045-2068
e-ISSN
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Volume of the periodical
100
Issue of the periodical within the volume
JUL
Country of publishing house
US - UNITED STATES
Number of pages
5
Pages from-to
103868
UT code for WoS article
000540962100003
EID of the result in the Scopus database
2-s2.0-85084209643