Synthesis, characterization and antiproliferative activity of seco analogues of brassinosteroids
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F19%3A00504856" target="_blank" >RIV/61389030:_____/19:00504856 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/19:00504856 RIV/61989592:15310/19:73598526
Result on the web
<a href="http://doi.org/10.1016/j.steroids.2019.03.004" target="_blank" >http://doi.org/10.1016/j.steroids.2019.03.004</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.steroids.2019.03.004" target="_blank" >10.1016/j.steroids.2019.03.004</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis, characterization and antiproliferative activity of seco analogues of brassinosteroids
Original language description
Synthesis and structure–activity relationship analysis of a two groups of 2,3-seco analogues of brassinosteroids (BRs) were performed to examine their antiproliferative activities. Two steroid skeletons were chosen for the preparation of seco analogues – cholestane and stigmastane. The synthetic strategy consists of multistep reactions and detailed analysis of compounds prepared. We have discovered unpublished behaviour of 2,3-seco-2,3-dihydroxy-6-ketones leading to formation of intramolecular ketal with two new steroidal rings. Their reaction intermediates were also characterized in some cases. All compounds prepared were fully characterized with NMR and MS techniques. Most of compounds were tested for in vitro cytotoxicity on three cancer cell lines (CEM, MCF7, and HeLa) and normal human fibroblasts (BJ). It was discovered that some seco analogues caused apoptosis in cancer cells. The most promising seco derivative 28 proved to have high therapeutic index.
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
10401 - Organic chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Steroids
ISSN
0039-128X
e-ISSN
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Volume of the periodical
146
Issue of the periodical within the volume
JUN
Country of publishing house
US - UNITED STATES
Number of pages
13
Pages from-to
1-13
UT code for WoS article
000467508700001
EID of the result in the Scopus database
2-s2.0-85062949132