Nano-assembly of cytotoxic amides of moronic and morolic acid
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F23%3A43927403" target="_blank" >RIV/60461373:22330/23:43927403 - isvavai.cz</a>
Alternative codes found
RIV/61389030:_____/23:00576382 RIV/61389013:_____/23:00576382 RIV/61388963:_____/23:00576382 RIV/61989592:15310/23:73620293
Result on the web
<a href="https://pubs.rsc.org/en/content/articlelanding/2023/SM/D3SM01035J" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2023/SM/D3SM01035J</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d3sm01035j" target="_blank" >10.1039/d3sm01035j</a>
Alternative languages
Result language
angličtina
Original language name
Nano-assembly of cytotoxic amides of moronic and morolic acid
Original language description
Moronic acid and morolic acid, less frequently studied plant triterpenoids, were subjected to derivation with several structural modifiers, namely, piperazine-, pyrazine-, 1H-indole- and l-methionine-based compounds. Derivation was targeted to design and prepare novel compounds capable of nano-assembling and/or displaying cytotoxicity. Formation of nanostructures has been proven for several novel target compounds that formed different types of nanostructures, either in chloroform or in water. Isometric nanoparticles with broad size distributions (12 and 25), distorted single sheets (23) or very large thin warped films (13) were formed in chloroform solutions. Sheet-like nanostructures (12 and 23), and sphere-like nanostructures (hydrogen bonding connected nanoparticles; 3, 5, 13, 21 and 25) were formed in water suspensions. Cytotoxicity was also investigated and compared with that of the parent triterpenoids, showing enhanced effect of 18 that was the most successful derivative of the prepared series with sufficient balance between its cytotoxicity in CEM (IC50 = 11.7 +/- 2.4 mu M), HeLa (IC50 = 9.0 +/- 0.7 mu M) and G-361 (IC50 = 10.6 +/- 5.5 mu M) cancer cell lines, and toxicity in BJ (IC50 = 43.3 +/- 1.5 mu M). The calculated selectivity index values for 18 are SI = 3.9 (CEM), 4.8 (HeLa) and 4.4 (G-361). Additional compounds displaying cytotoxicity were 5, 7, 9 and 15, all of them showed comparable cytotoxicity with 18, in the investigated cancer cell lines; however, they were more toxic in BJ than 18.Moronic acid and morolic acid, less frequently studied plant triterpenoids, were subjected to derivation with several structural modifiers, namely, piperazine-, pyrazine-, 1H-indole- and l-methionine-based compounds.
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
2023
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
SOFT MATTER
ISSN
1744-683X
e-ISSN
1744-6848
Volume of the periodical
19
Issue of the periodical within the volume
39
Country of publishing house
GB - UNITED KINGDOM
Number of pages
10
Pages from-to
7625-7634
UT code for WoS article
001077878500001
EID of the result in the Scopus database
2-s2.0-85173979917