Pyrazole-based lamellarin O analogues: synthesis, biological evaluation and structure-activity relationships
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F23%3A73621827" target="_blank" >RIV/61989592:15310/23:73621827 - isvavai.cz</a>
Result on the web
<a href="https://pubs.rsc.org/en/content/articlelanding/2023/ra/d3ra00972f" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2023/ra/d3ra00972f</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d3ra00972f" target="_blank" >10.1039/d3ra00972f</a>
Alternative languages
Result language
angličtina
Original language name
Pyrazole-based lamellarin O analogues: synthesis, biological evaluation and structure-activity relationships
Original language description
A library of pyrazole-based lamellarin O analogues was synthesized from easily accessible 3(5)-aryl-1H-pyrazole-5(3)-carboxylates which were subsequently modified by bromination, N-alkylation and Pd-catalysed Suzuki cross-coupling reactions. Synthesized ethyl and methyl 3,4-diaryl-1-(2-aryl-2-oxoethyl)-1H-pyrazole-5-carboxylates were evaluated for their physicochemical property profiles and in vitro cytotoxicity against three human colorectal cancer cell lines HCT116, HT29, and SW480. The most active compounds inhibited cell proliferation in a low micromolar range. Selected ethyl 3,4-diaryl-1-(2-aryl-2-oxoethyl)-1H-pyrazole-5-carboxylates were further investigated for their mode of action. Results of combined viability staining via Calcein AM/Hoechst/PI and fluorescence-activated cell sorting data indicated that cell death was triggered in a non-necrotic manner mediated by mainly G2/M-phase arrest.
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
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
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
RSC Advances
ISSN
2046-2069
e-ISSN
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Volume of the periodical
13
Issue of the periodical within the volume
12
Country of publishing house
GB - UNITED KINGDOM
Number of pages
16
Pages from-to
7897-7912
UT code for WoS article
000951534100001
EID of the result in the Scopus database
2-s2.0-85150598128