Titel
Pyrazole-based lamellarin O analogues: synthesis, biological evaluation and structure–activity relationships
Autor*in
Karolina Dzedulionytė
Department of Organic Chemistry, Faculty of Chemical Technology, Kaunas University of Technology
Ekaterina Schreiber-Brynzak
... show all
Abstract
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.
Stichwort
General Chemical EngineeringGeneral Chemistry
Objekt-Typ
Sprache
Englisch [eng]
Persistent identifier
phaidra.univie.ac.at/o:1958783
Erschienen in
Titel
RSC Advances
Band
13
Ausgabe
12
ISSN
2046-2069
Erscheinungsdatum
2023
Seitenanfang
7897
Seitenende
7912
Publication
Royal Society of Chemistry (RSC)
Erscheinungsdatum
2023
Zugänglichkeit
Rechte
Rechteangabe
© 2023 The Author(s)
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