Synthesis and Antiproliferative Activity of Steroidal Diaryl Ethers.
Édua KovácsHazhmat AliRenáta MinoricsPéter TrajVivien ReschGabor ParagiBella BruszelIstván ZupkóErzsébet MernyákPublished in: Molecules (Basel, Switzerland) (2023)
Novel 13α-estrone derivatives have been synthesized via direct arylation of the phenolic hydroxy function. Chan-Lam couplings of arylboronic acids with 13α-estrone as a nucleophilic partner were carried out under copper catalysis. The antiproliferative activities of the newly synthesized diaryl ethers against a panel of human cancer cell lines (A2780, MCF-7, MDA-MB 231, HeLa, SiHa) were investigated by means of MTT assays. The quinoline derivative displayed substantial antiproliferative activity against MCF-7 and HeLa cell lines with low micromolar IC 50 values. Disturbance of tubulin polymerization has been confirmed by microplate-based photometric assay. Computational calculations reveal significant interactions of the quinoline derivative with the taxoid binding site of tubulin.
Keyphrases
- breast cancer cells
- high throughput
- molecular docking
- cell cycle arrest
- endothelial cells
- oxide nanoparticles
- papillary thyroid
- molecular dynamics simulations
- single cell
- induced pluripotent stem cells
- squamous cell carcinoma
- water soluble
- gene expression
- anti inflammatory drugs
- atomic force microscopy
- gas chromatography
- pluripotent stem cells
- signaling pathway
- hiv infected
- monte carlo
- visible light