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
- cell cycle arrest
- molecular docking
- endothelial cells
- oxide nanoparticles
- papillary thyroid
- molecular dynamics simulations
- genome wide
- cell death
- dna methylation
- cell proliferation
- squamous cell
- squamous cell carcinoma
- pluripotent stem cells
- anti inflammatory drugs
- hepatitis c virus
- human immunodeficiency virus
- gas chromatography
- childhood cancer
- pi k akt
- structure activity relationship
- liquid chromatography