Design, Synthesis, and Antitumor Activity Evaluation of Artemisinin Bivalent Ligands.
Hui ZhongQi JiangCong WuHuanghe YuBin LiXu-Dong ZhouRonggeng FuWei WangWenbing ShengPublished in: Molecules (Basel, Switzerland) (2024)
Five artemisinin bivalent ligands molecules 4a - 4e were designed, synthesized, and confirmed by 1 H NMR, 13 C NMR, and low-resolution mass spectrometry, and the bioactivities of the target compounds were investigated against four human tumor cell lines in vitro, including BGC-823, HepG-2, MCF-7, and HCT-116. The results showed 4a , 4d, and 4e exhibited significantly tumor cell inhibitory activity compared with the artemisinin and dihydroartemisinin; compound 4e has good biological activity inhibiting BGC-823 with an IC 50 value of 8.30 μmol/L. Then, the good correlations with biological results were validated by molecular docking through the established bivalent ligands multi-target model, which showed that 4e could bind well with the antitumor protein MMP-9.
Keyphrases
- molecular docking
- plasmodium falciparum
- high resolution
- mass spectrometry
- magnetic resonance
- endothelial cells
- molecular dynamics simulations
- solid state
- single cell
- signaling pathway
- cell therapy
- liquid chromatography
- breast cancer cells
- induced pluripotent stem cells
- single molecule
- protein protein
- mesenchymal stem cells
- pluripotent stem cells
- cell proliferation
- small molecule
- cell death
- binding protein
- pi k akt
- drug administration
- oxide nanoparticles
- tandem mass spectrometry