Biological Properties of New Chiral 2-Methyl-5,6,7,8-tetrahydroquinolin-8-amine-based Compounds.
Giorgio FacchettiMichael S ChristodoulouLina Barragán MendozaFederico CusinatoAída Nelly García-ArgáezIsabella RimoldiPublished in: Molecules (Basel, Switzerland) (2020)
The synthesis of a small library of 8-substituted 2-methyl-5,6,7,8-tetrahydroquinoline derivatives is presented. All the compounds were tested for their antiproliferative activity in non-cancer human dermal microvascular endothelial cells (HMEC-1) and cancer cells: human T-lymphocyte cells (CEM), human cervix carcinoma cells (HeLa), human dermal microvascular endothelial cells (HMEC-1), colorectal adenocarcinoma (HT-29), ovarian carcinoma (A2780), and biphasic mesothelioma (MSTO-211H). Compounds 3a, 5a, and 2b, showing significant IC50 values against the whole panel of the selected cells, were further synthesized and tested as pure enantiomers in order to shed light on how their stereochemistry might impact on the related biological effect. The most active compound (R)-5a was able to affect cell cycle phases and to induce mitochondrial membrane depolarization and cellular ROS production in A2780 cells.
Keyphrases
- endothelial cells
- induced apoptosis
- cell cycle
- cell cycle arrest
- induced pluripotent stem cells
- high glucose
- pluripotent stem cells
- squamous cell carcinoma
- cell proliferation
- endoplasmic reticulum stress
- dna damage
- vascular endothelial growth factor
- signaling pathway
- molecular docking
- rectal cancer
- young adults
- pi k akt
- reactive oxygen species