Synthesis, Cytotoxicity and Antioxidant Activity Evaluation of Some Thiazolyl-Catechol Compounds.
Alexandra Cătălina CorneaGabriel MarcIoana IonuțCristina NastasăIonel FizeșanAndreea-Elena PetruIonuț-Valentin CreștinAdrian PîrnăuLaurian VlaseOvidiu OnigaPublished in: Antioxidants (Basel, Switzerland) (2024)
A series of thiazolyl-catechol compounds with antioxidant and cytotoxic activities were synthesized by a Hantzsch heterocyclization, using diverse thioamides as the thiocarbonyl component and 4-chloroacetyl-catechol as haloketone. These compounds were characterized by MS, IR spectroscopy, and NMR. Their antioxidant potential was evaluated by antiradical, electron transfer, and ferrous ion chelation assays using ascorbic acid, Trolox, and EDTA-Na 2 as references. The cytotoxicity of the synthesized compounds was evaluated on two different cell types, normal human foreskin fibroblasts (BJ) and human pulmonary malignant cells (A549), using gefitinib as a reference anticancer drug. The results obtained from the tests highlighted compounds 3g and 3h with significant antioxidant activities. The highest cytotoxic potency against A549 cells was exhibited by compounds 3i and 3j , while compound 3g demonstrated exceptional selectivity on malignant cells compared to gefitinib. These promising results encourage further investigation into targeted modifications on position 2 of the thiazole ring, in order to develop novel therapeutic agents.
Keyphrases
- induced apoptosis
- cell cycle arrest
- oxidative stress
- endothelial cells
- small cell lung cancer
- anti inflammatory
- multiple sclerosis
- endoplasmic reticulum stress
- cell death
- stem cells
- electron transfer
- single cell
- mass spectrometry
- signaling pathway
- pulmonary hypertension
- induced pluripotent stem cells
- drug delivery
- mesenchymal stem cells
- extracellular matrix
- solid state
- single molecule
- risk assessment
- human health
- electronic health record