Dual antioxidant and cytotoxic activities of novel 1,2,3-triazole-decorated unsymmetrical monocarbonyl curcumin analogs

Unsymmetrical monocarbonyl curcumin analogs containing 1,2,3-triazole scaffold ( 5a-5f ) have been synthesized from vanillin. 5d , which contains a carboxylic group, exhibited the highest antioxidant and cytotoxic activities, with an IC 50 of 0.56 mM against DPPH and an IC 50 of 38.25 ± 4.79 μM against MCF-7 cells. Docking studies revealed that 5d has high binding affinity for the tubulin protein, with predicted binding value of −10.4 kcal/mol. Additionally, in silico ADME predictions indicated that 5d demonstrates high gastrointestinal absorption and moderate intrinsic clearance. These findings indicate that the designed compounds, particularly compound 5d , could be promising for developing a new drug candidate.