新型1,2,3-三唑修饰的不对称单羰基姜黄素类似物的双重抗氧化和细胞毒性活性

Q1 Environmental Science

Case Studies in Chemical and Environmental Engineering Pub Date : 2024-11-26 DOI:10.1016/j.cscee.2024.101031

Bayu Ardiansah , Ahmad Farhan , Novita Sari Nurhasanah , Mochammad Arfin Fardiansyah Nasution , Noordini M. Salleh , Kenji Mizuguchi , Antonius Herry Cahyana , Lina Mardiana

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引用次数: 0

摘要

以香兰素为原料合成了含有1,2,3-三唑支架（5a-5f）的不对称单羰基姜黄素类似物。5d对DPPH的IC50为0.56 mM，对MCF-7细胞的IC50为38.25±4.79 μM，具有较高的抗氧化和细胞毒活性。对接研究表明，5d对微管蛋白具有较高的结合亲和力，预测结合值为−10.4 kcal/mol。此外，计算机ADME预测表明5d具有高胃肠道吸收和中等内在清除率。这些发现表明，所设计的化合物，特别是化合物5d，有望开发一种新的候选药物。

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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 IC₅₀ of 0.56 mM against DPPH and an IC₅₀ 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.

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