Synthesis and Bioactivity Evaluation of Novel Sulfonamide-1,2,3-Triazole Hybrids: In Vitro and In Silico Studies

IF 3.3 4区医学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY

Chemical Biology & Drug Design Pub Date : 2025-07-25 DOI:10.1111/cbdd.70155

Mustafa Çeşme, Sultan Onur, Fatma Betül Özgeriş, Ferhan Tümer

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Abstract

Novel hybrid compounds, incorporating 4-iodosulfonamide and 1,2,3-triazole units, were synthesized and characterized using FT-IR, NMR, and elemental analysis. Their antioxidant (ABTS, DPPH, Cuprac), cholinesterase inhibition (AChE, BuChE), and anticancer (Caco-2, PC3) activities were evaluated. In DPPH assays, compounds 13, 6, and 11 showed superior antioxidant activity compared to α-tocopherol and BHT. Compound 6 exhibited the highest ABTS activity, while compound 9 excelled in Cuprac assays. For cholinesterase inhibition, compounds 8 and 13 outperformed Galantamine against AChE, and compound 9 showed the strongest BuChE inhibition. Antiproliferative studies revealed compound 13's effectiveness against PC3 and compound 9 against Caco-2. Comprehensive ADMET analysis indicated favorable pharmaceutical properties, including oral absorption via the BBB and GI tract. In silico molecular docking supported these findings, confirming the therapeutic potential of these hybrid structures.

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新型磺胺-1,2,3-三唑类化合物的合成及生物活性评价：体外和硅内研究

合成了含有4-碘磺酰胺和1,2,3-三唑的杂化化合物，并利用FT-IR、NMR和元素分析对其进行了表征。对其抗氧化（ABTS、DPPH、Cuprac）、抑制胆碱酯酶（AChE、BuChE）和抗癌（Caco-2、PC3）活性进行了评价。在DPPH实验中，化合物13、6和11比α-生育酚和BHT表现出更强的抗氧化活性。化合物6的ABTS活性最高，而化合物9的ABTS活性最高。在抑制胆碱酯酶方面，化合物8和13对乙酰胆碱酯酶的抑制作用优于加兰他明，化合物9对BuChE的抑制作用最强。抗增殖研究显示化合物13对PC3有效，化合物9对Caco-2有效。综合ADMET分析表明其具有良好的药物特性，包括经血脑屏障和胃肠道的口服吸收。硅分子对接支持这些发现，证实了这些杂化结构的治疗潜力。

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来源期刊

Chemical Biology & Drug Design 医学-生化与分子生物学

CiteScore

5.10

自引率

3.30%

发文量

164

审稿时长

4.4 months

期刊介绍： Chemical Biology & Drug Design is a peer-reviewed scientific journal that is dedicated to the advancement of innovative science, technology and medicine with a focus on the multidisciplinary fields of chemical biology and drug design. It is the aim of Chemical Biology & Drug Design to capture significant research and drug discovery that highlights new concepts, insight and new findings within the scope of chemical biology and drug design.