新型 N-(5-邻甲苯基-1,3,4-恶二唑-2-基)烷酰胺的设计、合成、表征、体外抗癌评价、计算研究和硅学 ADME 评估

IF 2.218 Q2 Chemistry

Chemical Data Collections Pub Date : 2024-10-22 DOI:10.1016/j.cdc.2024.101167

Kadeer Md , Ravi Kumar Parangi , Ramesh Domala

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引用次数: 0

摘要

本文主要研究了一类新的 N-(5-邻甲苯基-1,3,4-恶二唑-2-基)烷酰胺（3a-j）的合成、对接和抗癌功效。1HNMR、13CNMR、质谱和红外光谱数据确定了所有类似物的结构。我们采用 MTT 试验来评估所有制备的类似物对 MCF-7 细胞系的潜在抗癌功效。在所测试的衍生物中，N-(5-邻甲苯基-1,3,4-恶二唑-2-基)辛酰胺（3g）和 N-(5-邻甲苯基-1,3,4-恶二唑-2-基)十二酰胺（3j）表现出了显著的抗癌活性；顺铂被用作标准参照物。利用表皮生长因子受体蛋白与厄洛替尼复合物（PDB ID：1M17）的活性位置，对标题类似物进行了分子对接分析。在所有合成的化合物中，3j（-7.89 kcal/mol）、3g（-7.72 kcal/mol）和 3h（-7.34 kcal/mol）显示出良好的结合亲和力。为了估算合成化合物的药物相似性，对其进行了一项体内 ADME 评估。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Design, synthesis, characterization, invitro anticancer evaluation, computational studies, and in silico ADME assessment of New N-(5-o-tolyl-1,3,4-oxadiazol-2-yl) alkanamides

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Design, synthesis, characterization, invitro anticancer evaluation, computational studies, and in silico ADME assessment of New N-(5-o-tolyl-1,3,4-oxadiazol-2-yl) alkanamides

The present article focuses on the synthesis, docking, and anticancer efficacy of a new class of N-(5-o-tolyl-1,3,4-oxadiazol-2-yl) alkanamides (3a–j). ¹HNMR, ¹³CNMR, Mass and Infrared spectral data established structures of all the analogues. We employed the MTT assay to estimate the potential anticancer efficacy of all the prepared analogues on MCF-7 cell lines. Among the derivatives tested, N-(5-o-tolyl-1,3,4-oxadiazol-2-yl)octanamide (3g) and N-(5-o-tolyl-1,3,4-oxadiazol-2-yl)dodecanamide (3j) exhibited remarkable anticancer activity; cisplatin is used as a standard reference. The active position of the EGFR protein complex with erlotinib (PDB ID: 1M17) was utilized for molecular docking analysis of the titled analogues. Among all the synthesized compounds 3j (-7.89 kcal/mol), 3g (-7.72 kcal/mol) and 3h (-7.34 kcal/mol) showed good binding affinity. An insilico ADME evaluation was conducted to estimate the drug likeness of synthesized compounds.

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来源期刊

Chemical Data Collections Chemistry-Chemistry (all)

CiteScore

6.10

自引率

0.00%

发文量

169

审稿时长

24 days

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