在微波辐射下新型功能化Spiro[pyrrolidine-2,3'-oxindoles]的化学/区域选择性合成及其抗癌活性

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Updated: Jul 15, 2025

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay

Published on: February 9, 2021

Richa Sharma¹, Lalit Yadav¹, Ali Adnan Nasim²

¹Laboratory of Organic and Medicinal Chemistry (OMC Lab), Department of Chemistry, Malaviya National Institute of Technology, Jawaharlal Nehru Marg, Jaipur 302017, Rajasthan, India.

Molecules (Basel, Switzerland)

|September 28, 2023

概括

基于酸的新型螺旋氧indoles被合成并测试了抗癌活性. 几种化合物对人类肺癌和肝癌细胞系表现出显著的疗效,表现优于甲美西宁和.

科学领域:

药用化学医学化学
有机合成有机合成
药理学药理学是指药理学的学科.

背景情况:

癌症仍然是全球主要的死亡原因,需要开发新的治疗药物.
螺旋氧醇支架已成为药物化学中的特权结构,表现出多样化的生物活动.
酸衍生物以其潜在的抗癌特性而闻名.

研究的目的:

为了合成一系列基于酸的新型螺旋氧indoles.
评估合成化合物的体外抗癌活性,以对抗人类肺癌 (A549) 和肝癌 (HepG2) 细胞系.
确定这些新型抗癌剂的结构-活性关系.

主要方法:

在微波辐射下通过 [3+2] 循环添加反应合成基于酸的螺旋氧indoles.
使用核磁共振 (NMR) 和高分辨率质谱 (HRMS) 阐明结构.
通过对A549,HepG2,BEAS-2B和LO2细胞系进行细胞活力测试进行体外抗癌活性评估.

主要成果:

二十三种新型的螺旋[pyrrolidine-2,3'-oxindoles]被成功合成和表征.
五种化合物对A549细胞 (IC50 = 34.9947.92 μM) 和六种对HepG2细胞 (IC50 = 41.5686.53 μM) 显示出显著的抗癌活性.
几种合成的化合物对A549细胞表现出高于或与素和氨酸相比较的活性.

结论:

合成的以酸为基础的螺旋氧indoles代表了一类有前途的抗癌药物.
化合物4c,4f,4m,4q和4t对人类肺癌 (A549) 细胞特别有效.
对这些化合物的进一步研究可能会导致新的肺癌和肝癌治疗方法的开发.

关键词:

[3+2]循环添加 [3+2]循环添加这是一种抗癌药物.亚甲 ylide 的使用情况.微波炉可以使用微波炉.螺旋氧因醇是一种

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