异硫氰酸酯的新型温和简便合成方法：一类强效抗癌剂

New Mild and Simple Approach to Isothiocyanates: A Class of Potent Anticancer Agents.

作者信息

Luo Bingling, Wang Jiankang, Li Xiaobing, Lu Wenhua, Yang Jing, Hu Yumin, Huang Peng, Wen Shijun

机构信息

Sun Yat-Sen University Cancer Center; State Key Laboratory of Oncology in South China; Collaborative Innovation Center for Cancer Medicine; Sun Yat-Sen University, 651 Dongfeng East Road, Guangzhou 510060, China.

School of Pharmaceutical Sciences, Sun Yat-sen University, 132 Waihuan East Road, Guangzhou 510006, China.

出版信息

Molecules. 2017 Jun 1;22(6):773. doi: 10.3390/molecules22060773.

DOI:10.3390/molecules22060773

PMID:28587167

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6152774/

Abstract

In our current work, acetyl chloride-mediated synthesis of phenethyl isothiocyanate (PEITC) derivatives proves to be convenient and provides the expected products at good to excellent yields. Biological evaluation and structure-activity relationship analysis found that the novel compound showed the best anticancer activity against human cancer cell line Panc1 and HGC27 compared with PEITC. Compounds and induced more apoptosis in pancreatic cancer cells but less toxicity in non-cancer cells. Further biological study demonstrated that substantially increased intracellular reactive oxygen species (ROS) and depleted glutathione (GSH), leading to an oxidative stress to kill cancer cell.

摘要

在我们目前的工作中，乙酰氯介导的苯乙基异硫氰酸酯（PEITC）衍生物的合成被证明是方便的，并且能以良好到优异的产率提供预期的产物。生物学评价和构效关系分析发现，与PEITC相比，该新型化合物对人癌细胞系Panc1和HGC27表现出最佳的抗癌活性。化合物和在胰腺癌细胞中诱导更多的细胞凋亡，但在非癌细胞中的毒性较小。进一步的生物学研究表明，显著增加细胞内活性氧（ROS）并消耗谷胱甘肽（GSH），导致氧化应激以杀死癌细胞。