Targeting the Cell Membrane by Charge-Reversal Amphiphilic Pillar[5]arene for the Selective Killing of Cancer Cells

被引:63
作者
Chang, Yincheng [1 ]
Chen, Jian-Yu [2 ]
Yang, Jinpeng [1 ]
Lin, Tao [2 ]
Zeng, Lingda [1 ]
Xu, Jiang-Fei [1 ]
Hou, Jun-Li [2 ]
Zhang, Xi [1 ]
机构
[1] Tsinghua Univ, Dept Chem, Key Lab Organ Optoelect & Mol Engn, Beijing 100084, Peoples R China
[2] Fudan Univ, Dept Chem, Shanghai 200438, Peoples R China
关键词
membrane disruption; charge reversal; pillararenes; amphiphiles; anticancer; ACID; TUMORS; PH;
D O I
10.1021/acsami.9b13492
中图分类号
TB3 [工程材料学];
学科分类号
0805 ; 080502 ;
摘要
A charge-reversal amphiphilic pillar[5]arene, P5NH-DCA, bearing 10 charge-reversal headgroups is reported. It targets the cell membrane of cancer cells and selectively destroys the cancer cells by disrupting the membrane. In the acidic tumor microenvironment, the headgroup charge of P5NH-DCA reversed from negative to positive owing to hydrolysis of the acid-labile amide group. The hydrolyzed product bearing multiple positive charges can bind to the cell membrane and then disrupt the membrane of cancer cells with high efficiency. However, under the neutral microenvironment of healthy cells, the negatively charged P5NH-DCA remains stable and the cytotoxicity is considerably reduced. The strategy killing the cancer cells by membrane disruption may represent a new route of cancer chemotherapy.
引用
收藏
页码:38497 / 38502
页数:6
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