Fluorescent transmembrane anion transporters: shedding light on anionophoric activity in cells

被引：53

作者：

Berry, Stuart N. ^{[1
,3
]}

Soto-Cerrato, Vanessa ^{[2
]}

Howe, Ethan N. W. ^{[1
]}

Clarke, Harriet J. ^{[1
]}

Mistry, Ishna ^{[1
]}

Tavassoli, Ali ^{[1
]}

Chang, Young-Tae ^{[3
,4
,5
]}

Perez-Tomas, Ricardo ^{[2
]}

Gale, Philip A. ^{[1
]}

机构：

[1] Univ Southampton, Chem, Southampton SO17 1BJ, Hants, England

[2] Univ Barcelona, Canc Cell Biol Res Grp, Dept Pathol & Expt Therapeut, Barcelona, Spain

[3] ASTAR, Singapore Bioimaging Consortium, Singapore 138667, Singapore

[4] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

[5] Natl Univ Singapore, MedChem Program Life Sci Inst, Singapore 117543, Singapore

来源：

CHEMICAL SCIENCE | 2016年 / 7卷 / 08期

基金：

英国工程与自然科学研究理事会;

关键词：

COLORIMETRIC NAKED-EYE; ANTICANCER ACTIVITY; ANTITUMOR-ACTIVITY; SOLID TUMOR; RECOGNITION; FLUORIDE; BINDING; DESIGN; DEPROTONATION; PRODIGIOSIN;

D O I：

10.1039/c6sc01643j

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

A series of fluorescent anion transporters consisting of a urea or thiourea group linked to a naphthalimide fluorophore have been synthesised and their anion transport properties studied. The compounds possess similar anion transport properties to (thio)urea-based anionophores that have previously been reported. Fluorescence studies in cells show all anionophores cross the plasma membrane and localise within the interior of cells. The most lipophilic, aromatic substituted transporters localise homogeneously throughout the cell and are toxic towards cancer cells with the highly fluorinated compound 6 being the most effective. The least lipophilic, alkyl substituted transporters localise in specific vesicles and are nontoxic to cells. This work provides new insight to the actions of anionophores in cells and may be useful in the design of novel antineoplastic agents.

引用

页码：5069 / 5077

页数：9

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