Low cytotoxicity rhodamine-based fluorescent probes for Fe(III) and their application in living cells

被引:21
作者
Liu, Xiao-Jing [1 ]
Zhang, Ming [1 ]
Yang, Mei-Pan [1 ]
Li, Bo [1 ]
Cheng, Zhao [2 ]
Yang, Bing-Qin [1 ]
机构
[1] Northwest Univ, Coll Chem & Mat Sci, Key Lab Synthet & Nat Funct Mol Chem, Minist Educ, Xian 710127, Shaanxi, Peoples R China
[2] Xian Med Univ, Sch Pharmaceut Sci, Xian 710021, Shaanxi, Peoples R China
基金
中国国家自然科学基金;
关键词
Rhodamine B; Fluorescent probe; Recognition; Low toxicity; Live cell imaging; IRON; CHEMOSENSOR; FE3+; IRON(III); COUMARIN;
D O I
10.1016/j.tet.2015.08.031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two novel rhodamine-active probes G2 and R2 were designed and synthesized, which adopted a 1:1 binding stoichiometry and showed highly selective sensing for Fe3+ ions over other metal ions in EtOH-H2O (1:1, v/v, Tris-HCl pH=7.4) in the fluorescence and ultraviolet spectra. Cytotoxicity and bioimaging studies by PC12 and L929 indicated that the probes were low cytotoxic, cell permeable and suitable for detecting Fe3+ in living cells. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8194 / 8199
页数:6
相关论文
共 43 条
[1]   Matrix metalloproteinase-inhibitor interaction: the solution structure of the catalytic domain of human matrix metalloproteinase-3 with different inhibitors [J].
Alcaraz, Luis A. ;
Banci, Lucia ;
Bertini, Ivano ;
Cantini, Francesca ;
Donaire, Antonio ;
Gonnelli, Leonardo .
JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2007, 12 (08) :1197-1206
[2]   Fe isotope variations in natural materials measured using high mass resolution multiple collector ICPMS [J].
Arnold, GL ;
Weyer, S ;
Anbar, AD .
ANALYTICAL CHEMISTRY, 2004, 76 (02) :322-327
[3]   Photochemical transformation of antibiotics by excitation of Fe(III)-complexes in aqueous medium [J].
Batista, Ana Paula S. ;
Cottrell, Barbara A. ;
Pupo Nogueira, Raquel F. .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2014, 274 :50-56
[4]   DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].
BECKE, AD .
PHYSICAL REVIEW A, 1988, 38 (06) :3098-3100
[5]   ION-RESPONSIVE FLUORESCENT COMPOUNDS .4. EFFECT OF CATION BINDING ON THE PHOTOPHYSICAL PROPERTIES OF A COUMARIN LINKED TO MONOAZA-CROWN AND DIAZA-CROWN ETHERS [J].
BOURSON, J ;
POUGET, J ;
VALEUR, B .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (17) :4552-4557
[6]   Fluorescent Chemosensors Based on Spiroring-Opening of Xanthenes and Related Derivatives [J].
Chen, Xiaoqiang ;
Pradhan, Tuhin ;
Wang, Fang ;
Kim, Jong Seung ;
Yoon, Juyoung .
CHEMICAL REVIEWS, 2012, 112 (03) :1910-1956
[7]   IRON NUTRITION OF PLANTS IN CALCAREOUS SOILS [J].
CHEN, Y ;
BARAK, P .
ADVANCES IN AGRONOMY, 1982, 35 :217-240
[8]   A non-haem iron centre in the transcription factor NorR senses nitric oxide [J].
D'Autréaux, B ;
Tucker, NP ;
Dixon, R ;
Spiro, S .
NATURE, 2005, 437 (7059) :769-772
[9]  
Filippatos G., 2013, EUR J HEART FAIL, V34, P30
[10]   A novel ratiometric probe based on rhodamine B and coumarin for selective recognition of Fe(III) in aqueous solution [J].
Ge, Fei ;
Ye, Hui ;
Zhang, He ;
Zhao, Bao-Xiang .
DYES AND PIGMENTS, 2013, 99 (03) :661-665