A Glutathione (GSH)-Responsive Near-Infrared (NIR) Theranostic Prodrug for Cancer Therapy and Imaging

被引:176
作者
Kong, Fanpeng [1 ]
Liang, Ziye [1 ]
Luan, Dongrui [1 ]
Liu, Xiaojun [1 ]
Xu, Kehua [1 ]
Tang, Bo [1 ]
机构
[1] Shandong Normal Univ, Collaborat Innovat Ctr Functionalized Probes Chem, Shandong Prov Key Lab Clean Prod Fine Chem,Minist, Coll Chem Chem Engn & Mat Sci,Key Lab Mol & Nano, Jinan 250014, Peoples R China
基金
中国国家自然科学基金;
关键词
RATIOMETRIC FLUORESCENT-PROBE; CHANGES IN-VIVO; DRUG-RELEASE; GEMCITABINE DELIVERY; SELECTIVE DETECTION; LIVING CELLS; NAKED-EYE; ON PROBE; TURN-ON; FLUOROPHORES;
D O I
10.1021/acs.analchem.6b01135
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
To reduce the side effects of chemotherapy, nontoxic prodrugs activated by the tumor microenvironrnent are urgently required for use in cancer treatment. In this work, we developed prodrug 4 for tumor-targeting treatment and imaging of the anticancer drug release in vivo. Taking advantage of the high glutathione (GSH) concentration in cancer cells, the disulfide bond in prodrug 4 was cleaved, resulting in the release of an active anticancer drug and a near-infrared (NIR) fluorescence dye turn-on. Furthermore, contrast to the free anticancer drug, the prodrug exhibited higher cytotoxicity to hepatoma cells than that to normal HL-7702 cells. Thus, prodrug 4 is a promising platform for specific tumor-activatable drug delivery system, because of its favorable features of in situ and in vivo monitoring of the drug release and therapeutic efficacy.
引用
收藏
页码:6450 / 6456
页数:7
相关论文
共 54 条
[1]   Theranostic Nanoshells: From Probe Design to Imaging and Treatment of Cancer [J].
Bardhan, Rizia ;
Lal, Surbhi ;
Joshi, Amit ;
Halas, Naomi J. .
ACCOUNTS OF CHEMICAL RESEARCH, 2011, 44 (10) :936-946
[2]  
Bhuniya S., 2014, Angew. Chem. Int. Ed, V126, P4558, DOI DOI 10.1002/ANGE.201311133
[3]   A fluorescence off-on reporter for real time monitoring of gemcitabine delivery to the cancer cells [J].
Bhuniya, Sankarprasad ;
Lee, Min Hee ;
Jeon, Hyun Mi ;
Han, Ji Hye ;
Lee, Jae Hong ;
Park, Nayoung ;
Maiti, Sukhendu ;
Kang, Chulhun ;
Kim, Jong Seung .
CHEMICAL COMMUNICATIONS, 2013, 49 (64) :7141-7143
[4]   A Ratiometric Fluorescent Probe for Thiols Based on a Tetrakis (4-hydroxyphenyl)porphyrin-Coumarin Scaffold [J].
Cao, Xiaowei ;
Lin, Weiying ;
Yu, Quanxing .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (18) :7423-7430
[5]   Construction of a Near-Infrared Fluorescent Turn-On Probe for Selenol and Its Bioimaging Application in Living Animals [J].
Chen, Hua ;
Dong, Baoli ;
Tang, Yonghe ;
Lin, Weiying .
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (33) :11696-11700
[6]   Development of Unique Xanthene-Cyanine Fused Near-Infrared Fluorescent Fluorophores with Superior Chemical Stability for Biological Fluorescence Imaging [J].
Chen, Hua ;
Lin, Weiying ;
Cui, Haijun ;
Jiang, Wenqing .
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (02) :733-745
[7]   Construction of a near-infrared fluorescence turn-on and ratiometric probe for imaging palladium in living cells [J].
Chen, Hua ;
Lin, Weiying ;
Yuan, Lin .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (12) :1938-1941
[8]   Synthesis, Biological Evaluation, and in Vivo Imaging of the first Camptothecin-Fluorescein Conjugate [J].
Chevalier, Arnaud ;
Dubois, Martine ;
Le Joncour, Vadim ;
Dautrey, Sebastien ;
Lecointre, Celine ;
Romieu, Anthony ;
Renard, Pierre-Yves ;
Castel, Helene ;
Sabot, Cyrille .
BIOCONJUGATE CHEMISTRY, 2013, 24 (07) :1119-1133
[9]   Tumor Imaging and Therapy Using Radiolabeled Somatostatin Analogues [J].
De Jong, Marion ;
Breeman, Wout A. P. ;
Kwekkeboom, Dik J. ;
Valkema, Roelf ;
Krenning, Eric P. .
ACCOUNTS OF CHEMICAL RESEARCH, 2009, 42 (07) :873-880
[10]   Enzyme-responsive nanoparticles for drug release and diagnostics [J].
de la Rica, Roberto ;
Aili, Daniel ;
Stevens, Molly M. .
ADVANCED DRUG DELIVERY REVIEWS, 2012, 64 (11) :967-978