Synthesis and biological characterization of novel rose bengal derivatives with improved amphiphilicity for sono-photodynamic therapy

被引:80
作者
Chen, Hai-Jun [1 ]
Zhou, Xiao-Bin [1 ]
Wang, Ai-Lan [1 ]
Zheng, Bi-Yuan [1 ]
Yeh, Chih-Kuang [2 ]
Huang, Jian-Dong [1 ]
机构
[1] Fuzhou Univ, Fujian Prov Key Lab Canc Metastasis Chemoprevent, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350116, Fujian, Peoples R China
[2] Natl Tsing Hua Univ, Dept Biomed Engn & Environm Sci, Hsinchu 30013, Taiwan
基金
中国国家自然科学基金;
关键词
Sono-photodynamic therapy; Sensitizers; RB derivatives; Amphiphilicity; SONODYNAMIC THERAPY; IN-VITRO; CANCER-THERAPY; INTRALESIONAL THERAPY; TUMOR ACCUMULATION; BREAST-CANCER; CELLS; PHTHALOCYANINES; ULTRASOUND; THERAPEUTICS;
D O I
10.1016/j.ejmech.2017.12.091
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Sono-Photodynamic therapy (SPDT) utilizing ultrasound and light has been demonstrated that this novel approach can lower dosage resulting in reduction of the potential side effects caused by sensitizers. Recently, a new formulation of rose bengal (RB) as an intralesional injection has completed clinical trials phase II for PDT treatment of melanoma cancer. However, the inherent unfavorable pharmacological properties of RB hindered its extensive clinical development. With the aim to identify new RB derivatives (RBDs) with enhanced photodynamic and sonodynamic anticancer efficiency, a series of amphiphilic RBDs have been designed, synthesized and biological characterized. Among them, RBD4 significantly improved cellular uptake and enhanced intracellular ROS generation efficiency upon light and ultra-sound irradiation, resulting in dramatically improved anticancer potency. Notably, RBD4 has a relative potency similar to sinoporphyrin sodium (DVDMS), indicating its further potential application for SPDT. (C) 2018 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:86 / 95
页数:10
相关论文
共 46 条
[1]   Intralesional therapy for advanced melanoma: promise and limitation [J].
Agarwala, Sanjiv S. .
CURRENT OPINION IN ONCOLOGY, 2015, 27 (02) :151-156
[2]   Enzyme-assisted photosensitization with rose Bengal acetate induces structural and functional alteration of mitochondria in HeLa cells [J].
Bottone, M. G. ;
Soldani, C. ;
Fraschini, A. ;
Alpini, C. ;
Croce, A. C. ;
Bottiroli, G. ;
Pellicciari, C. .
HISTOCHEMISTRY AND CELL BIOLOGY, 2007, 127 (03) :263-271
[3]   The present and future role of photodynamic therapy in cancer treatment [J].
Brown, SB ;
Brown, EA ;
Walker, I .
LANCET ONCOLOGY, 2004, 5 (08) :497-508
[4]   Imaging and Photodynamic Therapy: Mechanisms, Monitoring, and Optimization [J].
Celli, Jonathan P. ;
Spring, Bryan Q. ;
Rizvi, Imran ;
Evans, Conor L. ;
Samkoe, Kimberley S. ;
Verma, Sarika ;
Pogue, Brian W. ;
Hasan, Tayyaba .
CHEMICAL REVIEWS, 2010, 110 (05) :2795-2838
[5]   Poly(ethyleneglycol)-b-Poly(ε-caprolactone-co-γ-hydroxyl-ε-caprolactone) Bearing Pendant Hydroxyl Groups as Nanocarriers for Doxorubicin Delivery [J].
Chang, Longlong ;
Deng, Liandong ;
Wang, Weiwei ;
Lv, Zesheng ;
Hu, Fuqiang ;
Dong, Anjie ;
Zhang, Jianhua .
BIOMACROMOLECULES, 2012, 13 (10) :3301-3310
[6]   Potential sonodynamic anticancer activities of artemether and liposome-encapsulated artemether [J].
Chen, Hai-Jun ;
Huang, Xiu-Rong ;
Zhou, Xiao-Bin ;
Zheng, Bi-Yuan ;
Huang, Jian-Dong .
CHEMICAL COMMUNICATIONS, 2015, 51 (22) :4681-4684
[7]   Recent progress in development of new sonosensitizers for sonodynamic cancer therapy [J].
Chen, Haijun ;
Zhou, Xiaobin ;
Gao, Yu ;
Zheng, Biyuan ;
Tang, Fengxiang ;
Huang, Jiandong .
DRUG DISCOVERY TODAY, 2014, 19 (04) :502-509
[8]   A REVIEW OF THE GENOTOXICITY OF FOOD, DRUG AND COSMETIC COLORS AND OTHER AZO, TRIPHENYLMETHANE AND XANTHENE DYES [J].
COMBES, RD ;
HAVELANDSMITH, RB .
MUTATION RESEARCH, 1982, 98 (02) :101-243
[9]   Photodynamic therapy for cancer [J].
Dolmans, DEJGJ ;
Fukumura, D ;
Jain, RK .
NATURE REVIEWS CANCER, 2003, 3 (05) :380-387
[10]   Photodynamic therapy [J].
Dougherty, TJ ;
Gomer, CJ ;
Henderson, BW ;
Jori, G ;
Kessel, D ;
Korbelik, M ;
Moan, J ;
Peng, Q .
JNCI-JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1998, 90 (12) :889-905