Synthesis dibromo substituted BOPHY dye for the singlet oxygen generation

被引:23
作者
Cui, Tian-Fang [1 ]
Zhang, Jing [1 ]
Jiang, Xin-Doug [1 ]
Su, Ya-Jun [1 ]
Sun, Chang-Liang [2 ]
Zhao, Jiu-Li [1 ]
机构
[1] Shenyang Univ Chem Technol, Coll Appl Chem, Key Lab Rare Earth Chem & Applying Liaoning Prov, Shenyang 110142, Peoples R China
[2] Shenyang Univ Chem Technol, Ctr Phys & Chem Test, Shenyang 110142, Peoples R China
关键词
BOPHY; Singlet oxygen; Photosensitizer; Photophysical property; DFT; FLUORESCENCE QUANTUM YIELDS; PHOTODYNAMIC THERAPY; BASIC PRINCIPLES; BODIPY DYES; PHOTOSENSITIZERS; ENERGY; DIPYRROMETHENE; PORPHYRIN; EFFICIENT; DESIGN;
D O I
10.1016/j.cclet.2015.11.010
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A dibromo substituted BOPHY derivative (2) was prepared and found to exhibit photo-sensitization capability. Rapid oxidation of 80% DPBF at the first 6 min was observed suggesting that 2 is a superior photo-sensitizer than methylene blue. The HOMO-LUMO band gap for the lowest energy absorption bands of the BOPHY 1 is smaller than that of PS 2, which is in good agreement with the red shift in the absorption observed between 1 and 2. (c) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:190 / 194
页数:5
相关论文
共 51 条
[1]   Tuning Photosensitized Singlet Oxygen Generation Efficiency of Novel Aza-BODIPY Dyes [J].
Adarsh, Nagappanpillai ;
Avirah, Rekha R. ;
Ramaiah, Danaboyina .
ORGANIC LETTERS, 2010, 12 (24) :5720-5723
[2]   Design, synthesis and photophysical studies of dipyrromethene-based materials: insights into their applications in organic photovoltaic devices [J].
Bessette, Andre ;
Hanan, Garry S. .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (10) :3342-3405
[4]   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
[5]   Energy transfer cassettes based on BODIPY® dyes [J].
Burghart, A ;
Thoresen, LH ;
Chen, J ;
Burgess, K ;
Bergström, F ;
Johansson, LBÅ .
CHEMICAL COMMUNICATIONS, 2000, (22) :2203-2204
[6]   Designing Excited States: Theory-Guided Access to Efficient Photosensitizers for Photodynamic Action [J].
Cakmak, Yusuf ;
Kolemen, Safacan ;
Duman, Selin ;
Dede, Yavuz ;
Dolen, Yusuf ;
Kilic, Bilal ;
Kostereli, Ziya ;
Yildirim, Leyla Tatar ;
Dogan, A. Lale ;
Guc, Dicle ;
Akkaya, Engin U. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (50) :11937-11941
[7]   Photodynamic therapy for cancer [J].
Dolmans, DEJGJ ;
Fukumura, D ;
Jain, RK .
NATURE REVIEWS CANCER, 2003, 3 (05) :380-387
[8]   In vivo near-infrared fluorescence imaging [J].
Frangioni, JV .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2003, 7 (05) :626-634
[9]  
Frisch M. J., 2003, Gaussian, Inc
[10]   Protease sensors for bioimaging [J].
Funovics, M ;
Weissleder, R ;
Tung, CH .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2003, 377 (06) :956-963