文献类型：期刊文献

英文题名：Positively charged phthalocyanine-arginine conjugates as efficient photosensitizer for photodynamic therapy

作者：Wang, Ao[1,2,3] Zhou, Rongrong[4] Zhou, Lin[4] Sun, Kang[1,2,3] Jiang, Jianchun[1,3] Wei, Shaohua[4]

第一作者：Wang, Ao;王傲

通信作者：Sun, K[1];Sun, K[2];Wei, SH[3]

机构：[1]Res Inst Forestry New Technol, CAF, Xiangshan Rd, Beijing 100091, Peoples R China;[2]Chinese Acad Forestry, Inst Chem Ind Forest Prod, SFA, Key Lab Biomass Energy & Mat,Natl Engn Lab Biomas, Suojin 5th Village, Nanjing 210042, Peoples R China;[3]Chinese Acad Forestry, SFA, Open Lab Forest Chem Engn, Suojin 5th Village, Nanjing 210042, Peoples R China;[4]Nanjing Normal Univ, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Sch Chem & Mat Sci, Key Lab Appl Photochem, Wenyuan Rd No 1, Nanjing 210023, Peoples R China

年份：2017

卷号：25

期号：5

起止页码：1643-1651

外文期刊名：BIOORGANIC & MEDICINAL CHEMISTRY

收录：;Scopus(收录号：2-s2.0-85010951351);WOS:【SCI-EXPANDED(收录号:WOS:000395851500009)】；

基金：This work was supported by the National Nonprofit Institute Research Grant of CAFINT (CAFYBB2017SY031), National Natural Science Foundation of China (21671105), the National Sci-Tech plan projects (2015BAD14B0601), the Natural Science Foundation of Jiangsu Province (BK20161554), the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD) and Jiangsu Collaborative Innovation Centre of Biomedical Functional Materials (161090H001).

语种：英文

外文关键词：Photodynamic therapy; Photosensitizer; Positively charged phthalocyanine; Arginine; Guanidine; Inner salt

摘要：Positively charged drugs usually have enhanced water solubility, cellular uptake efficiency and anticancer activity. However, the common quaternized and protonated cationic photosensitizers both have some drawbacks such as needing potentially dangerous agents for preparation and easily being deprotonated in alkaline circumstance. Arginine is unique among the amino acids as its guanidine group has exceptionally high basicity in aqueous solution, which may make it positively charged in a wide range of pH. In this paper, two arginine substituted zinc phthalocyanines (ArgEZnPc and ArgZnPc) were reported. They can be positively charged in the range of pH 5-9. Moreover, the photobiological, photochemical properties, subcellular localization, and in vitro anticancer activities of the them were also carried out. The results show that ArgZnPc may be not a good photosensitizer because of its poor photobiological activities though it is positively charged in a wide range of pHs. This may be attributed to the formation of inner salts between guanidine and carboxyl groups of ArgZnPc, which weakens its photobiological and in vitro anticancer activity. While in contrast, ArgEZnPc shows preferential localization in the lysosomes of HeLa cells, exhibits high water solubility, excellent O-1(2) and intracellular reactive oxygen species generation efficiency as well as high in vitro anticancer activity, making it a promising photosensitizer for photodynamic therapy. (C) 2017 Elsevier Ltd. All rights reserved.