Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents: An in vitro cell study.
The cell-based studies of 5, 10, 15, 20-Tetrakis (4-amidinophenyl) porphyrin (Por1), its Zn complex (Por2) and amidinophenyl bisporphyrin (Por3) were carried out to examine their photocytotoxicity, cellular uptake and sub-cellular localization with human nasopharyngeal carcinoma cell (HK-1), using 5, 10, 15, 20-Tetrakis (N-methyl-4-pyridyl) porphyrin (H2TMPyP) as a reference. These porphyrins showed low dark-cytotoxicity and high photo-cytotoxicity against HK-1. The amphiphilic amidinophenyl bisporphyrin (Por3) displayed better cellular uptake than the single hydrophilic Por1, Por2 and H2TMPyP. As seen from the extent of overlapping of the fluorescence profiles, lysosomal localization of amidinophenylporphyrin Por1-Por3 and mito/lyso localization of the H2TMPyP occurred in the cells. The results suggest these porphyrins with amidine group could be used as potential agents in photodynamic therapy.
Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan Institute of Technology, Wuhan, PR China.
Sizhe
S
Zhu
Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan Institute of Technology, Wuhan, PR China; College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, PR China.
Fengshou
F
Wu
Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan Institute of Technology, Wuhan, PR China. Electronic address: kaiwang@wit.edu.cn.
Kai
K
Wang
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, PR China.
Yunman
Y
Zheng
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, PR China. Electronic address: zyliwuc@whu.edu.cn.
Zaoying
Z
Li
Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan Institute of Technology, Wuhan, PR China.
Xiulan
X
Zhang
Department of Chemistry and Institute of Advanced Materials, Hong Kong Baptist University, Hong Kong, PR China. Electronic address: wkwong@hkbu.edu.hk.
Wai-Kwok
WK
Wong
D001692:Biological Transport; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D006801:Humans; D008247:Lysosomes / Q000187:drug effects / Q000378:metabolism*; D015394:Molecular Structure; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology*; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D017319:Photosensitizing Agents; D011166:Porphyrins
Cellular uptake; Localization; PDT; Porphyrin