Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents: An in vitro cell study

Sizhe Zhu; Fengshou Wu; Kai Wang; Yunman Zheng; Zaoying Li; Xiulan Zhang; Rick W K WONG

doi:10.1016/j.bmcl.2015.08.072

Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents: An in vitro cell study

Sizhe Zhu
, Fengshou Wu
, Kai Wang^*
, Yunman Zheng
, Zaoying Li
, Xiulan Zhang
, Rick W K WONG

^*Corresponding author for this work

Research output: Contribution to journal › Journal article › peer-review

28 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	4513-4517
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	25
Issue number	20
DOIs	https://doi.org/10.1016/j.bmcl.2015.08.072
Publication status	Published - 15 Oct 2015

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This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

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Cellular uptake
Localization
PDT
Porphyrin

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10.1016/j.bmcl.2015.08.072

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title = "Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents: An in vitro cell study",

abstract = "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.",

keywords = "Cellular uptake, Localization, PDT, Porphyrin",

author = "Sizhe Zhu and Fengshou Wu and Kai Wang and Yunman Zheng and Zaoying Li and Xiulan Zhang and WONG, \{Rick W K\}",

note = "Funding Information: The authors are grateful for the financial support of the Wuhan Science and Technology Talent Training Program of Chenguang Project (Grant no. 2015070404010190 ), Key Project of Scientific Research Project of Hubei Provincial Department of Education (Grant no. D20141506 ) and Scientific Research Foundation of Wuhan Institute of Technology (Grant no. K201542 ). ",

year = "2015",

month = oct,

day = "15",

doi = "10.1016/j.bmcl.2015.08.072",

language = "English",

volume = "25",

pages = "4513--4517",

journal = "Bioorganic and Medicinal Chemistry Letters",

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}

Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents: An in vitro cell study. / Zhu, Sizhe; Wu, Fengshou; Wang, Kai et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 25, No. 20, 15.10.2015, p. 4513-4517.

Research output: Contribution to journal › Journal article › peer-review

TY - JOUR

T1 - Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents

T2 - An in vitro cell study

AU - Zhu, Sizhe

AU - Wu, Fengshou

AU - Wang, Kai

AU - Zheng, Yunman

AU - Li, Zaoying

AU - Zhang, Xiulan

AU - WONG, Rick W K

N1 - Funding Information: The authors are grateful for the financial support of the Wuhan Science and Technology Talent Training Program of Chenguang Project (Grant no. 2015070404010190 ), Key Project of Scientific Research Project of Hubei Provincial Department of Education (Grant no. D20141506 ) and Scientific Research Foundation of Wuhan Institute of Technology (Grant no. K201542 ).

PY - 2015/10/15

Y1 - 2015/10/15

N2 - 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.

AB - 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.

KW - Cellular uptake

KW - Localization

KW - PDT

KW - Porphyrin

UR - https://www.scopus.com/pages/publications/84942833319

U2 - 10.1016/j.bmcl.2015.08.072

DO - 10.1016/j.bmcl.2015.08.072

M3 - Journal article

C2 - 26338364

AN - SCOPUS:84942833319

SN - 0960-894X

VL - 25

SP - 4513

EP - 4517

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 20

ER -

Photocytotoxicity, cellular uptake and subcellular localization of amidinophenylporphyrins as potential photodynamic therapeutic agents: An in vitro cell study

Abstract

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