Synthesis and Photodynamic Activity of a New Type of Pentalysine 2-Carbonylphthalocyanine Zinc

Chem. J. Chinese Universities

• 研究论文 • Previous Articles Next Articles

Synthesis and Photodynamic Activity of a New Type of Pentalysine 2-Carbonylphthalocyanine Zinc

CHEN Jin-Can¹, CHEN Hong-Wei¹, LI Yong-Dong¹, WANG Jun-Dong², CHEN Nai-Sheng², HUANG Jin-Ling², HUANG Ming-Dong^1*

1. State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, China;
2. Institute of Functional Materials, College of Chemistry and Chemical Engineering, Fuzhou University, Fuzhou 350002, China

Received:2008-02-29 Revised:1900-01-01 Online:2008-11-10 Published:2008-11-10
Contact: HUANG Ming-Dong

Abstract

Abstract: Phthalocyanine zinc(ZnPc) and its derivatives is a class of promising photosensitizer due to its superior photodynamic activity. However, the poor water solubility and the difficulty to obtain pure ZnPc compounds limit the clinical development of this class of photosensitizer. We developed a large scale preparation and purification of a new asymmetric phthalocyanine zinc compound, 2-carboxyphthalocyanine zinc. Here we report the synthesis of pentalysine 2-carbonylphthalocyanine zinc and its photodynamic activity. The compound was characterized by analytical and spectroscopic methods. The phototoxicity of this compound was evaluated in vitro with human liver cancer cell line(Bel7402), human gastric carcinoma cell line(BGC823), human leukemia cell line(K562) and human embryo lung fibroblast cell line(HELF). This compound shows not only the phototoxicity to these cells, but also improves water solubility. We also demonstrate that the presence of cell breaks down the aggregation of pentalysine 2-carbonylphthalocyanine zinc in aqueous solution.

Key words: Photosensitizer, Phthalocyanine zinc, Solid-phase synthesis, Cancer cell, Photodynamic activity

CLC Number:

O614

TrendMD:

CHEN Jin-Can¹, CHEN Hong-Wei¹, LI Yong-Dong¹, WANG Jun-Dong², CHEN Nai-Sheng², HUANG Jin-Ling², HUANG Ming-Dong^1*. Synthesis and Photodynamic Activity of a New Type of Pentalysine 2-Carbonylphthalocyanine Zinc[J]. Chem. J. Chinese Universities, doi: .

[1]	WANG Xueli, SONG Xiangwei, XIE Yanning, DU Niyang, WANG Zhenxin. Preparation， Characterization of Partially Reduced Graphene Oxide and Its Killing Effect on Human Cervical Cancer Cells [J]. Chem. J. Chinese Universities, 2022, 43(2): 20210595.
[2]	LIU Miao, LIU Ruibo, LIU Badi, QIAN Ying. Synthesis， Two-photon Fluorescence Imaging and Photodynamic Therapy of Lysosome-targeted Indole-BODIPY Photosensitizer [J]. Chem. J. Chinese Universities, 2022, 43(10): 20220326.
[3]	ZHAO Yuhui, LI Mingle, LONG Saran, FAN Jiangli, PENG Xiaojun. Spectroscopic Characterization of Solvation Effect for a Polarity-Sensitive BDP [J]. Chem. J. Chinese Universities, 2020, 41(9): 2018.
[4]	WU Wenbo,LIU Bin. Two-photon Excitable Photosensitizers with Aggregation-induced Emission and Their Biomedical Applications ^† [J]. Chem. J. Chinese Universities, 2020, 41(2): 191.
[5]	KONG Xiangquan, YAN Gang, KUANG Miao, RONG Jianhua. Preparation of Reduced Graphene Oxide-Copper Sulfide Composite as Efficient Photothermal Agents for Ablation of Cancer^† [J]. Chem. J. Chinese Universities, 2016, 37(1): 1.
[6]	TANG Jinlu, SHI Hui, HE Xiaoxiao, WANG Kemin, LI Duo, YAN Lüan, LEI Yanli, LIU Jianbo. Aptamer-functionalized Near-infrared Quantum Dots Combined with Flow Cytometry for Rapid Detection of Leukemia Cells^† [J]. Chem. J. Chinese Universities, 2014, 35(10): 2093.
[7]	MA Dong-Dong, LIN Ping-Ping, CHEN Li-Li, WANG Yu-Hua, HE Dan-Dan, CHEN Wan-Ling, ZHANG Tian-Tian, CHEN Kui-Zhi, PENG Yi-Ru. Synthesis of Poly(ethylene glycol)-poly(L-lysine) Diblock Copolymer Incorporating Tetra-(p-sulfoazophenyl-4-aminosulfonyl)phthalocyanine Chloride Aluminum(Ⅲ) Polyion Nanoparticles and Its in vitro Photodynamic Therapy Efficacy [J]. Chem. J. Chinese Universities, 2012, 33(07): 1456.
[8]	CHEN Na, QIN Song-Bing, ZHANG Bing-Bo, ZHANG Xu-Guang, ZHOU Ju-Ying, TU Yu. Scattering Imaging of Cervical Cancer Cell by Laser Scanning Confocal Microscopy with Gold Nano-probes [J]. Chem. J. Chinese Universities, 2012, 33(05): 1041.
[9]	WANG Jian-Sheng*, ZHANG Jia, WU Wen-An, DUAN Xiao-Yi, WANG Si-Cen, .... Studies on Gallbladder Tissues, Tissue Plasma Membranes and Cell Lines by FTIR [J]. Chem. J. Chinese Universities, 2010, 31(3): 484.
[10]	LI Xiao-Hui¹*, YUAN Heng-Li¹, HU Jian-En², XIU Zhi-Long¹. Synthesis and Biological Activities of Hemoglobin Fragments [J]. Chem. J. Chinese Universities, 2008, 29(3): 542.
[11]	LIU Hai-Yang^1,2; GUO Ping-Ye¹; KONG Pak-Wing²; YING Xiao³; LIAO Shi-Jun¹; MAK Nai-Ki⁴; CHANG Chi-Kwong^2. Heavy-atom Effect of Corrole Photosensitizer for Photodynamic Therapy [J]. Chem. J. Chinese Universities, 2006, 27(7): 1363.
[12]	TANG E, XU Jian-Feng, HUANG Xian . Synthesis of Polystyrene-supported Selenovinyl Bromide and Its Application in the Solid-phase Synthesis of Polysubstituted Olefins [J]. Chem. J. Chinese Universities, 2005, 26(10): 1849.
[13]	CHEN Meng-Lin, CHI Chun-Yan, WANG Xian-Hong, ZHAO Xiao-Jiang, LI Ji, WANG Fo-Song. Synthesis of Amino-centered, Nitro-capped Phenylacetylene-monodendrons [J]. Chem. J. Chinese Universities, 2004, 25(7): 1359.
[14]	ZHANG Bao-Lian, ZHU Xiao-Qing, AI Teng, LU Jin-Yong, WANG Peng George, CHENG Jin-Pei. Design, Synthesis and Application of Polysiloxane-Supported NADH Model [J]. Chem. J. Chinese Universities, 2003, 24(10): 1825.
[15]	CHENG Shao-Ling, HUANG Wen-Qiang. Synthesis of 2-Polystyrylsulfonylethanol and Its Application in Solid-phase Organic Synthesis of Hydantoins and Ureas [J]. Chem. J. Chinese Universities, 2002, 23(9): 1809.

Synthesis and Photodynamic Activity of a New Type of Pentalysine 2-Carbonylphthalocyanine Zinc

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments