| 光谱学与光谱分析 |
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| Synthesis and Photodynamic Anticancer Activity of Silicon Phthalocyanine Axially Modified by Nucleoside Derivatives |
| SHEN Xiao-min, ZHENG Bi-yuan, ZHANG Han-hui, HUANG Jian-dong* |
| College of Chemistry and Chemical Engineering, Fuzhou University, Fuzhou 350108, China |
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Abstract A new axially modified silicon phthalocyanine, di [5′-(2′, 3 ′-O-isopropyl)-5-methyl cytidineoxy] silicon phthalocyanine (SiPcG), was prepared and characterized by 1H NMR and HRMS. This compound is essentially nonaggregated in N,N-dimethyformamide and 1% cremophor EL aqueous solution. It shows a Q-band at 676 nm and fluorescence emission at 685 nm in DMF, and exhibits a Q-band at 679 nm and fluorescence emission at 689 nm in 1% cremophor EL aqueous solution. The SiPcG shows a high photodynamic activity against human hepatoma cells HepG2 with an IC50 value down to 7.8×10-8mol·L-1. Fluorescence confocal microscopy study indicated that the SiPcG locates preferentially in the mitochondria of cells. The research results show that the SiPcG is highly potential as a new anti-cancer photosensitizer.
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Received: 2013-01-21
Accepted: 2013-04-21
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Corresponding Authors:
HUANG Jian-dong
E-mail: jdhuang@fzu.edu.cn
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[1] Dolmans D E, Fukumura D, Jain R K, et al. Nature. Rev. Cancer, 2003, 3: 380.
[2] Detty M R, Gibson S L, Wagner S J, et al. J. Med. Chem., 2004, 47: 3897.
[3] Allen C M, Sharman W M, Vanlier J E, et al . J. Porphyr. Phthalocya., 2001, 5∶ 161.
[4] MacDonald I J, Dougherty T J. J. Porphyr. Phthalocya., 2001, 5: 105.
[5] Jiang X J, Yeung S L, Lo P C, et al. J. Med. Chem., 2011, 54: 320.
[6] Farooq F T, Berlin J, Baron E, et al. Castrointest. Endosc., 2007, 65∶147.
[7] Jiang X J, Huang J D, Zhu Y J, et al. Bioorg. Med. Chem. Lett., 2006, 16: 2450.
[8] Vhet-Boudou V, Didierjean J, Isel C, et al. Cell Mol. Life Sci., 2006, 63(2)∶163.
[9] Galmarini C M, Graham K, Thomas X, et al. Blood, 2001, 98(6): 1922.
[10] Lowery M K, Starshark A J, Esposito J N. Inorg Chem., 1965, 4(1): 128.
[11] Scalise I, Durantini E N. Bioorg. Med. Chem., 2005, 13: 3037.
[12] Ke M R, Huang J D, Weng S M, et al. J. Photochem. Photobiol. A, 2009, 201: 23.
[13] LUO Zhi-wei，ZHANG Yi-wei, LIN Dong-en(罗枝伟, 张逸伟, 林东恩). Chemistry Online(化学通报), 2006, 6: 454.
[14] Li X Y, He X, Ng D K P, et al. Macromolecules 2000, 33: 2119.
[15] Oleinick N L, Morris R L, Belichenko I, et al. Photochem. Photobiol. Sci., 2002, 1：1.
[16] Zhao Z X, Chan P S, Li H G, et al. Inorg. Chem., 2012, 51: 812. |
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