Citation: PAN Jia-Bao, CHEN Xi, FANG Wen-Juan, LIU Wei, YU Guang-Wei. Water Soluble Cu(Ⅱ) and Ni(Ⅱ) Phthalocyanine: Syntheses and in Vitro Synergistic Anticancer Activities of Photodynamic Therapy and Chemotherapy Effects[J]. Chinese Journal of Inorganic Chemistry, ;2018, 34(5): 889-896. doi: 10.11862/CJIC.2018.127 shu

Water Soluble Cu(Ⅱ) and Ni(Ⅱ) Phthalocyanine: Syntheses and in Vitro Synergistic Anticancer Activities of Photodynamic Therapy and Chemotherapy Effects

State Key Laboratory of Crystal Materials, Shandong University, Jinan 250100, China

Corresponding author: LIU Wei, weiliu@sdu.edu.cn
Received Date: 31 October 2017
Revised Date: 30 March 2018

Figures(9)

Water-soluble Cu(Ⅱ) phthalocyanine 6 and Ni(Ⅱ) phthalocyanine 7 were successfully synthesized starting from 1, 2-dicynobenzen derivative. The photophysical and photochemical properties of these phthalocyanines show that they are not only very stable towards either heat or light, but also could yield singlet oxygen moderately. In vitro cell study demonstrates that both 6 and 7 could inhibit the growth of cancer cells in dark and also exhibit photodynamic therapy effect upon exposure to red light. These results show that these compounds have synergistic anticancer activities of photodynamic therapy and chemotherapy effects.
- Cu (Ⅱ) phthalocyanine,
- Ni (Ⅱ) phthalocyanine,
- singlet oxygen,
- phototoxicity
1. [1]
  Bio M, Rajaputra P, Nkepang G, et al. J. Med. Chem., 2014, 57(8):3401-3409 doi: 10.1021/jm5000722
2. [2]
  Canti G, Nicolin A, Cubeddu R, et al. Cancer Lett., 1998, 125(1/2):39-44
3. [3]
  Conte C, Ungaro F, Maglio G, et al. J. Controlled Release, 2013, 167(1):40-52 doi: 10.1016/j.jconrel.2012.12.026
4. [4]
  Vivero-Escoto J L, Elnagheeb M. Nanomaterials, 2015, 5(4):2302-2316 doi: 10.3390/nano5042302
5. [5]
  Lu H L, Syu W J, Nishiyama N, et al. J. Controlled Release, 2011, 155(3):458-464 doi: 10.1016/j.jconrel.2011.06.005
6. [6]
  Liang R Z, You S S, Ma L N, et al. Chem. Sci., 2015, 6(10):5511-5518 doi: 10.1039/C5SC00994D
7. [7]
  Beverina L, Abbotto A, Landenna M, et al. Org. Lett., 2005, 7(19):4257-4260 doi: 10.1021/ol0516871
8. [8]
  Gu H W, Xu K M, Yang Z M, et al. Chem. Commun., 2005, 34:4270-4272
9. [9]
  Ke M R, Chen S F, Peng X H, et al. Eur. J. Med. Chem., 2017, 127:200-209 doi: 10.1016/j.ejmech.2016.12.056
10. [10]
  Luan L Q, Ding L L, Shi J W, et al. Chem. Asian J., 2014, 9:3491-3497 doi: 10.1002/asia.v9.12
11. [11]
  DING Lan-Lan, LUAN Li-Qiang, SHI Jia-Wei, et al. Chinese J. Inorg. Chem., 2013, 29(8):1591-1598
12. [12]
  Zhou W, Wang X, Hu M, et al. J. Inorg. Biochem., 2013, 121:114-120 doi: 10.1016/j.jinorgbio.2012.12.018
13. [13]
  GAO Ping-Zhang, CHEN Ya-Xin, ZHANG Min-Min, et al. Chinese J. Inorg. Chem., 2016, 32(9):1572-1578
14. [14]
  ZHANG Qi-Long, WANG Huan-Yu, JIANG Feng, et al. Chinese J. Inorg. Chem., 2016, 32(3):464-468 doi: 10.11862/CJIC.2016.056
15. [15]
  Mantareva V, Angelov I, Kussovski V, et al. Eur. J. Med. Chem., 2011, 46:4430-4440 doi: 10.1016/j.ejmech.2011.07.015
16. [16]
  Liu W, Jensen T J, Fronczek F R, et al. J. Med. Chem., 2005, 48(4):1033-1041 doi: 10.1021/jm049375b
17. [17]
  Deka B, Sarkar T, Banerjee S, et al. Dalton Trans., 2017, 46(2):396-409
18. [18]
  Belicchi F M, Bisceglie F, Pelosi G, et al. J. Inorg. Biochem., 2002, 90(3/4):113-126
1. [1]
  Xin Lv , Hongxing Zhang , Kaibo Duan , Wenhui Dai , Zhihui Wen , Wei Guo , Junsheng Hao . Lighting the Way Against Cancer: Photodynamic Therapy. University Chemistry, 2024, 39(5): 70-79. doi: 10.3866/PKU.DXHX202309090
2. [2]
  Limin Zhao , Kaiqiang Xu , Chuanbiao Bie . 2D COF photocatalyst with highly stabilized tautomeric transition and singlet oxygen generation. Acta Physico-Chimica Sinica, 2026, 42(4): 100216-0. doi: 10.1016/j.actphy.2025.100216
3. [3]
  Zizheng LU , Wanyi SU , Qin SHI , Honghui PAN , Chuanqi ZHAO , Chengfeng HUANG , Jinguo PENG . Surface state behavior of W doped BiVO₄ photoanode for ciprofloxacin degradation. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 591-600. doi: 10.11862/CJIC.20230225
4. [4]
  Qingjun PAN , Zhongliang GONG , Yuwu ZHONG . Advances in modulation of the excited states of photofunctional iron complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 45-58. doi: 10.11862/CJIC.20240365
5. [5]
  Xiaxue Chen , Yuxuan Yang , Ruolin Yang , Yizhu Wang , Hongyun Liu . Adjustable Polychromatic Fluorescence: Investigating the Photoluminescent Properties of Copper Nanoclusters. University Chemistry, 2024, 39(9): 328-337. doi: 10.3866/PKU.DXHX202308019
6. [6]
  Chenyang WANG , Yiyan BAI , Wei ZHANG , Zhaorong LIU , Yuchun WANG . Performance of photo-assisted copper oxide catalyzed hydrolysis of ammonia borane to produce hydrogen. Chinese Journal of Inorganic Chemistry, 2026, 42(1): 97-110. doi: 10.11862/CJIC.20250116
7. [7]
  Runhua Chen , Qiong Wu , Jingchen Luo , Xiaolong Zu , Shan Zhu , Yongfu Sun . Defective Ultrathin Two-Dimensional Materials for Photo-/Electrocatalytic CO₂ Reduction: Fundamentals and Perspectives. Acta Physico-Chimica Sinica, 2025, 41(3): 100019-0. doi: 10.3866/PKU.WHXB202308052
8. [8]
  Pengzi Wang , Wenjing Xiao , Jiarong Chen . Copper-Catalyzed C―O Bond Formation by Kharasch-Sosnovsky-Type Reaction. University Chemistry, 2025, 40(4): 239-244. doi: 10.12461/PKU.DXHX202406090
9. [9]
  Hailang JIA , Pengcheng JI , Hongcheng LI . Preparation and performance of nickel doped ruthenium dioxide electrocatalyst for oxygen evolution. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1632-1640. doi: 10.11862/CJIC.20240398
10. [10]
  Tianyang Yu , Hao Wei . “Illness Enters through the Mouth”: A Brief Overview of Toxic Chemical Substances in Common Foods. University Chemistry, 2025, 40(7): 225-231. doi: 10.12461/PKU.DXHX202409083
11. [11]
  Jie WEI , Qing ZHOU , Dandan DING , Xiang JING , Fei LI . Photothermal toxicity of Prussian blue nanoparticles to cervical cancer cells. Chinese Journal of Inorganic Chemistry, 2025, 41(11): 2345-2357. doi: 10.11862/CJIC.20240435
12. [12]
  Wuxin Bai , Qianqian Zhou , Zhenjie Lu , Ye Song , Yongsheng Fu . Co-Ni Bimetallic Zeolitic Imidazolate Frameworks Supported on Carbon Cloth as Free-Standing Electrode for Highly Efficient Oxygen Evolution. Acta Physico-Chimica Sinica, 2024, 40(3): 2305041-0. doi: 10.3866/PKU.WHXB202305041
13. [13]
  Wang Wang , Yucheng Liu , Shengli Chen . Use of NiFe Layered Double Hydroxide as Electrocatalyst in Oxygen Evolution Reaction: Catalytic Mechanisms, Electrode Design, and Durability. Acta Physico-Chimica Sinica, 2024, 40(2): 2303059-0. doi: 10.3866/PKU.WHXB202303059
14. [14]
  Yan Li , Xinze Wang , Xue Yao , Shouyun Yu . 基于激发态手性铜催化的烯烃E→Z异构的动力学拆分——推荐一个本科生综合化学实验. University Chemistry, 2024, 39(5): 1-10. doi: 10.3866/PKU.DXHX202309053
15. [15]
  Gengyuan Li , Yexin Wang , Song Gao , Shangda Jiang . Advances in Light-Induced Spin Polarization of Magnetic Molecules. University Chemistry, 2025, 40(12): 87-94. doi: 10.12461/PKU.DXHX202509112
16. [16]
  Lianghong Ye , Junqing Ni , Zhongyi Yan , Zhanming Zhang , Can Zhu , Mo Sun . Chemical Fuel-Driven Non-Equilibrium Color Change. University Chemistry, 2025, 40(3): 349-354. doi: 10.12461/PKU.DXHX202406109
17. [17]
  Ruoxi Sun , Yiqian Xu , Shaoru Rong , Chunmiao Han , Hui Xu . The Enchanting Collision of Light and Time Magic: Exploring the Footprints of Long Afterglow Lifetime. University Chemistry, 2024, 39(5): 90-97. doi: 10.3866/PKU.DXHX202310001
18. [18]
  Rui Gao , Ying Zhou , Yifan Hu , Siyuan Chen , Shouhong Xu , Qianfu Luo , Wenqing Zhang . Design, Synthesis and Performance Experiment of Novel Photoswitchable Hybrid Tetraarylethenes. University Chemistry, 2024, 39(5): 125-133. doi: 10.3866/PKU.DXHX202310050
19. [19]
  Wanmin Cheng , Juan Du , Peiwen Liu , Yiyun Jiang , Hong Jiang . Photoinitiated Grignard Reagent Synthesis and Experimental Improvement in Triphenylmethanol Preparation. University Chemistry, 2024, 39(5): 238-242. doi: 10.3866/PKU.DXHX202311066
20. [20]
  Yuhang Jiang , Weijie Liu , Jiaqi Cai , Jiayue Chen , Yanping Ren , Pingping Wu , Liulin Yang . A Journey into the Science and Art of Sugar: “Dispersion of Light and Optical Rotation of Matter” Science Popularization Experiment. University Chemistry, 2024, 39(9): 288-294. doi: 10.12461/PKU.DXHX202401054

Get Citation

PDF

XML

Metrics

PDF Downloads(16)
Abstract views(3567)
HTML views(852)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142