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
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