Citation: Meng Zhi, Shan Bin, Zhang Ling, Han Gui-Yan, Liu Ming-Hui, Jia Ning-Yang, Miao Zhen-Yuan, Zhang Wan-Nian, Sheng Chun-Quan, Yao Jian-Zhong. Amino acid derivatives of pyropheophorbide-α ethers as photosensitizer: Synthesis and photodynamic activity[J]. Chinese Chemical Letters, ;2016, 27(5): 623-626. doi: 10.1016/j.cclet.2016.03.019 shu

Amino acid derivatives of pyropheophorbide-α ethers as photosensitizer: Synthesis and photodynamic activity

a.
Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China
b.
Department of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou 350122, China
c.
Department of Radiology, Shanghai Eastern Hepatobiliary Surgery Hospital, Second Military Medical University, Shanghai 200438, China

Corresponding author: Zhang Wan-Nian, zhangwnk@hotmail.com Sheng Chun-Quan, shengcq@hotmail.com Yao Jian-Zhong, yaojz@sh163.net
Received Date: 25 January 2016
Revised Date: 21 February 2016
Accepted Date: 8 March 2016
Available Online: 19 May 2016

Figures(2)

Ten new water-soluble amino acid conjugates of pyropheophorbide-α ethers 4a-4j were synthesized and investigated for their in vitro photodynamic antitumor activity. The results showed that all compounds exhibited higher phototoxicity and lower dark toxicity against three kinds of tumor cell lines than BPD-MA. In particular, themost phototoxic compound 4d and 4j individually showed IC₅₀ values of 41 nmol/L and 33 nmol/L against HCT116 cell, which represented 7.8- and 9.7-fold increase of antitumor potency compared to BPD-MA, respectively, suggesting that they were promising photosensitizers for PDT applications because of their strong absorption at long wavelength (λ_max>650 nm), high phototoxicity, low dark cytotoxicity and good water-solubility.
- Photodynamic therapy (PDT),
- Photosensitiser,
- Pyropheophorbide-α,
- Chlorin,
- Antitumor
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1.
沈阳化工大学材料科学与工程学院沈阳 110142