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

作　　者：Zhi Meng Bin Shan Ling Zhang Gui-Yan Han Ming-Hui Liu Ning-Yang Jia Zhen-Yuan Miao Wan-Nian Zhang Chun-Quan Sheng Jian-Zhong Yao 

机构地区：[1]Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China [2]Department of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou 350122, China [3]Department of Radiology, Shanghai Eastern Hepatobiliary Surgery Hospital, Second Military Medical University, Shanghai 200438, China

出　　处：《Chinese Chemical Letters》2016年第5期623-626,共4页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China (No. 81172950);the Project of Science and Technology Commission of Shanghai (Nos. 11431920401 and 11430723201)

摘　　要：Ten new water-soluble amino acid conjugates of pyropheophorbide-a 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, the most phototoxic compound 4d and 4j individually showed ICso 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 （λmax 〉 650 nm）, high phototoxicitv, low dark cvtotoxicitv and ~ood water-solubility.Ten new water-soluble amino acid conjugates of pyropheophorbide-a 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, the most phototoxic compound 4d and 4j individually showed ICso 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 （λmax 〉 650 nm）, high phototoxicitv, low dark cvtotoxicitv and ~ood water-solubility.

关 键 词：Photodynamic therapy （PDT） Photosensitiser Pyropheophorbide-α Chlorin Antitumor 

分 类 号：R914[医药卫生—药物化学]