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

• Published in: Chinese chemical letters Vol. 27; no. 5; pp. 623 - 626
• Main Authors: 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
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01-05-2016
• Subjects: Antitumor; Chlorin; IC50; Photodynamic therapy (PDT); Photosensitiser; Pyropheophorbide-a; 光动力活性; 光敏剂; 合成; 抗肿瘤活性; 氨基酸衍生物; 醚; 镁; Chlorin; Pyropheophorbide-a; Photosensitiser; Photodynamic therapy (PDT); Antitumor
• ISSN: 1001-8417; 1878-5964
• DOI: 10.1016/j.cclet.2016.03.019

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.