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Comparison between amine-terminated phthalocyanines and their chlorambucil conjugates: Synthesis, spectroscopic properties, and in vitro anticancer activity

Peng, Xiao-Hui ; Chen, Shao-Fang ; Zheng, Bi-Yuan ; Zheng, Bing-De ; Zheng, Qiao-Feng ; Li, Xing-Shu ; Ke, Mei-Rong ; Huang, Jian-Dong

Tetrahedron, 26 January 2017, Vol.73(4), pp.378-384 [Peer Reviewed Journal]

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  • Title:
    Comparison between amine-terminated phthalocyanines and their chlorambucil conjugates: Synthesis, spectroscopic properties, and in vitro anticancer activity
  • Author: Peng, Xiao-Hui ; Chen, Shao-Fang ; Zheng, Bi-Yuan ; Zheng, Bing-De ; Zheng, Qiao-Feng ; Li, Xing-Shu ; Ke, Mei-Rong ; Huang, Jian-Dong
  • Description: Two amine-terminated phthalocyanines, including mono-α-substituted zinc phthalocyanine (ZnPc) and axially di-substituted silicon phthalocyanine (SiPc) , as well as their chlorambucil (CLB) conjugates ( and ) have been prepared. Both and show very high photocytotoxicities against HepG2 cells with IC values down to 31 nM and 9 nM, respectively. However, after conjugating with CLB, the anticancer activities of both conjugates, ZnPc-CLB (IC  = 0.20 μM) and SiPc-CLB (IC  = 17.47 μM), are greatly reduced as a result of their lower efficiency in fluorescence emission and singlet oxygen generation in aqueous solution. Moreover, both conjugates show significantly lower cellular uptake than their precursors, and . Synergetic chemo-photodynamic...
  • Is Part Of: Tetrahedron, 26 January 2017, Vol.73(4), pp.378-384
  • Identifier: ISSN: 0040-4020 ; E-ISSN: 1464-5416 ; DOI: 10.1016/j.tet.2016.12.017
  • Subjects: Photodynamic Therapy ; Phthalocyanine ; Chlorambucil ; Structure-Activity Relationship ; Anticancer ; Chemistry
  • Language: English

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