Synthesis, circular dichroism, DNA cleavage and singlet oxygen photogeneration of 4-amidinophenyl porphyrins

Kai Wang, Chun T. Poon, Chun Y. Choi, Rick W K WONG*, Daniel W J KWONG, Fa Q. Yu, Heng Zhang, Zao Y. Li

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

5,10,15,20-tetrakis(4-amidinophenyl)porphyrin (Por 1), its Zn complex (Por 2) and its conjugate with a tetraphenylporphyrin to form a bisporphyrin (Por 3) were prepared. The monomeric Por 1 and Por 2 showed both intercalative and external binding with DNA whereas only external DNA binding was seen in the bisporphyrin, Por 3 by circular dichroism and UV-vis. The DNA photocleavage activities of these porphyrins followed the order: Por 1 ∼ Por 2 > Por 3, which did not correlate with their measured 1O2 production rates. It suggests 4-amidinophenylporphyrins are promising new photodynamic therapeutic agents.

Original languageEnglish
Pages (from-to)85-92
Number of pages8
JournalJournal of Porphyrins and Phthalocyanines
Volume16
Issue number1
DOIs
Publication statusPublished - Jan 2012

Scopus Subject Areas

  • Chemistry(all)

User-Defined Keywords

  • amidinophenylporphyrin
  • binding mode
  • DNA cleavage
  • singlet oxygen

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