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Int. J. Mol. Sci. 2008, 9(8), 1407-1415; doi:10.3390/ijms9081407
Article

Synthesis and Biological Evaluation of New Imidazolium and Piperazinium Salts of Pyropheophorbide-a for Photodynamic Cancer Therapy

,  and *
PDT Research Institute, School of Nano Engineering, Inje University, Gimhae 621-749, Korea
* Author to whom correspondence should be addressed.
Received: 3 June 2008 / Revised: 16 July 2008 / Accepted: 22 July 2008 / Published: 13 August 2008
(This article belongs to the Special Issue Natural Compounds for Cancer Treatment and Prevention)
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Abstract

We have designed imidazolium and piperazinium salts of pyropheophorbide-a in order to develop effective photosensitizers which have good solubility in polar and non polar media and to reveal the possible influences of the piperazine and imidazole moieties on the biological activities of pyropheophorbide-a. The phototoxicity of those pyropheophorbide-a salts against A549 cells was studied in vitro and compared with that of pyropheophorbide-a. The result showed that complexing piperazine and imidazole into pyropheophorbide-a decreases its dark toxicity without greatly decreasing phototoxicity and, enhances its phototoxicity without greatly increasing dark toxicity, respectively. This work not only describes novel amphiphilic salt complexes of pyropheophobide-a which retain the biological activities of the parent compound pyropheophorbide-a and could be effective candidate for PDT, but also reveals the possibility of developing effective photosensitizers by complexing imidazole and piperazine into other hydrophobic photosensitizers.
Keywords: piperazinium salts; imidazolium salts; pyropheophorbide-a; photodynamic therapy. piperazinium salts; imidazolium salts; pyropheophorbide-a; photodynamic therapy.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Sengee, G.-I.; Badraa, N.; Shim, Y.K. Synthesis and Biological Evaluation of New Imidazolium and Piperazinium Salts of Pyropheophorbide-a for Photodynamic Cancer Therapy. Int. J. Mol. Sci. 2008, 9, 1407-1415.

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