synthesis and biological evaluation of new imidazolium and piperazinium salts of pyropheophorbide-a for photodynamic cancer therapy合成和生物评价新imidazolium piperazinium盐pyropheophorbide-a光动力治疗癌症.pdfVIP

Int. J. Mol. Sci. 2008, 9, 1407-1415; DOI: 10.3390/ijms9081407 OPEN ACCESS International Journal of Molecular Sciences ISSN 1422-0067 /ijms Article Synthesis and Biological Evaluation of New Imidazolium and Piperazinium Salts of Pyropheophorbide-a for Photodynamic Cancer Therapy Gerelt-Ireedui Sengee, Narangerel Badraa and Young Key Shim* PDT Research Institute, School of Nano Engineering, Inje University, Gimhae 621-749, Korea * Author to whom correspondence should be addressed; E-Mail: ykshim@inje.ac.kr; Tel. +82-55-320- 3871; Fax: +82-55-336-3872 Received: 3 Jun 2008; in revised form: 16 July 2008 / Accepted: 22 July 2008 / Published: 13 August 2008 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 pyrop