Table of Contents
Metal-Based Drugs
Volume 2008, Article ID 392090, 7 pages
Research Article

Investigation of Zinc bis(1,4-didecylbenzo)-bis(2,3-pyrido) Porphyrazine for Application as Photosensitizer in Photodynamic Therapy of Cancer

1Department of Applied Molecular Chemistry, College of Industrial Technology, Nihon University, 1-2-1 Izumi-cho, Narashino-shi, Chiba-ken 275-8575, Japan
2Research Institute of Chemical Science, Technology and Education, 8-37-1 Narashinodai, Funabashi-shi, Chiba-ken 274-0063, Japan
3Nissan Chemical Industries, LTD. Electronic Materials Research Laboratories, 722-1 Tsuboi-cho, Funabashi-shi, Chiba-ken 274-8507, Japan
4U-TEC Corporation, Innovation Technology Development, 21-1 Ohmori-cho, Nara-shi, Nara-ken 630-8131, Japan
5School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK

Received 30 June 2007; Revised 22 October 2007; Accepted 5 December 2007

Academic Editor: Jannie C. Swarts

Copyright © 2008 Keiichi Sakamoto et al. 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.


The phthalocyanine analogue containing nonperipheral long alkyl-substituted benzenoid rings and pyridine rings, zinc bis(1,4-didecylbenzo)-bis(2,3-pyrido) porphyrazine, was synthesized. Zinc bis(1,4-didecylbenzo)-bis(2,3-pyrido) porphyrazine reacted with dimethyl sulfate and monochloroacetic acid to produce their quaternized products and diethyl sulfate to produce the sulfo-substituted products. All quaternized and sulfo-substituted showed amphiphilic character. Identical peaks in cyclic voltammograms appeared for these products before and after quaternization. During the evaluation of zinc bis(1,4-didecylbenzo)-bis(2,3-pyrido) porphyrazine for its photodynamic therapy of cancer (PDT) efficacy by cancer cell culture, the light exposed dimethyl sulfate quaternized zinc bis(1,4-didecylbenzo)-bis(2,3-pyrido) porphyrazines in IU-002 cells produce cell disruption that can be detected as a decrease in fluorescence.