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

Author:

Sakamoto Keiichi1,Ohno-Okumura Eiko12,Kato Taku13,Watanabe Masaki14,Cook Michael J.5

Affiliation:

1. Department of Applied Molecular Chemistry, College of Industrial Technology, Nihon University, 1-2-1 Izumi-cho, Narashino-shi, Chiba-ken 275-8575, Japan

2. Research Institute of Chemical Science, Technology and Education, 8-37-1 Narashinodai, Funabashi-shi, Chiba-ken 274-0063, Japan

3. Nissan Chemical Industries, LTD. Electronic Materials Research Laboratories, 722-1 Tsuboi-cho, Funabashi-shi, Chiba-ken 274-8507, Japan

4. U-TEC Corporation, Innovation Technology Development, 21-1 Ohmori-cho, Nara-shi, Nara-ken 630-8131, Japan

5. School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK

Abstract

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.

Publisher

Hindawi Limited

Subject

Inorganic Chemistry,Drug Discovery,Pharmacology,Toxicology

Reference16 articles.

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