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

Keiichi Sakamoto, Eiko Ohno-Okumura, Taku Kato, Masaki Watanabe, Michael J Cook
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引用次数: 2

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.

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双(1,4-二烷基苯并)-双(2,3-吡啶)卟啉嗪锌作为光敏剂在癌症光动力治疗中的应用研究。
合成了含有非外周长烷基取代苯甲酸环和吡啶环的酞菁类似物锌双(1,4-二烷基苯并)-双(2,3-吡啶)卟啉。锌双(1,4-二烷基苯并)-双(2,3-吡啶)卟啉嗪与硫酸二甲酯和一氯乙酸反应生成季铵化产物,与硫酸二乙酯反应生成亚砜取代产物。所有季铵化和亚砜取代均表现出两亲性。这些产物在季铵化前后出现相同的循环伏安峰。在癌细胞培养评价双锌(1,4-二烷基苯并)-双(2,3-吡啶多)卟啉嗪光动力治疗癌症(PDT)效果时,光暴露于硫酸二甲酯季化双锌(1,4-二烷基苯并)-双(2,3-吡啶多)卟啉嗪在IU-002细胞中产生细胞破坏,可以通过荧光降低来检测。
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