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Synthesis of three novel imidazolyl-appended porphyrins and their cytostatic and phototoxic activity on A431 cells

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, Shaanxi 710069, P.R. China

Hubei Sanjiang Sapce Jiangbei Machinery Engineering Co. Ltd., Xiaogan 432000, P.R. China

The author contributed equally to this work.

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Zengqi Zhang

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, Shaanxi 710069, P.R. China

The author contributed equally to this work.

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Jun Li

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, Shaanxi 710069, P.R. China

Corresponding author, tel: +86 298-830-2604, fax: +86 298-830-3798.

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Xiaoqin Su

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, Shaanxi 710069, P.R. China

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Wanjun Sun

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, Shaanxi 710069, P.R. China

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, and

Fengxing Zhang

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, Shaanxi 710069, P.R. China

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https://doi.org/10.1142/S1088424613500806Cited by:3 (Source: Crossref)

Abstract

Three imidazolyl-appended porphyrins were synthesized and characterized by ¹H NMR, elemental analyses, MS and UV-vis spectra. Anticancer activities of porphyrins have been evaluated against cutaneous squamous cell carcinoma (A431 cells) in vitro. The results indicate that the porphyrins have high selective cytotoxicity towards A431 cells in the absence of light and improved phototoxic activity upon exposure to UV light. The yield of singlet oxygen generated by porphyrins were also evaluated by measuring the absorption decay of 1,3-diphenylisobenzofuran (DPBF) in DMF. The phototoxicities of porphyrins against A431 cells were enhanced along with the increase of singlet oxygen.

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