Journal
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
Volume 13, Issue 12, Pages 1227-1232Publisher
WORLD SCI PUBL CO INC
DOI: 10.1142/S1088424609001571
Keywords
silicon phthalocyanine; photodynamic therapy; photosensitizer; cancer cell
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Funding
- Natural Science Foundation of China [20201005, 20872016]
- Natural Science Foundation of Fujian, China [C0710 033]
- New Century Excellent Talents in University, Fujian Province [XSJRC2007-18]
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Two novel axial-disubstituted silicon(IV) phthalocyanines (compounds 1 and 2) have been prepared by introducing paracetamol (a common antipyretic analgesic) or its isomer 4-hydroxyphenyl acetamide at the axial positions of silicon(IV) phthalocyanine, respectively. Their photophysical and biological properties have been examined. Both compounds are highly soluble and exhibit very similar absorption spectra in N, N-dimethylformamide, which is typical for non-aggregated phthalocyanines. Both compounds are photocytotoxic against HT29 human colon adenocarcinoma cells. Compound 2 shows a very high in vitro photodynamic activity, with the IC50 value down to 15 nM. In contrast, compound 1 exhibits a much lower in vitro photodynamic activity toward HT29 cells, which can be attributed to its higher aggregating trend in the biological medium and lower singlet oxygen quantum yield.
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