Synthesis and photodynamic effect of new highly photostable decacationically armed [60]- and [70]fullerene decaiodide monoadducts to target pathogenic bacteria and cancer cells.

Synthesis and photodynamic effect of new highly photostable decacationically armed [60]- and [70]fullerene decaiodide monoadducts to target pathogenic bacteria and cancer cells.
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DOI:
10.1021/jm3000664
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发表时间:
2012-05-10
影响因子:
7.3
通讯作者:
Chiang, Long Y.
Chiang, Long Y.
中科院分区:
医学1区
文献类型:
--
作者:
Wang, Min;Huang, Liyi;Sharma, Sulbha K.;Jeon, Seaho;Thota, Sammaiah;Sperandio, Felipe F.;Nayka, Suhasini;Chang, Julie;Hamblin, Michael R.;Chiang, Long Y.

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Novel water-soluble decacationically armed C60 and C70 decaiodide monoadduct, C60- or C70[>M(C3N6+C3)2] were synthesized, characterized, and applied as photosensitizers and potential nano-PDT agents against pathogenic bacteria and cancer cells. A high number of cationic charges per fullerene cage and H-bonding moieties were designed for rapid binding to the anionic residues displayed on the outer parts of bacterial cell walls. In the presence of a high number of electron-donating iodide anions as parts of quaternary ammonium salts in the arm region, we found that C70[>M(C3N6+C3)2] produced more HO• than C60[>M(C3N6+C3)2], in addition to 1O2. This finding offers an explanation of the preferential killing of Gram-positive and Gram-negative bacteria by C60[>M(C3N6+C3)2] and C70[>M(C3N6+C3)2], respectively. The hypothesis is that 1O2 can diffuse more easily into porous cell walls of Gram-positive bacteria to reach sensitive sites, while the less permeable Gram-negative bacterial cell wall needs the more reactive HO• to cause real damage.
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