Synthesis of Organoselenium‐Modified β‐Cyclodextrins Possessing a 1,2‐Benzisoselenazol‐3(2H)‐one Moiety and Their Enzyme‐Mimic Study |
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Authors: | Yu Liu Bin Li Li Li Heng‐Yi Zhang |
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Abstract: | Six novel H2O‐soluble β‐cyclodextrin derivatives containing a 1,2‐benzisoselenazol‐3(2H)‐one moiety were synthesized by a convenient method in 25–60% yield and characterized by MS, elemental analysis, IR, 1H‐NMR, and UV/VIS spectroscopy. The conformations of these β‐cyclodextrin derivatives 1 – 6 were analyzed by circular dichroism and fluorescence‐lifetime experiments. The superoxide dismutase (SOD) activities of 1 – 6 were determined by auto‐oxidation of pyrogallol at 25.0° in buffer solution (pH 8.2), giving relatively high SOD activities of up to 121–330 U/mg. Also, the glutathione peroxidase (GPX) activities of hosts 1 – 6 , determined by the method of Wilson at 37° in buffer solution (pH 7.0), show good GPX activities in the range of 0.34–0.86 U/μmol. The mimicking results of the bifunctional artificial enzyme models 1 – 6 were globally compared with regard to their structural and conformational difference. |
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