Abstract
Due to the nontoxicity and efficient anti-cancer activity, more and more attention has been paid to N-glycoside compounds. Laser photolysis of N-(α-D-glucopyranoside) salicyloyl hydrazine (NGSH) has been performed for the first time. The research results show that NGSH has high photosensitivity and is vulnerable to be photo-ionized via a monophotonic process with a quantum yield of 0.02, generating NGSH+· and hydrated electrons. Under the aerobic condition of cells, the hydrated electrons are very easy to combine with oxygen to generate 1O2 and O2 −, both of which are powerful oxidants that can kill the cancer cells. In addition, NGSH+· can be changed into neutral radicals by deprotonation with a pK a value of 4.02 and its decay constant was determined to be 2.55×109dm3·mol−1·s−1. NGSH also can be oxidized by SO4 −· with a rate constant of 1.76×109 dm3·mol−1·s−1, which further confirms the results of photoionization. All of these results suggest that this new N-glycoside compound might be useful for cancer treatment.
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Supported by the National Natural Science Foundation of China (Grant Nos. 30570376 and 50673078) and Shanghai Project (Grant Nos. 06JC14068 and 08ZZ21)
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Zhao, P., Wang, M., Zhang, S. et al. Photochemical properties of a new kind of anti-cancer drug: N-glycoside compound. Sci. China Ser. B-Chem. 51, 872–877 (2008). https://doi.org/10.1007/s11426-008-0091-7
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DOI: https://doi.org/10.1007/s11426-008-0091-7