Abstract
The anthracene-carbohydrate hybrids were designed and synthesized via an effective glycosidation. The hybrids cleaved double stranded DNA at the guanine site upon irradiation with UV light of a long wavelength and without any additive. The anthracene-carbohydrate hybrid system was very effective for the DNA cleavage. Furthermore, the anthracenecarbohydrate hybrids exhibited photoselective and strong cytotoxicity against cancer cells with photoirradiation.
Highlights
The studies of the interaction between small molecules and DNA, especially the effects of the structural characteristics of the small molecules on the DNA interaction, are very important for the design of new DNA targeting antitumor drugs.[1]
We report the molecular design, chemical synthesis, DNA photocleaving property and cytotoxicity of such novel and artificial light activatable DNA cleaving and cytotoxic agents, that include the anthracene-carbohydrate hybrids
UV light functioned as a trigger to initiate these anthracene derivatives to produce the DNA strand scission. These results clearly demonstrate, for the first time, that anthracene derivatives are able to cleave DNA upon irradiation with long wavelength UV light without any additive and that the aromatic rings system of anthracene is essential for the DNA cleavage
Summary
The studies of the interaction between small molecules and DNA, especially the effects of the structural characteristics of the small molecules on the DNA interaction, are very important for the design of new DNA targeting antitumor drugs.[1]. These results clearly demonstrate, for the first time, that anthracene derivatives are able to cleave DNA upon irradiation with long wavelength UV light without any additive and that the aromatic rings system of anthracene is essential for the DNA cleavage.
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