Naphthalimide-thiazoles as novel photonucleases: molecular design, synthesis, and evaluation |
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Authors: | Yonggang Li Yufang Xu Xuhong Qian Baoyuan Qu |
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Institution: | a East China University of Science and Technology, Shanghai 200237, China b State Key Lab. Fine Chemicals, Dalian University of Technology, Dalian 116012, China c Shanghai Key Lab. Chem. Biology, Shanghai 200237, China |
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Abstract: | A new family of photonucleases, naphthalimide-thiazoles was synthesized and evaluated. These compounds intercalated into DNA efficiently and damaged DNA photochemically at concentrations as low as 5 μM. Mechanistic experiment suggests that a novel naphthalimide-thiazole radical produced via an excited triple state might be involved in the DNA photodamage. Different activity may arise from the impact of substituents at 2-phenyl ring of thiazole on the electron population of excited triple state according to AM1 semi-empirical calculation. |
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