4.7 Article

Solvent-mediated handedness inversed and amplified circularly polarized luminescence system based on camptothecin derivative

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CHINESE CHEMICAL LETTERS
卷 34, 期 2, 页码 -

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ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2022.06.013

关键词

Circularly polarized luminescence; Chirality inversion and amplification; Solvent-incorporated self-assembly; Camptothecin derivative; Stimuli-responsiveness

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A handedness controllable circularly polarized luminescence (CPL) system was successfully constructed by tuning the supramolecular self-assembly. The planar structure of the solvent N,N-dimethylformamide co-assembled with CPT-A, resulting in a change in the glum from -0.0082 to +0.0085 with increasing water content. In the non-planar solvent hexafluoroisopropanol, the glum was amplified to 0.034 with increasing water content. Moreover, CPT-A could react with glutathione to make the anticancer drug CPT more toxic to cancer cells.
To realize the handedness controllable circularly polarized luminescence (CPL) system remains challeng-ing. Herein, the solvent-mediated CPL inversion and amplification systems were successfully constructed by camptothecin derivative (CPT-A). Due to the planar structure of N,N-dimethylformamide, it could co-assemble with CPT-A, resulting in the alteration of glum from -0.0082 to + 0.0085 by increasing water content. While in the non-planar solvent (hexafluoroisopropanol), the glum was amplified to 0.034 with the increase in water content. Moreover, the CPT-A could react with the glutathione, resulting in the an-ticancer drug CPT to make it more toxic to the cancer cells. Overall, the handedness controllable CPL systems were realized by tuning the supramolecular self-assembly of a prodrug.(c) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

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