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Synthesis, Two-Photon Absorption, and Cellular Imaging of Two Curcumin Derivatives

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Abstract

Two curcumin derivatives, 1,7-bis(4-bromoethyloxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione (1) and 1,7-bis(4-bromobutyloxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione (2), have been conveniently synthesized and their structures characterized by 1H NMR and mass spectra, and single crystal X-ray diffraction measurements. Single-photon and two-photon fluorescence properties have been studied. The calculated two-photon absorption cross-sections for both compounds by quantum chemical method are as high as 358 and 326 GM, respectively. Two-photon fluorescent imaging of MCF-7 cells labeled with the compound 1 indicates its potential application as a biological fluorescent probe.

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Funding

This research was financially supported by the Natural Science Foundation of Anhui Province (no. 1608085QH187), Department of Education Committee of Anhui Province (no. KJ2017A208), the Opening Foundation of Anhui Province Key Laboratory of Environment-friendly Polymer Materials (no. 2017007), and the National Natural Science Foundation of China (no. 21071001).

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Authors and Affiliations

  1. Department of Pharmacy, Anhui University of Chinese Medicine, Hefei, 230012, China

    W. Zhang, S. S. Zhou, G. F. Si & J. F. Wang

  2. Center of Modern Experimental Technology, Anhui University, Hefei, 230039, China

    S. S. Zhou & G. Y. Xu

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  1. W. Zhang
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  2. S. S. Zhou
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  3. G. F. Si
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  4. J. F. Wang
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Correspondence to J. F. Wang.

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Zhang, W., Zhou, S.S., Si, G.F. et al. Synthesis, Two-Photon Absorption, and Cellular Imaging of Two Curcumin Derivatives. Russ J Gen Chem 89, 2577–2583 (2019). https://doi.org/10.1134/S1070363219120387

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  • DOI: https://doi.org/10.1134/S1070363219120387

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