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Synthesis and Crystal Structure of Chalcone Derivatives and Their Effect on α-Glucosidase

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Abstract

Five chalcone derivatives (E)-1-(2-(2-bromoethoxy)phenyl)-3-phenylprop-2-en-1-one(1), (E)-1-(2-(3-bromopropoxy)phenyl)-3-phenylprop-2-en-1-one(2),(E)-1-(2-(4-bromopropoxy)phenyl)-3-phenylprop-2-en-1-one(3),(E)-1-(2-(5-bromopropoxy)phenyl)-3-phenylprop-2-en-1-one(4),(E)-1-(2-(6-bromopropoxy)phenyl)-3-phenylprop-2-en-1-one(5) were synthesized and characterized by 1H NMR, HRMS. The crystalline structures of compounds 4 and 5 were further characterized by X-ray crystal diffraction. Among the five compounds, 1 and 2 showed inhibitory activity on α-glucosidase, but 4 and 5 increased the activity of α-glucosidase.

Graphic Abstract

Five chalcone derivatives were synthesized and characterized by 1H MNR and HRMS. The crystalline structures of two compounds were further characterized by X-ray crystal diffraction. Two of the compounds have the ability to inhibit α-glucosidase, and two different compounds have the ability to promote α-glucosidase.

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Acknowledgements

This work was supported by The National Natural Science Foundation of China (No. 31460436, 31260368), Scientific Research Project of Jiangxi Food and Drug Administration (No.2017sp28). The Research Foundation of Educational Department of Jiangxi Province [No. GJJ160382]. X-ray data were collected at Instrumental Analysis Center Nanchang Hang Kong University, Nanchang, 330063, People's Republic of China.

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Authors and Affiliations

  1. Jiangxi Key Laboratory of Natural Products and Functional Foods, Jiangxi Agricultural University, Nanchang, 330045, China

    Ping Lin, Zhong-Ping Yin, Meng Wang, Jia Liu, Da-Yong Peng, Xu-Liang Nie & Xin-Chen Shang-Guan

  2. College of Science, Jiangxi Agricultural University, Nanchang, 330045, China

    Da-Yong Peng & Xu-Liang Nie

  3. College of Pharmacy, Jiangxi University of Traditional Chinese Medicine, Nanchang, 330004, China

    En Yuan

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  1. Ping Lin
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Lin, P., Yin, ZP., Wang, M. et al. Synthesis and Crystal Structure of Chalcone Derivatives and Their Effect on α-Glucosidase. J Chem Crystallogr 50, 249–254 (2020). https://doi.org/10.1007/s10870-020-00842-5

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