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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 7: 2124 - 2133

DOI: https://doi.org/10.6023/cjoc202202006

ARTICLES

Aminofluorination-Based Structural Modification of Curcumol for the Construction of 3D-Shaped Natural Product Fragment Library

  • Xiang Li ,
  • Yifan Zhang ,
  • Kailin Lu ,
  • Shihui Liu ,
  • Yongqiang Zhang
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  • aCollege of Medicine, Jiaxing University, Jiaxing, Zhejiang 314001
    bSchool of Pharmacy, East China University of Science and Technology, Shanghai 200237
† These authors contributed equally to this work
* E-mail: ;

Received date: 2022-02-06

  Revised date: 2022-03-26

  Online published: 2022-04-15

Supported by

National Natural Science Foundation of China(22001096); National Natural Science Foundation of China(21871086); Natural Science Foundation of Zhejiang Province(LQ21B020008); Start Up Funds of Jiaxing University(CD70519040); Jiaxing University "Hundred Youth" Training Talents(CD70621018)

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Abstract

The biological significance of sp3-rich synthetic scaffolds with natural product like features yet distinct global frameworks is being increasingly recognized in medicinal chemistry and biochemistry. Herein, a fragment library consisting of 3D-shaped natural product fragments was assembled. Library construction was performed by photocatalytic amidofluorination of curcumol to incorporate amine and fluorine as potential binding groups and synthetic growth points. Through this strategy, a fragment library of 24 fragments was generated, which was demonstrate to have high three-dimensionality, natural product likeness and superior fragment-like properties, covering a novel chemical space in fragment based drug discovery.

Key words： curcumol; structural modification; aminofluorination; 3D-shaped fragments; fragment based drug discovery

Cite this article

Xiang Li , Yifan Zhang , Kailin Lu , Shihui Liu , Yongqiang Zhang . Aminofluorination-Based Structural Modification of Curcumol for the Construction of 3D-Shaped Natural Product Fragment Library[J]. Chinese Journal of Organic Chemistry, 2022 , 42(7) : 2124 -2133 . DOI: 10.6023/cjoc202202006

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