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Design, synthesis and anti-inflammatory activity of dihydroflavonol derivatives

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Abstract

Thirty dihydroflavonol derivatives (D1–D30) were designed and synthesized, meanwhile the synthesized compounds were characterized on the basis of spectroscopic analyzes. Their inhibitory activity against the pro-inflammatory inducible interleukin-1β (IL-1β), interleukin-6 (IL-6), and tumor necrosis factor-α (TNF-α) in lipopolysaccharide (LPS)-stimulated murine RAW 264.7 macrophages were evaluated and showed various efficiency. Compounds D1–D30 showed no toxic effects on RAW 264.7 cells at the concentration 20 μM; among them, compounds D9, D13, and D19 exhibited best anti-inflammatory activity through decreasing IL-1β, IL-6, and TNF-α. Furthermore, their structure–activity relationships were discussed preliminarily.

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Acknowledgements

The authors would like to extend their sincere appreciation to the National Natural Science Foundation of China for funding this research group (NO. 31370378).

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    Authors and Affiliations

    1. Key Laboratory of Chinese Medicine Chemistry and Chinese Herbal Compound of Hubei Province, Hubei University of Traditional Chinese Medicine, Wuhan, 430065, China

      Chunling Hu, Zongbao Zhou, Yuanhang Xiang, Xiaoying Song, Hong Wang, Kaiqi Tao & Xiaochuan Ye

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    1. Chunling Hu
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    2. Zongbao Zhou
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    3. Yuanhang Xiang
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    4. Xiaoying Song
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    5. Hong Wang
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    7. Xiaochuan Ye
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    Correspondence to Xiaochuan Ye.

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    Chunling Hu and Zongbao Zhou contributed equally to this work.

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    Hu, C., Zhou, Z., Xiang, Y. et al. Design, synthesis and anti-inflammatory activity of dihydroflavonol derivatives. Med Chem Res 27, 194–205 (2018). https://doi.org/10.1007/s00044-017-2054-z

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