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Synthesis of Rupestonic Acid Derivatives with Antiviral Activity

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Chemistry of Natural Compounds Aims and scope

A series of 23 new rupestonic acid derivatives were synthesized. Their activities against influenza viruses A (H3N2, H1N1) and B were studied. Compounds 2d and 2g demonstrated potent activity against influenza virus A (H3N2) with IC50 values of 0.35 and 0.21 μM, respectively. Compound 5g (n = 10) was the most potent compound of this series against influenza viruses H3N2 and H1N1 with IC50 values of 2.89 and 0.38 μM. Several of the synthesized compounds were weakly active against influenza virus B and were more toxic than starting rupestonic acid.

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Acknowledgment

The work was supported financially by the Chinese National Natural Sciences Foundation (No. 81402808), Xinjiang Natural Sciences Foundation (No. 2014211A070), West Light Foundation of the Chinese Academy of Sciences (No. XBBS201218), and Youth Association for Innovation of the Chinese Academy of Sciences. We thank researchers from the Institute of Medical Biotechnologies, Academy of Medical Sciences, and Beijing Medical College for assistance with activity testing of the synthesized anti-influenza compounds.

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Authors and Affiliations

  1. The Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, 830011, Urumqi, China

    Jiangyu Zhao, Chao Niu, Gen Li & Haji Akber Aisa

  2. State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, 830011, Urumqi, China

    Jiangyu Zhao, Chao Niu, Gen Li & Haji Akber Aisa

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  1. Jiangyu Zhao
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  2. Chao Niu
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  3. Gen Li
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  4. Haji Akber Aisa
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Correspondence to Haji Akber Aisa.

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Translated from Khimiya Prirodnykh Soedinenii, No. 2, March–April, 2017, pp. 234–240.

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Zhao, J., Niu, C., Li, G. et al. Synthesis of Rupestonic Acid Derivatives with Antiviral Activity. Chem Nat Compd 53, 276–283 (2017). https://doi.org/10.1007/s10600-017-1970-y

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  • DOI: https://doi.org/10.1007/s10600-017-1970-y

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