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Synthesis and neuroprotective activity of a (–)-cytisine-isoflavone conjugate

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Chemistry of Heterocyclic Compounds Aims and scope

N-Methylene conjugate of (–)-cytisine and (4',7-dihydroxy-3'-methoxy)isoflavone, extracted from Sophora alopecuroides L., has been designed and synthesized in 7 steps with 50.6% with respect to the starting ketone. The neuroprotective effect of the conjugate has been investigated for the first time. The results showed that it could significantly promote in vitro viability of neural stem cells of Sprague–Dawley rats in a concentration-dependent manner (both p < 0.01). When the loading was 0.4 mg/kg, the conjugate could increase the number of new neurons in the hippocampal dentate gyrus in transgenic 5xFAD mice (p < 0.05). It is suggested that the conjugate plays an important role in neuroprotective process, which might prove useful for the development of new drugs for the treatment of neurological diseases.

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai, 201620, China

    Li Tang, Ling-Yan Chen, Zi-Hao Jia, Hao Zheng, Zhang-Rui Li & Xiaoying Yin

  2. Key Laboratory of Specially Functional Polymeric Materials and Related Technology (Ministry of Education), East China University of Science and Technology, Shanghai, 200237, China

    Ling-Yan Chen

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  1. Li Tang
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  2. Ling-Yan Chen
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  3. Zi-Hao Jia
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  4. Hao Zheng
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  5. Zhang-Rui Li
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Correspondence to Ling-Yan Chen or Xiaoying Yin.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2023, 59(1/2), 41–47

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Tang, L., Chen, LY., Jia, ZH. et al. Synthesis and neuroprotective activity of a (–)-cytisine-isoflavone conjugate. Chem Heterocycl Comp 59, 41–47 (2023). https://doi.org/10.1007/s10593-023-03160-8

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  • DOI: https://doi.org/10.1007/s10593-023-03160-8

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