SYNTHESIS AND NEUROPROTECTIVE ACTIVITY OF A (–)-CYTISINE-ISOFLAVONE CONJUGATE

Authors

  • Li Tang College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620
  • Ling-Yan Chen College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620 Key Laboratory of Specially Functional Polymeric Materials and Related Technology (Ministry of Education), East China University of Science and Technology, Shanghai 200237
  • Zi-Hao Jia College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620
  • Hao Zheng College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620
  • Zhang-Rui Li College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620
  • Xiaoying Yin College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620

DOI:

https://doi.org/10.1007/6917

Keywords:

(–)-cytisine-isoflavone conjugate, deprotection, Mannich reaction, neural stem cells, neuron proliferation, Suzuki coupling

Abstract

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.

Downloads

Published

2023-02-21

Issue

Vol. 59 No. 1/2 (2023)

Section

Original Papers