Nitric oxide inhibitory limonoids as potential anti-neuroinflammatory agents from Swietenia mahagoni

Zhaoyu Shi, Lijun An, Xueyuan Yang, Yaru Xi, Chenyue Zhang, Yuan Shuo, Jie Zhang, Da Qing Jin, Yasushi Ohizumi, Dongho Lee, Jing Xu, Yuanqiang Guo

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Recent studies have revealed that there is a close relationship between neuroinflammation and Alzheimer's disease (AD) and compounds with anti-neuroinflammatory effects are potentially useful for the treatment of AD. A phytochemical investigation to obtain new neuroinflammatory inhibitors resulted in the isolation of four new and three known limonoids from Swietenia mahagoni. The structures of these limonoids were established by NMR, MS, and electronic circular dichroism (ECD) data analysis. Compounds 1–3 feature complicated polycyclic caged structures of limonoid orthoester and represent new examples of phragmalin-type limonoids. All of the isolates showed anti-neuroinflammatory activities by inhibiting nitric oxide (NO) release in LPS-induced murine microglial BV-2 cells with compounds 1 and 3–6 having IC 50 values of 26.8, 26.1, 26.0, 37.1, and 16.5 μM, respectively. The possible mechanism of NO inhibition of some bioactive compounds was also investigated using molecular docking, which revealed the interactions of bioactive compounds with the inducible nitric oxide synthase (iNOS) protein.

Original languageEnglish
Pages (from-to)177-185
Number of pages9
JournalBioorganic Chemistry
Volume84
DOIs
Publication statusPublished - 2019 Mar

Keywords

  • Anti-neuroinflammatory
  • Limonoids
  • Molecular docking
  • NO inhibitors
  • Swietenia mahagoni

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Nitric oxide inhibitory limonoids as potential anti-neuroinflammatory agents from Swietenia mahagoni'. Together they form a unique fingerprint.

  • Cite this

    Shi, Z., An, L., Yang, X., Xi, Y., Zhang, C., Shuo, Y., Zhang, J., Jin, D. Q., Ohizumi, Y., Lee, D., Xu, J., & Guo, Y. (2019). Nitric oxide inhibitory limonoids as potential anti-neuroinflammatory agents from Swietenia mahagoni. Bioorganic Chemistry, 84, 177-185. https://doi.org/10.1016/j.bioorg.2018.11.012