Spirocyclohexadienone-Type Neolignans with Neuroprotective and Neurite Outgrowth Enhancing Activities from Magnolia liliiflora

Chem Biodivers. 2022 Sep;19(9):e202200618. doi: 10.1002/cbdv.202200618. Epub 2022 Aug 16.

Abstract

Three rare spirocyclohexadienone-type neolignans, magnoflorins A-C (1-3), and three known analogs (4-6), were isolated from the leaves of Magnolia liliiflora. Magnoflorin D (4) was obtained from natural resources for the first time. The chemical structures and absolute configurations of 1-4 were elucidated through detailed analysis of HR-ESI-MS, IR, 1 H, 13 C, and 2D NMR, and ECD experiments. The absolute configuration of 5 were characterized by X-ray crystallography in present study. Moreover, compounds 4 and 5 displayed moderate neuroprotective activity against corticosterone-induced PC12 cells injury at 20 μM with cell viability of 71.5±0.99 % and 73.0±1.42 %, respectively, compared to the model group with 60.83±0.93 %. Compound 6 could enhance neurite outgrowth of nerve growth factor (NGF)-induced PC12 cells at 10 μM with the differentiation rate of 11.98 %, compared with 20.49 % of 50 ng/ml NGF.

Keywords: Magnolia liliiflora; neolignans; neuroprotective activity; neurotrophic activity; spirocyclohexadienone-type.

MeSH terms

  • Animals
  • Corticosterone / metabolism
  • Lignans* / metabolism
  • Lignans* / pharmacology
  • Magnolia* / chemistry
  • Nerve Growth Factor / metabolism
  • Neurites / metabolism
  • Neuronal Outgrowth
  • PC12 Cells
  • Rats

Substances

  • Lignans
  • Nerve Growth Factor
  • Corticosterone