Huperserines A-E, Lycopodium alkaloids from Huperzia serrata

Fitoterapia. 2014 Dec:99:72-7. doi: 10.1016/j.fitote.2014.09.005. Epub 2014 Sep 16.

Abstract

A phytochemical study on Huperzia serrata led to the isolation of four new 5-deoxyfawcettimine-related Lycopodium alkaloids, huperserines A-D (1-4), and one new lycodine-type alkaloid, huperserine E (5). Their structures were elucidated based on spectroscopic data, including 1D and 2D NMR techniques. 5-Carbonyl or 5-hydroxyl group is a typical characteristic of lycopodine- and fawcettimine-type alkaloids. This is the first report of the 5-deoxyfawcettimine type Lycopodium alkaloids. In vitro acetylcholinesterase (AChE) inhibitory activity assay showed that huperserine E exhibited moderate anti-AChE activity with an IC₅₀ value of 6.71 μM.

Keywords: Anti-AChE activity; Huperserines A–E; Huperzia serrate; Lycopodium alkaloids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Cholinesterase Inhibitors / chemistry*
  • Cholinesterase Inhibitors / isolation & purification
  • Heterocyclic Compounds, 4 or More Rings / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / isolation & purification
  • Huperzia / chemistry*
  • Lycopodium / chemistry*
  • Molecular Structure

Substances

  • Alkaloids
  • Cholinesterase Inhibitors
  • Heterocyclic Compounds, 4 or More Rings
  • lycodine