The first examples of seco-prezizaane-type norsesquiterpenoids with neurotrophic activity from Illicium jiadifengpi

Two seco-prezizaane-type sesquiterpenoids (2R)-hydroxy-norneomajucin (1) and jiadifenone (2) that represent the first examples of nor-type were isolated from the methanol extract of the pericarps of Illicium jiadifengpi. Their structures and the absolute configuration of 1 were established by the an...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2012-03, Vol.53 (10), p.1231-1235
Main Authors: Kubo, Miwa, Kobayashi, Kana, Huang, Jian-Mei, Harada, Kenichi, Fukuyama, Yoshiyasu
Format: Article
Language:English
Subjects:
(2R)-Hydroxy-norneomajucin
Conversion
Jiadifenone
Methyl alcohol
Neurons
Neurotrophic activity
Norsesquiterpenoid
seco-Prezizaane
Spectroscopic analysis
Spectroscopy
Tetrahedrons
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Two seco-prezizaane-type sesquiterpenoids (2R)-hydroxy-norneomajucin (1) and jiadifenone (2) that represent the first examples of nor-type were isolated from the methanol extract of the pericarps of Illicium jiadifengpi. Their structures and the absolute configuration of 1 were established by the analysis of spectroscopic data and chemical conversion of (2S)-hydroxyneomajucin to 1, respectively. In addition, compound 1 exhibited neurotrophic activity to significantly promote neurite outgrowth in the primary cultured rat cortical neurons at concentrations ranging from 1 to 10μmolL−1.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.12.107