Concepedia

Novel Pentacyclic <i>seco</i>-Prezizaane-Type Sesquiterpenoids with Neurotrophic Properties from <i>Illicium jiadifengpi</i>

Miwa Kubo, Chihiro Okada, Jianmei Huang, Kenichi Harada, Hideaki Hioki, Yoshiyasu Fukuyama

Organic Letters · 2009 · 131 citations · 7 references

DOI

Abstract

Three novel seco-prezizaane-type sesquiterpenoids, jiadifenolide (1), jiadifenoxolane A (2), and jiadifenoxolane B (3), were isolated from the pericarps of Illicium jiadifengpi. Their pentacyclic cage structures were determined by 2D-NMR methods, chemical conversion, and single-crystal X-ray analysis. Compounds 1 and 2 strongly promote neurite outgrowth in primary cultured rat cortical neurons at concentrations ranging from 0.01 to 10 muM.

References

7

Serum‐free B27/neurobasal medium supports differentiated growth of neurons from the striatum, substantia nigra, septum, cerebral cortex, cerebellum, and dentate gyrus

Gregory J. Brewer · Journal of Neuroscience Research · 1995 · 542 citations

New <i>seco</i>-Prezizaane-Type Sesquiterpenes, Jiadifenin with Neurotrophic Activity and 1,2-Dehydroneomajucin from <i>Illicium </i><i>j</i><i>iadifengpi</i>

Ritsuko Yokoyama, Jianmei Huang, Chunshu Yang et al. · Journal of Natural Products · 2002 · 118 citations

Total Synthesis of (±)-Jiadifenin, a Non-peptidyl Neurotrophic Modulator

Young Shin Cho, David A. Carcache, Yuan Tian et al. · Journal of the American Chemical Society · 2004 · 66 citations

, , +13

Sesquiterpene lactones from the pericarps of Illicium majus; 2-oxy derivatives of neomajucin and 3,4-dehydroxyneomajucin.

Isao Kouno, Naosuke BABA, Miwa HASHIMOTO et al. · Chemical and Pharmaceutical Bulletin · 1990 · 48 citations · Full text

, , +14

New anisatin-like sesquitepene lactones from pericarps of illicium majus

Chun‐Shun Yang, Isao Kouno, Nobusuke Kawano et al. · Tetrahedron Letters · 1988 · 45 citations

, , +3