Novel Pentacyclic seco-Prezizaane-Type Sesquiterpenoids with Neurotrophic Properties from Illicium jiadifengpi

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 analysi...

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Veröffentlicht in:Organic letters 2009-11, Vol.11 (22), p.5190-5193
Hauptverfasser: Kubo, Miwa, Okada, Chihiro, Huang, Jian-Mei, Harada, Kenichi, Hioki, Hideaki, Fukuyama, Yoshiyasu
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Sprache:eng
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Zusammenfassung: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 μM.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9021029