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 analysis. Compounds 1 and 2 strongly promote neurite outgrowth in primary cultured rat cortical neurons at concentrations ranging from 0.01 to 10 muM.
Kubo
Miwa
M
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.
Okada
Chihiro
C
Huang
Jian-Mei
JM
Harada
Kenichi
K
Hioki
Hideaki
H
Fukuyama
Yoshiyasu
Y
D000818:Animals; D002478:Cells, Cultured; D002540:Cerebral Cortex / Q000166:cytology; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D029523:Illicium / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009474:Neurons / Q000166:cytology / Q000187:drug effects; D051381:Rats; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013045:Species Specificity; D013237:Stereoisomerism
D012717:Sesquiterpenes; C546282:jiadifenolide; C546284:jiadifenoxolane A; C546283:jiadifenoxolane B