Two new sesquiterpenoids and two new prenylated phenylpropanoids from Illicium fargesii, and neuroprotective activity of macranthol.
Two new seco-prezizaane-type sesquiterpenoids 1, 2 and two new prenylated phenylpropanoids 4, 5 were isolated along with 15 known compounds from Illicium fargesii. The structures of 1, 2 were elucidated as 10-O-(E)- and 10-O-(Z)-cinnamoyl-2-oxo-6-deoxyneoanisatin by analysis of spectroscopic data and by comparison of their NMR data with those of previously reported 2-oxo-6-deoxyneoanisatin (3), respectively, whereas the structures of 4, 5 were identified as 4-allyl-2-(3-methylbut-2-en-1-yl)phenol and 4-allyl-2-(2-methylbut-3-en-2-yl)phenol, respectively, on the basis of spectroscopic data. Among the isolated compounds, macranthol (7) was found to have neuroprotective activity at 5--10 microM in rat cortical neurons cultured in DMEM/N2 medium.
Moriyama
Miyako
M
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Tokushima, Japan.
Huang
Jian-Mei
JM
Yang
Chun-Shu
CS
Kubo
Miwa
M
Harada
Kenichi
K
Hioki
Hideaki
H
Fukuyama
Yoshiyasu
Y
D000475:Alkenes / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D029523:Illicium / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D018696:Neuroprotective Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010636:Phenols / Q000302:isolation & purification* / Q000494:pharmacology; D020005:Propanols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051381:Rats; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000475:Alkenes; D018696:Neuroprotective Agents; D010636:Phenols; D020005:Propanols; D012717:Sesquiterpenes; C531498:macranthol; C439395:1-phenylpropanol