Seven novel seco-prezizaane-type sesquiterpenes from the pericarps of Illicium merrillianum.
Seven new seco-prezizaane-type sesquiterpenes were isolated from the methanol extract of the pericarps of Illicium merrillianum. Their structures were elucidated as 3-deoxypseudoanisatin (1), 2beta-hydroxy-3,6-dedioxypseudoanisatin (2), 8alpha-hydroxy-10-deoxycyclomerrillianolide (3), 10beta-hydroxypseudoanisatin (4), 10beta-hydroxycyclopseudoanisatin (5), 1,6-dihydroxy-3-deoxyminwanensin (6), and 8-deoxymerrilliortholactone (7) by analyses of their spectroscopic data and chemical transformation. Compounds 4 and 5 as well as 6 and 7 coexist as a keto/acetal equilibrated mixture in methanol solution.
Huang
Jian-Mei
JM
Faculty of Pharmaceutical Sciences, Beijing University of Chinese Medicine, No. 6 Wangjing Zhonghuannanlu, Chaoyang District, Beijing 100102, China.
Yang
Chun-Shu
CS
Zhao
Ren
R
Takahashi
Hironobu
H
Fukuyama
Yoshiyasu
Y
D000107:Acetylation; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D005638:Fruit / Q000737:chemistry; D029523:Illicium / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol; D010936:Plant Extracts / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification; D012997:Solvents; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared
D010936:Plant Extracts; D012717:Sesquiterpenes; D012997:Solvents; D000432:Methanol