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Ceramides and Cerebrosides from Ligusticum chuanxiong Hort .
Author(s) -
Yang NianYun,
Ren DongChun,
Duan JinAo,
Xu XiaoHua,
Xie Ning,
Tian LiJuan
Publication year - 2009
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200800240
Subject(s) - chemistry , ceramide , stereochemistry , biochemistry , apoptosis
Two new ceramides, (2 R )‐2‐hydroxy‐ N ‐[(2 S ,3 S ,4 R ,8 E )‐1,3,4‐trihydroxypentadec‐8‐en‐2‐yl]heptacosanamide ( 1 ) and (2 R )‐2‐hydroxy‐ N ‐{(3 S ,4 S ,5 S )‐4‐hydroxy‐5‐[(4 E )‐undec‐4‐en‐1‐yl]tetrahydrofuran‐3‐yl}heptacosanamide ( 2 ), were isolated from the aerial parts of Ligusticum chuanxiong , along with one known ceramide, (2 R )‐2‐hydroxy‐ N ‐[(2 S ,3 S ,4 R ,8 E )‐1,3,4‐trihydroxyicos‐8‐en‐2‐yl]tetracosanamide ( 3 ), and two known cerebrosides, (2 R )‐ N ‐[(2 S ,3 R ,4 E ,8 E )‐1‐( β ‐ D ‐glucopyranosyloxy)‐3‐hydroxydodeca‐4,8‐dien‐2‐yl]‐2‐hydroxydocosanamide ( 4 ) and (2 R )‐ N ‐[(2 S ,3 S ,4 R ,8 E )‐1‐( β ‐ D ‐glucopyranosyloxy)‐3,4‐dihydroxyoctadec‐8‐en‐2‐yl]‐2‐hydroxyhexadecanamide ( 5 ). Their structures were elucidated by extensive spectroscopic analysis, including 1D‐ and 2D‐NMR, as well as HR‐ESI‐MS experiments.