Ceramides and Cerebrosides from Ligusticum chuanxiongHort.
✍ Scribed by Nian-Yun Yang; Dong-Chun Ren; Jin-Ao Duan; Xiao-Hua Xu; Ning Xie; Li-Juan Tian
- Book ID
- 102256833
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- German
- Weight
- 183 KB
- Volume
- 92
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
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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.
📜 SIMILAR VOLUMES
The sphingolipids la, b and 2a, b, which play important roles in epidermal barrier function, were synthesized by N-acylation of C,,-sphingosine 3 and I-0-glucosylated C,,-sphingosine 6, respectively, with w-acyloxy-substituted fatty acids 4 and 5 (Scheme 1 ) . These fatty acids were obtained from w-