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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.


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✍ Siliva Müller; Richard R. Schmidt 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 German ⚖ 984 KB

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-