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Triumfettamide and Triumfettoside Ic, Two Ceramides and Other Secondary Metabolites from the Stems of Wild Triumfetta cordifoliaA. Rich. (Tiliaceae)

✍ Scribed by Louis Pergaud Sandjo; Paul Hannewald; Mehdi Yemloul; Gilbert Kirsch; Bonaventure Tchaleu Ngadjui


Publisher
John Wiley and Sons
Year
2008
Tongue
German
Weight
234 KB
Volume
91
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Two new ceramides, triumfettamide (1) and triumfettoside Ic (2), characterized as (2__R__,6__Z__)‐2‐hydroxy‐N‐[(2__S__,3__S__,4__R__)‐1,3,4‐trihydroxyhexacosan‐2‐yl]heptadec‐6‐enamide and (2__R__)‐N‐{(1__S__,2__R__,3__E__,6__Z__, 9__Z__,12__Z__,15__Z__)‐1‐[(β‐D‐glucopyranosyloxy)methyl]‐2‐hydroxyheneicosa‐3,6,9,12,15‐pentaen‐1‐yl}‐2‐hydroxytetradecanamide, respectively, were isolated from the stems of Triumfetta cordifolia A. Rich. besides eight known secondary metabolites identified as heptadecanoic acid, β‐sitosterol glucopyranoside, friedelin, lupeol, betulin, maslinic acid, 2‐hydroxyoleanolic acid and the mixture of stigmasterol and β‐sitosterol. Their structures were determined on the basis of spectroscopic methods as well as HR‐MALDI‐FT‐ICR‐MS analysis, chemical transformation, and by comparison of their physical and spectral data with those reported in the literature and with authentic specimens for some known compounds. Five pentacyclic triterpenoids, friedelin, lupeol, betulin, maslinic acid, and 2‐hydroxyoleanolic acid, have been isolated from Triumfetta genus for the first time.


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