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Triumfettamide and Triumfettoside Ic,Two Ceramides and Other Secondary Metabolites from the Stems of Wild Triumfetta cordifolia A. Rich. (Tiliaceae)
Authors:Louis Pergaud Sandjo  Paul Hannewald  Mehdi Yemloul  Gilbert Kirsch  Bonaventure Tchaleu Ngadjui
Institution:1. Department of Organic Chemistry, University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon;2. Laboratoire d'Ingénierie Moléculaire et Biochimie Pharmacologique, Institut Jean Barriol, University Paul Verlaine‐Metz, 1Bld Arago, F‐57070 Metz;3. Laboratoire de Spectrométrie de Masse et de Chimie Laser, Institut Jean Barriol, University Paul Verlaine‐Metz, 1Bld Arago, F‐57070 Metz;4. Laboratoire de Méthodologie RMN, Institut Jean Barriol, Univerity Henri Poincaré, Faculty of Science, P.O. Box 239, F‐54506 Vandoeuvre‐les‐Nancy Cedex
Abstract:Two new ceramides, triumfettamide ( 1 ) and triumfettoside Ic ( 2 ), characterized as (2R,6Z)‐2‐hydroxy‐N‐(2S,3S,4R)‐1,3,4‐trihydroxyhexacosan‐2‐yl]heptadec‐6‐enamide and (2R)‐N‐{(1S,2R,3E,6Z, 9Z,12Z,15Z)‐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.
Keywords:Triumfetta cardifolia  Triumfettamide  Triumfettoside Ic  Ceramides  Metabolites
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