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Triumfettosterol Id and Triumfettosaponin, a New (Fatty Acyl)‐Substituted Steroid and a Triterpenoid ‘Dimer’ Bis( β ‐ D ‐glucopyranosyl) Ester from the Leaves of Wild Triumfetta cordifolia A. Rich. (Tiliaceae)
Author(s) -
Pergaud Sandjo Louis,
Konga Simo Ingrid,
Kuete Victor,
Hannewald Paul,
Yemloul Mehdi,
Rincheval Vincent,
Tchaleu Ngadjui Bonaventure,
Kirsch Gilbert,
Couty François,
Schneider Serge
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.200800427
Subject(s) - chemistry , stigmasterol , steroid , dimer , triterpenoid , stereochemistry , triterpenoid saponin , two dimensional nuclear magnetic resonance spectroscopy , fatty acid ester , fatty acid , saponin , organic chemistry , biochemistry , chromatography , medicine , alternative medicine , pathology , hormone
Two new triterpenoid derivatives were isolated from the leaves of wild Triumfetta cordifolia A. Rich . and identified to be a (fatty acyl)‐substituted steroid 1 and a triterpenoid saponin ‘dimer’ 2 , named (3 β )‐stigmasta‐5,22‐diene‐3,29‐diol 3‐propanoate 29‐triacontanoate and (2 α ,3 β ,19 α )‐2,3,19‐trimethoxyurs‐12‐ene‐24,28‐dioic acid 24‐[(2 α ,3 β )‐24,28‐bis( β ‐ D ‐glucopyranosyloxy)‐2‐hydroxy‐24,28‐dioxours‐12‐en‐3‐yl] ester, respectively. These compounds were obtained together with a mixture of known sterols (stigmasterol/ β ‐sitosterol=(3 β ,22 E )‐stigmasta‐5,22‐dien‐3‐ol/(3 β )‐stigmast‐5‐en‐3‐ol) and trans ‐tiliroside ( 3 ). The structures 1 and 2 were determined on the basis of NMR data ( 1 H‐, 13 C‐, and 2D‐NMR analyses) and mass spectrometry and confirmed by chemical transformations. The antimicrobial activities of trans ‐tiliroside ( 3 ) against eight bacterial and two fungal strains were evaluated. This compound showed weak activities on some bacterial strains.