Novel Acylated Triterpene Glycosides from Muraltia heisteria

Abstract

Four new acylated triterpene glycosides (1-4) have been isolated as two inseparable mixtures of the trans- and cis-3,4,5-trimethoxycinnamoyl derivatives (1,2 and 3,4) from the roots of Muraltia heisteria. The structures of these compounds were elucidated by various 1D and 2D NMR techniques, including (1)H and (13)C, COSY, NOESY, HSQC, TOCSY, and HMBC experiments and FABMS. Compounds 3 and 4 were shown to be cytotoxic in a human colon cancer cell line but did not show any ability to potentiate in vitro cisplatin cytotoxicity.

New Acylated Presenegenin Saponins from Two Species of Muraltia

“…Most of the signals were in good agreement with literature data [2] [5 ± 6]. The sugars obtained from aqueous acid hydrolysis were identified by comparison with authentic Table 1.…”

“…± In a continuing program aiming at the discovery of novel natural products from the family of Polygalaceae, especially the genus Muraltia, we previously reported the isolation and characterization of five new medicagenic acid saponins from the roots of Muraltia ononidifolia [1] and of four new acylated presenegenin glycosides as two inseparable mixtures of the (E)-and (Z)-trimethoxycinnamoyl derivatives from the roots of Muraltia heisteria (L.) DC. [2]. As a result of our continous investigations of less polar saponin fractions of the EtOH extract of the roots of M. heisteria, the six additional new acylated oleanane-type triterpene saponins 1 ± 6 were isolated as three inseparable mixtures 1/2, 3/4, and 5/6 of the (E)-and (Z)-3,4,5-trimethoxycinnamoyl derivatives.…”

“…Although, this plant was reported to contain presenegenin glycosides [4], there is no detailed report on its saponins. The compound pair 1/2 together with four known saponins [2] were isolated from the EtOH extract of the roots of M. satureiodes. This paper describes the isolation and structure elucidation of these triterpene glycosides.…”

Two New Antiinflammatory Triterpene Saponins from the Egyptian edicinal Food Black Cumin (Seeds of Nigella sativa)

“…[15][16][17] These observations prompted us to continue in our research aimed at finding biologically active and/or novel saponins from plant origin. [18][19][20][21][22][23] Recently, we investigated the suppression effect of the production of cytokine interleukin (IL)-6 in human mast cell (HMC-1) on the methanolic extract of the seeds of N. sativa, which may contribute to the treatment of asthmatic inflammation. Through bioactivity and 1 H NMR monitoring guided fractionation of the methanolic extract of the seeds of N. sativa, six triterpene glycosides were isolated composed of two new compounds, sativosides A (1) and B (2) and four known ones.…”

Amélioration du comportement biopharmaceutique de triterpènes naturels anticancéreux par synthèse de saponines mono- et bidesmosidiques /

“…ou l'éthanol à différentes concentrations dans l'eau. En se référant à de nombreuses publications récentes en ce qui a trait à l'isolement de ces molécules [Koike et al, 1999; Plasman et al, 2000;Ye et al, 2000;Gaidi et al, 2001;Elbandy et al, 2002;Zou et al, 2003], une méthode d'isolement standard peut être établie en suivant la démarche expérimentale cidessous. Toutefois, cette méthode se veut générale et non universelle, étant donné les difficultés qui peuvent être rencontrées dans l'isolement des saponines pour un type de plante en particulier.…”