Dimeric antioxidant and cytotoxic triterpenoid saponins from Terminalia ivorensis A Chev

被引：53

作者：

Ponou, Beaudelaire Kemvoufo ^{[4
]}

Teponno, Remy Bertrand ^{[4
]}

Ricciutelli, Massimo ^{[3
]}

Quassinti, Luana ^{[2
]}

Bramucci, Massimo ^{[2
]}

Lupidi, Giulio ^{[2
]}

Barboni, Luciano ^{[1
]}

Tapondjou, Leon Azefack ^{[4
]}

机构：

[1] Univ Camerino, Div Chem, Sch Sci & Technol, I-62032 Camerino, Italy

[2] Univ Camerino, Sch Pharm Drugs & Hlth Prod, I-62032 Camerino, Italy

[3] Univ Camerino, Lab HPLC MS, I-62032 Camerino, Italy

[4] Univ Dschang, Dept Chem, Fac Sci, Dschang, Cameroon

来源：

PHYTOCHEMISTRY | 2010年 / 71卷 / 17-18期

关键词：

Terminalia ivorensis; Combretaceae; Dimeric triterpenoid saponins; Tandem MS-MS spectrometry; Antioxidant; Antiproliferative; GLYCOSIDES;

D O I：

10.1016/j.phytochem.2010.08.020

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Three saponins including two dimeric triterpenoid glucosides possessing an unusual skeleton ivorenosides A and B and a monomeric triterpenoid saponin (ivorenoside C) together with the known sericoside were Isolated from the bark of Terminalia ivorensis Their structures were established on the basis of 1D and 2D NMR data chemical methods and tandem MS-MS spectrometry as a dimer of beta-D-glucopyranosyl-18 19-seco-2 alpha 3 beta 19 19 24-pentahydroxyolean-12-en-28-oate and beta-D-glucopyranosyl-2 alpha,3 beta 19 alpha 24-tetrahydroxyolean-12-en-28-oate (ivorenoside A 1) a dimer of beta-D-glucopyranosyl-18 19-seco-24-carboxyl-2 alpha,3 beta 19 19-tetrahydroxyolean-12-en-28-oate and beta-D-glucopyranosyl-2 alpha 3 beta 19 alpha,24-tetrahydroxyolean-12-en-28-oate (ivorenoside B 2) and beta-D-glucopyranosyl-2 alpha,3 beta 19 beta 24-tetrahydroxyolean-11oxo-olean-12-en-28-oate (ivorenoside C 3) Ivorenosides A and B are the first examples in nature of dimeric triterpenoid saponins with a 18 19-seco E ring of one of the two units These isolated compounds were evaluated for their antioxidant properties and further for their cytotoxic activity against four human cancer cell lines Ivorenoside B and C exhibited scavenging activity against DPPH and ABTS(+) radicals with IC50 values comparable with that of the standard drug Trolox and ivorenoside A showed antiproliferative activity against MDA-MB-231 and HCT116 human cancer cell lines with IC50 values of 3 96 and 343 mu M respectively (C) 2010 Elsevier Ltd All rights reserved

引用

页码：2108 / 2115

页数：8

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