Rheediinosides A and B, two antiproliferative and antioxidant triterpene saponins from Entada rheedii

Laurence Kegah Nzowa; Luciano Barboni; Remy Bertrand Teponno; Massimo Ricciutelli; Giulio Lupidi; Luana Quassinti; Massimo Bramucci; Léon Azefack Tapondjou

doi:10.1016/j.phytochem.2009.10.004

Rheediinosides A and B, two antiproliferative and antioxidant triterpene saponins from Entada rheedii

Phytochemistry. 2010 Feb;71(2-3):254-61. doi: 10.1016/j.phytochem.2009.10.004. Epub 2009 Nov 5.

Authors

Laurence Kegah Nzowa¹, Luciano Barboni, Remy Bertrand Teponno, Massimo Ricciutelli, Giulio Lupidi, Luana Quassinti, Massimo Bramucci, Léon Azefack Tapondjou

Affiliation

¹ Department of Chemistry, Faculty of Science, University of Dschang, Box 183, Dschang, Cameroon.

PMID: 19896681
DOI: 10.1016/j.phytochem.2009.10.004

Abstract

Two triterpenoid saponins have been isolated from the seed kernels of Entada rheedii. Their structures have been established using 1D- and 2D-NMR and mass spectrometry as 3-O-beta-D-xylopyranosyl-(1-->3)-O-alpha-l-arabinopyranosyl-(1-->6)-2-acetylamino-2-deoxy-beta-D-glucopyranosylentagenic acid 28-O-beta-apiofuranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->2)-beta-D-glucopyranoside (Rheediinoside A, 1) and 3-O-beta-D-glucopyranosyl-(1-->3)-O-[beta-D-xylopyranosyl-(1-->3)-alpha-l-arabinopyranosyl-(1-->6)]-2-acetylamino-2-deoxy-beta-D-glucopyranosylentagenic acid 28-O-beta-apiofuranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->2)-beta-D-glucopyranoside (Rheediinoside B, 2). Compounds 1 and 2 were tested for their antiproliferative activity against T98G, A431, PC3 and B16-F1 cell lines, and further for their antioxidant properties. Moderate cytotoxic potency and antioxidant properties were found for these compounds whereas Rheediinoside B was in all assays more active than Rheediinoside A.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology*
Antineoplastic Agents, Phytogenic / therapeutic use
Antioxidants / isolation & purification
Antioxidants / pharmacology*
Antioxidants / therapeutic use
Cell Line, Tumor
Fabaceae / chemistry*
Humans
Mice
Molecular Structure
Neoplasms / drug therapy*
Phytotherapy
Plant Extracts / chemistry
Plant Extracts / pharmacology*
Plant Extracts / therapeutic use
Saponins / isolation & purification
Saponins / pharmacology*
Saponins / therapeutic use
Seeds

Substances

3-O-glucopyranosyl-(1-3)-O-(xylopyranosyl-(1-3)-arabinopyranosyl-(1-6))-2-acetylamino-2-deoxyglucopyranosylentagenic acid 28-O-apiofuranosyl-(1-3)-xylopyranosyl-(1-2)-glucopyranoside
3-O-xylopyranosyl-(1-3)-O-arabinopyranosyl-(1-6)-2-acetylamino-2-deoxyglucopyranosylentagenic acid 28-O-apiofuranosyl-(1-3)-xylopyranosyl-(1-2)-glucopyranoside
Antineoplastic Agents, Phytogenic
Antioxidants
Plant Extracts
Saponins