title: Rheediinosides A and B, two antiproliferative and antioxidant triterpene saponins from Entada rheedii.
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.
authors.affiliation: Department of Chemistry, Faculty of Science, University of Dschang, Box 183, Dschang, Cameroon.
authors.forename: Laurence Kegah
authors.initials: LK
authors.lastname: Nzowa
authors.forename: Luciano
authors.initials: L
authors.lastname: Barboni
authors.forename: Remy Bertrand
authors.initials: RB
authors.lastname: Teponno
authors.forename: Massimo
authors.initials: M
authors.lastname: Ricciutelli
authors.forename: Giulio
authors.initials: G
authors.lastname: Lupidi
authors.forename: Luana
authors.initials: L
authors.lastname: Quassinti
authors.forename: Massimo
authors.initials: M
authors.lastname: Bramucci
authors.forename: Léon Azefack
authors.initials: LA
authors.lastname: Tapondjou
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D000975:Antioxidants / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D045744:Cell Line, Tumor; D007887:Fabaceae / Q000737:chemistry*; D006801:Humans; D051379:Mice; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D012503:Saponins / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D012639:Seeds
chemical_list: C551329:3-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; C551328:3-O-xylopyranosyl-(1-3)-O-arabinopyranosyl-(1-6)-2-acetylamino-2-deoxyglucopyranosylentagenic acid 28-O-apiofuranosyl-(1-3)-xylopyranosyl-(1-2)-glucopyranoside; D000972:Antineoplastic Agents, Phytogenic; D000975:Antioxidants; D010936:Plant Extracts; D012503:Saponins