Rheediinosides A and B, two antiproliferative and antioxidant triterpene saponins from Entada rheedii.
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.
Nzowa
Laurence Kegah
LK
Department of Chemistry, Faculty of Science, University of Dschang, Box 183, Dschang, Cameroon.
Barboni
Luciano
L
Teponno
Remy Bertrand
RB
Ricciutelli
Massimo
M
Lupidi
Giulio
G
Quassinti
Luana
L
Bramucci
Massimo
M
Tapondjou
Léon Azefack
LA
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
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