Triterpenoid saponins from Hydrocotyle bonariensis Lam.
Phytochemical investigation of the under-ground parts of Hydrocotyle bonariensis led to the isolation of five oleanane-type triterpenoid saponins, 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-21-O-(2-methylbutyroyl)-22-O-acetyl-R(1)-barrigenol, 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-21-O-(2-methylbutyroyl)-28-O-acetyl-R(1)-barrigenol, 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-21-O-acetyl-R(1)-barrigenol, 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-R(1)-barrigenol, and 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-22-O-(2-methylbutyroyl)-A(1)-barrigenol, together with the known saniculoside-R1. Their structures were established by 2D NMR techniques and mass spectrometry. Six compounds were evaluated against two human colon cancer cell lines, HCT 116 and HT-29. Two compounds showed weak cytotoxicity with IC(50) 24.1 and 24.0, 83.0 and 83.6 μM against HT-29 and HCT 116, respectively.
Laboratoire de Pharmacognosie, UMIB, UPRES-EA 3660, Faculté de Pharmacie, Université de Bourgogne, 7 Bd Jeanne d'Arc, BP 87900, 21079 Dijon Cedex, France.
Turibio Kuiate
TK
Tabopda
Anne-Claire
AC
Mitaine-Offer
Tomofumi
T
Miyamoto
Chiaki
C
Tanaka
Jean-François
JF
Mirjolet
Olivier
O
Duchamp
Bonaventure Tchaleu
BT
Ngadjui
Marie-Aleth
MA
Lacaille-Dubois
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019661:Apiaceae / Q000737:chemistry*; D002163:Cameroon; D004354:Drug Screening Assays, Antitumor; D045325:HCT116 Cells; D019073:HT29 Cells; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D027343:Rhizome / Q000737:chemistry; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000972:Antineoplastic Agents, Phytogenic; D012503:Saponins; D014315:Triterpenes