Cytotoxic triterpenoid saponins from the roots of Cephalaria gigantea

Nino Tabatadze; Riad Elias; Robert Faure; Pascal Gerkens; Marie Claire De Pauw-Gillet; Ether Kemertelidze; Aun Chea; Evelyne Ollivier

doi:10.1248/cpb.55.102

Cytotoxic triterpenoid saponins from the roots of Cephalaria gigantea

Nino Tabatadze, Riad Elias^*, Robert Faure, Pascal Gerkens, Marie Claire De Pauw-Gillet, Ether Kemertelidze, Aun Chea, Evelyne Ollivier

^*Corresponding author for this work

Neurobiology

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

Abstract

Three new oleanane-type saponins, giganteosides L (1), M (2) and N (3) along with eight known ones were isolated from the roots of Cephalaria gigantea. Their structures were established as 3-O-[β-D-galactopyranosyl-(1→2)- β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-oleanolic acid, 3-O-[β-D-galactopyranosyl- (1→2)-β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-hederagenin, 3-O-[α-L-rhamnopyranosyl-(1→2) -β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-hederagenin, respectively, by means of spectroscopic methods (1D and 2D NMR, HR-ESI-MS). Cytotoxic activity of monodesmosides was investigated in vitro using three cancer cell lines, namely, human non pigmented melanoma MEL-5 and human leukemia HL-60. Giganteosides D (4) and E (5) showed antiproliferative effect on human cell lines with IC₅₀ values in the range 3.15-7.5 μM.

Original language	English (US)
Pages (from-to)	102-105
Number of pages	4
Journal	Chemical and Pharmaceutical Bulletin
Volume	55
Issue number	1
DOIs	https://doi.org/10.1248/cpb.55.102
State	Published - Jan 2007

Keywords

Cephalaria gigantea
Cytotoxic activity
Dipsacaceae
Giganteoside
Oleanane-type saponin

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1248/cpb.55.102

Cite this

@article{bea4f01baf944d4091e824c9f94314a0,

title = "Cytotoxic triterpenoid saponins from the roots of Cephalaria gigantea",

abstract = "Three new oleanane-type saponins, giganteosides L (1), M (2) and N (3) along with eight known ones were isolated from the roots of Cephalaria gigantea. Their structures were established as 3-O-[β-D-galactopyranosyl-(1→2)- β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-oleanolic acid, 3-O-[β-D-galactopyranosyl- (1→2)-β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-hederagenin, 3-O-[α-L-rhamnopyranosyl-(1→2) -β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-hederagenin, respectively, by means of spectroscopic methods (1D and 2D NMR, HR-ESI-MS). Cytotoxic activity of monodesmosides was investigated in vitro using three cancer cell lines, namely, human non pigmented melanoma MEL-5 and human leukemia HL-60. Giganteosides D (4) and E (5) showed antiproliferative effect on human cell lines with IC50 values in the range 3.15-7.5 μM.",

keywords = "Cephalaria gigantea, Cytotoxic activity, Dipsacaceae, Giganteoside, Oleanane-type saponin",

author = "Nino Tabatadze and Riad Elias and Robert Faure and Pascal Gerkens and {De Pauw-Gillet}, {Marie Claire} and Ether Kemertelidze and Aun Chea and Evelyne Ollivier",

year = "2007",

month = jan,

doi = "10.1248/cpb.55.102",

language = "English (US)",

volume = "55",

pages = "102--105",

journal = "Chemical and Pharmaceutical Bulletin",

issn = "0009-2363",

publisher = "Pharmaceutical Society of Japan",

number = "1",

}

TY - JOUR

T1 - Cytotoxic triterpenoid saponins from the roots of Cephalaria gigantea

AU - Tabatadze, Nino

AU - Elias, Riad

AU - Faure, Robert

AU - Gerkens, Pascal

AU - De Pauw-Gillet, Marie Claire

AU - Kemertelidze, Ether

AU - Chea, Aun

AU - Ollivier, Evelyne

PY - 2007/1

Y1 - 2007/1

N2 - Three new oleanane-type saponins, giganteosides L (1), M (2) and N (3) along with eight known ones were isolated from the roots of Cephalaria gigantea. Their structures were established as 3-O-[β-D-galactopyranosyl-(1→2)- β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-oleanolic acid, 3-O-[β-D-galactopyranosyl- (1→2)-β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-hederagenin, 3-O-[α-L-rhamnopyranosyl-(1→2) -β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-hederagenin, respectively, by means of spectroscopic methods (1D and 2D NMR, HR-ESI-MS). Cytotoxic activity of monodesmosides was investigated in vitro using three cancer cell lines, namely, human non pigmented melanoma MEL-5 and human leukemia HL-60. Giganteosides D (4) and E (5) showed antiproliferative effect on human cell lines with IC50 values in the range 3.15-7.5 μM.

AB - Three new oleanane-type saponins, giganteosides L (1), M (2) and N (3) along with eight known ones were isolated from the roots of Cephalaria gigantea. Their structures were established as 3-O-[β-D-galactopyranosyl-(1→2)- β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-oleanolic acid, 3-O-[β-D-galactopyranosyl- (1→2)-β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-hederagenin, 3-O-[α-L-rhamnopyranosyl-(1→2) -β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl-(1→6) -β-D-glucopyranosyl]-hederagenin, respectively, by means of spectroscopic methods (1D and 2D NMR, HR-ESI-MS). Cytotoxic activity of monodesmosides was investigated in vitro using three cancer cell lines, namely, human non pigmented melanoma MEL-5 and human leukemia HL-60. Giganteosides D (4) and E (5) showed antiproliferative effect on human cell lines with IC50 values in the range 3.15-7.5 μM.

KW - Cephalaria gigantea

KW - Cytotoxic activity

KW - Dipsacaceae

KW - Giganteoside

KW - Oleanane-type saponin

UR - http://www.scopus.com/inward/record.url?scp=33846069817&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33846069817&partnerID=8YFLogxK

U2 - 10.1248/cpb.55.102

DO - 10.1248/cpb.55.102

M3 - Article

C2 - 17202710

AN - SCOPUS:33846069817

SN - 0009-2363

VL - 55

SP - 102

EP - 105

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 1

ER -

Cytotoxic triterpenoid saponins from the roots of Cephalaria gigantea

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this