TY - JOUR
T1 - A novel flavonol glycoside and six derivatives of quercetin and kaempferol from Clematis flammula with antioxidant and anticancer potentials
AU - Medjahed, Zineb
AU - Chaher-Bazizi, Nassima
AU - Atmani-Kilani, Dina
AU - Ahmane, Nadjia
AU - Ruiz-Larrea, Marie Begoña
AU - Sanz, José Ignacio Ruiz
AU - Charid, Imane
AU - Amant, Frédéric
AU - Fonayet, Josep Valls
AU - Saidene, Naima
AU - Atmani, Djebbar
AU - Richard, Tristan
N1 - Funding Information: This work was supported by a grant ( F00620100006 ) from the Ministry of Higher Education and Scientific Research of Algeria and a grant ( ANR-11-INBS-0010 project) from the Bordeaux Metabolome Facility and MetaboHUB . Publisher Copyright: © 2023 Elsevier B.V.
PY - 2023/10/1
Y1 - 2023/10/1
N2 - Clematis flammula leaves are traditionally used in Algeria to treat rheumatoid arthritis. Our aim was to identify the main compounds in this plant in order to characterize its antioxidant and anticancer activities. A new flavonol compound, kaempferol 3-O-[(6-O- caffeoyl)- glucosyl(1 → 2)]-(6-Ocaffeoyl) glucoside-7-O-rhamnoside (6) along with six known flavonol molecules were isolated from an ethanolic extract of Clematis flammula leaves. The chemical structures of these flavonols were elucidated using NMR and high resolution-MS spectroscopies. Antioxidant activities of the extract were revealed through its elimination of superoxide radical (O2.-) produced enzymatically (49.7 ± 1.52% at 50 μg/ml) and non-enzymatically (34 ± 1.2% at 100 μg/ml), probably related to its inhibition of the xanthine oxidase form of the xanthine oxidoreductase (XOR) enzyme (25.05 ± 2.33 μg/mL at 100 μg/mL), but mostly to that of the NADH oxidase form of the enzyme (69.16 ± 4.0%). Cytotoxicity tests of the extract on human hepatoma cell line HepG2 and ovarian cancer cell lines A2780 and OVCAR3 were promising especially regarding A2780 cell line (IC50: 77.0 μg/mL), which was comparable to taxol (IC50:76.9 μg/mL).
AB - Clematis flammula leaves are traditionally used in Algeria to treat rheumatoid arthritis. Our aim was to identify the main compounds in this plant in order to characterize its antioxidant and anticancer activities. A new flavonol compound, kaempferol 3-O-[(6-O- caffeoyl)- glucosyl(1 → 2)]-(6-Ocaffeoyl) glucoside-7-O-rhamnoside (6) along with six known flavonol molecules were isolated from an ethanolic extract of Clematis flammula leaves. The chemical structures of these flavonols were elucidated using NMR and high resolution-MS spectroscopies. Antioxidant activities of the extract were revealed through its elimination of superoxide radical (O2.-) produced enzymatically (49.7 ± 1.52% at 50 μg/ml) and non-enzymatically (34 ± 1.2% at 100 μg/ml), probably related to its inhibition of the xanthine oxidase form of the xanthine oxidoreductase (XOR) enzyme (25.05 ± 2.33 μg/mL at 100 μg/mL), but mostly to that of the NADH oxidase form of the enzyme (69.16 ± 4.0%). Cytotoxicity tests of the extract on human hepatoma cell line HepG2 and ovarian cancer cell lines A2780 and OVCAR3 were promising especially regarding A2780 cell line (IC50: 77.0 μg/mL), which was comparable to taxol (IC50:76.9 μg/mL).
KW - Clematis flammula
KW - Cytotoxicity
KW - Flavonol glycosides
KW - NADH oxidase
KW - Xanthine oxidase
UR - http://www.scopus.com/inward/record.url?scp=85168500039&partnerID=8YFLogxK
U2 - https://doi.org/10.1016/j.fitote.2023.105642
DO - https://doi.org/10.1016/j.fitote.2023.105642
M3 - Article
C2 - 37567483
SN - 0367-326X
VL - 170
JO - Fitoterapia
JF - Fitoterapia
M1 - 105642
ER -