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Antioxidant and free radical scavenging activity of flavonol glycosides from different Aconitum species.
J Ethnopharmacol. 2003 May; 86(1):63-7.JE

Abstract

Bioassay-guided fractionation by 1,1-diphenyl-2-dipicrylhydrazyl (DPPH) radical scavenging test of polar extracts of some Italian Aconitum species (A. napellus subsp. tauricum, A. napellus subsp. neomontanum, A. paniculatum, A. vulparia) led to the isolation of 13 flavonol glycosides: quercetin 3-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (1), kaempferol 3-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (2), quercetin 3-O-(6-trans-p-coumaroyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (3), kaempferol 3-O-(6-trans-p-coumaroyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (4), quercetin 7-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->3)-alpha-rhamnopyranoside-3-O-beta-glucopyranoside (5), kaempferol 7-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->3)-alpha-rhamnopyranoside-3-O-beta-glucopyranoside (6), kaempferol 7-O-(6-trans-p-coumaroyl)-beta-glucopyranosyl-(1-->3)-alpha-rhamnopyranoside-3-O-beta-glucopyranoside (7), kaempferol 3-O-beta-(2"-acetyl)galactopyranoside (8), kaempferol 3-O-beta-(2"-acetyl)galactopyranoside-7-O-alpha-arabinopyranoside (9), quercetin 3-O-beta-(2"-acetyl)galactopyranoside-7-O-alpha-arabinopyranoside (10), quercetin 3,7-di-O-alpha-rhamnopyranoside (11), kaempferol 3,7-di-O-alpha-rhamnopyranoside (12) and quercetin 3-O-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (13). Their antioxidant activity (AA) was determined by measuring free radical scavenging activity by DPPH test and the coupled oxidation of beta-carotene and linoleic acid assay. The results showed that 5 is the most active compound in the DPPH free-radical scavenging test (IC(50) 1.9 microM) while in the coupled oxidation of beta-carotene and linoleic acid assay compound 1 has the highest inhibitory ratio after 1h (58.9%). Some structure-activity relationships on the AA were obtained.

Authors+Show Affiliations

Braca A
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno, 33, 56126 Pisa, Italy. braca@farm.unipi.it
Fico G
No affiliation info available
Morelli I
No affiliation info available
De Simone F
No affiliation info available
Tomè F
No affiliation info available
De Tommasi N
No affiliation info available

MeSH

AconitumAntioxidantsFlavonoidsFlavonolsFree Radical ScavengersGlycosidesPlant ExtractsStructure-Activity Relationship

Pub Type(s)

Journal Article

Language

eng

PubMed ID

12686443

Citation

Braca, Alessandra, et al. "Antioxidant and Free Radical Scavenging Activity of Flavonol Glycosides From Different Aconitum Species." Journal of Ethnopharmacology, vol. 86, no. 1, 2003, pp. 63-7.
Braca A, Fico G, Morelli I, et al. Antioxidant and free radical scavenging activity of flavonol glycosides from different Aconitum species. J Ethnopharmacol. 2003;86(1):63-7.
Braca, A., Fico, G., Morelli, I., De Simone, F., Tomè, F., & De Tommasi, N. (2003). Antioxidant and free radical scavenging activity of flavonol glycosides from different Aconitum species. Journal of Ethnopharmacology, 86(1), 63-7.
Braca A, et al. Antioxidant and Free Radical Scavenging Activity of Flavonol Glycosides From Different Aconitum Species. J Ethnopharmacol. 2003;86(1):63-7. PubMed PMID: 12686443.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Antioxidant and free radical scavenging activity of flavonol glycosides from different Aconitum species. AU - Braca,Alessandra, AU - Fico,Gelsomina, AU - Morelli,Ivano, AU - De Simone,Francesco, AU - Tomè,Franca, AU - De Tommasi,Nunziatina, PY - 2003/4/11/pubmed PY - 2003/9/5/medline PY - 2003/4/11/entrez SP - 63 EP - 7 JF - Journal of ethnopharmacology JO - J Ethnopharmacol VL - 86 IS - 1 N2 - Bioassay-guided fractionation by 1,1-diphenyl-2-dipicrylhydrazyl (DPPH) radical scavenging test of polar extracts of some Italian Aconitum species (A. napellus subsp. tauricum, A. napellus subsp. neomontanum, A. paniculatum, A. vulparia) led to the isolation of 13 flavonol glycosides: quercetin 3-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (1), kaempferol 3-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (2), quercetin 3-O-(6-trans-p-coumaroyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (3), kaempferol 3-O-(6-trans-p-coumaroyl)-beta-glucopyranosyl-(1-->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (4), quercetin 7-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->3)-alpha-rhamnopyranoside-3-O-beta-glucopyranoside (5), kaempferol 7-O-(6-trans-caffeoyl)-beta-glucopyranosyl-(1-->3)-alpha-rhamnopyranoside-3-O-beta-glucopyranoside (6), kaempferol 7-O-(6-trans-p-coumaroyl)-beta-glucopyranosyl-(1-->3)-alpha-rhamnopyranoside-3-O-beta-glucopyranoside (7), kaempferol 3-O-beta-(2"-acetyl)galactopyranoside (8), kaempferol 3-O-beta-(2"-acetyl)galactopyranoside-7-O-alpha-arabinopyranoside (9), quercetin 3-O-beta-(2"-acetyl)galactopyranoside-7-O-alpha-arabinopyranoside (10), quercetin 3,7-di-O-alpha-rhamnopyranoside (11), kaempferol 3,7-di-O-alpha-rhamnopyranoside (12) and quercetin 3-O-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (13). Their antioxidant activity (AA) was determined by measuring free radical scavenging activity by DPPH test and the coupled oxidation of beta-carotene and linoleic acid assay. The results showed that 5 is the most active compound in the DPPH free-radical scavenging test (IC(50) 1.9 microM) while in the coupled oxidation of beta-carotene and linoleic acid assay compound 1 has the highest inhibitory ratio after 1h (58.9%). Some structure-activity relationships on the AA were obtained. SN - 0378-8741 UR - https://www.unboundmedicine.com/medline/citation/12686443/Antioxidant_and_free_radical_scavenging_activity_of_flavonol_glycosides_from_different_Aconitum_species_ DB - PRIME DP - Unbound Medicine ER -