Details

Autor(en) / Beteiligte

• Cioffi, Giuseppina
• Escobar, Luis Morales
• Braca, Alessandra
• De Tommasi, Nunziatina

Titel

Antioxidant Chalcone Glycosides and Flavanones from Maclura (Chlorophora) t inctoria

Ist Teil von

• Journal of natural products (Washington, D.C.), 2003-08, Vol.66 (8), p.1061-1064

Ort / Verlag

American Chemical Society

Erscheinungsjahr

2003

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Four chalcone glycosides (1−4), including three new natural products, and three flavanones (5−7) were isolated from the methanol extract of stem bark of Maclura tinctoria. The new compounds have been characterized as 4‘-O-β-d-(2‘ ‘-p-coumaroyl)glucopyranosyl-4,2‘,3‘-trihydroxychalcone (1), 4‘-O-β-d-(2‘ ‘-p-coumaroyl-6‘ ‘-acetyl)glucopyranosyl-4,2‘,3‘-trihydroxychalcone (2), and 3‘-(3-methyl-2-butenyl)-4‘-O-β-d-glucopyranosyl-4,2‘-dihydroxychalcone (3); the known derivatives were elucidated as 4‘-O-β-d-(2‘ ‘-acetyl-6‘ ‘-cinnamoyl)glucopyranosyl-4,2‘,3‘-trihydroxychalcone (4), eriodictyol 7-O-β-d-glucopyranoside (5), naringenin (6), and naringenin 4‘-O-β-d-glucopyranoside (7). Their structures were determined by 1D and 2D NMR and ESIMS. The antioxidant activity of all the isolated compounds was determined by measuring free-radical-scavenging effects using two different assays, namely, the Trolox Equivalent Antioxidant Capacity (TEAC) assay and the coupled oxidation of β-carotene and linoleic acid (autoxidation assay). The results showed that compound 3 was the most active in both antioxidant assays.