Phenolic Glycosides with antiproteasomal activity from Centaurea urvillei DC. subsp urvillei

GÜLCEMAL D. , Alankus-Caliskan Ö. , KARAALP C. , ÖRS A. U. , Ballar P. , BEDIRD E.

CARBOHYDRATE RESEARCH, cilt.345, ss.2529-2533, 2010 (SCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 345 Konu: 17
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1016/j.carres.2010.09.002
  • Sayfa Sayıları: ss.2529-2533


A new flavanone glycoside, naringenin-7-O-beta-D-glucuronopyranoside, and a new flavonol glycoside, 6-hydroxykaempferol-7-O-beta-D-glucuronopyranoside were isolated together with 12 known compounds, 5 flavone glycoside; hispidulin-7-O-beta-D-glucuronopyranoside, apigenin-7-O-beta-D-methylglucuronopyranoside, hispidulin-7-O-beta-D-methylglucuronopyranoside, hispidulin-7-O-beta-D-glucopyranoside, apigenin-7-O-beta-D-glucopyranoside, a flavonol; kaempferol, two flavone; apigenin, and luteolin, a flavanone glycoside; eriodictyol-7-O-beta-D-glucuronopyranoside, and three phenol glycoside; arbutin, salidroside, and 3,5-dihydroxyphenethyl alcohol-3-O-beta-D-glucopyranoside from Centaurea urvillei subsp. urvillei. The structure elucidation of the new compounds was achieved by a combination of one- (H-1 and C-13) and two-dimensional NMR techniques (G-COSY, G-HMQC, and G-HMBC) and LC-ESI-MS. The isolated compounds were tested for their antiproteasomal activity. The results indicated that kaempferol, a well known and widely distributed flavonoid in the plant kingdom, was the most active antiproteasomal agent, followed by apigenin, eriodictyol-7-O-beta-D-glucuronopyranoside, 3,5-dihydroxyphenethyl alcohol-3-O-beta-D-glucopyranoside, and salidroside, respectively. (C) 2010 Elsevier Ltd. All rights reserved.