Anti-oxidant constituents from Sedum takesimense

• Published in: Phytochemistry (Oxford) 2007-10, Vol.68 (19), p.2432-2438
• Main Authors: Thuong, Phuong Thien, Kang, Ho Jeong, Na, MinKyun, Jin, WenYi, Youn, Ui Jung, Seong, Yeon Hee, Song, Kyung-Sik, Min, Byung-Sun, Bae, KiHwan
• Format: Article
• Language: English
• Subjects: 1-(4-hydroxyphenyl)-2-(3,5-dihydroxyphenyl)-2-hydroxyethanone; 2,6-di-O-galloylarbutin; Anti-oxidant activity; antioxidant activity; antioxidants; Antioxidants - chemistry; Antioxidants - isolation & purification; Antioxidants - pharmacology; chemical structure; Crassulaceae; Free Radical Scavengers - chemistry; Free Radical Scavengers - isolation & purification; Free Radical Scavengers - pharmacology; gossypetin-8-O-beta-D-xylopyranoside; herbacetin-3-O-beta-D-glucopyranosyl-8-O-beta-D- xylopyranoside; indigenous species; lipid peroxidation; Lipid Peroxidation - drug effects; medicinal plants; Molecular Structure; Phenolic compound; phenolic compounds; phytochemicals; rats; Sedum; Sedum - chemistry; Sedum takesimense; spectral analysis; Spectrum Analysis - methods
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2007.05.031

1-(4-Hydroxyphenyl)-2-(3-5-dihydroxyphenyl)-2-hydroxyethanone, gossypetin-8- O-β- d-xylopyranoside, and 2,6-di- O-galloylarbutin were isolated from Sedum takesimense, as well as 11 previously known phenolics, with anti-oxidant properties examined. As part of an ongoing search for antioxidants from medicinal plants, 14 phenolic constitutents were isolated from the Korean endemic species Sedum takesimense Nakai. Their structures were determined as 1-(4-hydroxyphenyl)-2-(3,5-dihydroxyphenyl)-2-hydroxyethanone ( 5), gossypetin-8- O-β- d-xylopyranoside ( 10), and 2,6-di- O-galloylarbutin ( 13) on the basis of spectroscopic analyses (IR, UV, 1D and 2D NMR, HR-MS) and chemical degradation, together with 11 previously known phenolics. Two of those ( 10 and 13) exhibited strong scavenging activities against DPPH and superoxide radicals as well as significant inhibitory effects on lipid peroxidation (IC 50 14.0 and 10.8 μM, respectively) and LDL oxidation induced by a metal ion Cu 2+ (IC 50 5.7 and 3.3 μM, respectively).