Lignans from the fruits of the red pepper (Capsicum annuum L.) and their antioxidant effects.
The fruits of Capsicum annuum were extracted using 80% aqueous MeOH, and fractionated using EtOAc and water. Repeated column chromatography using silica gel, octadecyl silica gel, and Sephadex LH-20 for the EtOAc fraction led to the isolation of a new lignan glycoside and a known one, icariside E(5). From the results of spectroscopic data, including EIMS, FABMS, UV, IR, (1)H and (13)C-NMR, DEPT, and 2D-NMR (COSY, HSQC, HMBC), the chemical structure of the new lignan glycoside was determined as (8R)-isodehydrodiconiferyl alcohol-4'-O-(6''-vanilloyl)-beta-D-glucopyranoside named vanilloylicariside E(5). All isolated compounds were tested for antioxidant activities using 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Icariside E(5) (2) and (8R)-Isodehydrodiconiferyl alcohol (3) exhibited a strong scavenging effect on DPPH (2: IC(50)=42.1 microM, 3: IC(50)=4.5 microM).
Lee
Dae-Young
DY
Graduate School of Biotechnology, Department of Oriental Medicinal Materials & Processing, Kyung Hee University, Yongin, Korea.
Lee
Do-Gyeong
DG
Cho
Jin-Gyeong
JG
Bang
Myun-Ho
MH
Lyu
Ha-Na
HN
Lee
Youn-Hyung
YH
Kim
Se-Young
SY
Baek
Nam-In
NI
D000975:Antioxidants / Q000302:isolation & purification / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000737:chemistry; D002212:Capsicum / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D005638:Fruit / Q000737:chemistry; D017705:Lignans / Q000302:isolation & purification / Q000494:pharmacology*; D015394:Molecular Structure; D010851:Picrates / Q000737:chemistry
D000975:Antioxidants; D001713:Biphenyl Compounds; D005609:Free Radicals; D017705:Lignans; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl