Lignans from the fruits of the red pepper (Capsicum annuum L.) and their antioxidant effects

Dae Young Lee; Do Gyeong Lee; Jin Gyeong Cho; Myun Ho Bang; Ha Na Lyu; Youn Hyung Lee; Se Young Kim; Nam In Baek

doi:10.1007/s12272-009-2001-8

Lignans from the fruits of the red pepper (Capsicum annuum L.) and their antioxidant effects

Dae Young Lee, Do Gyeong Lee, Jin Gyeong Cho, Myun Ho Bang, Ha Na Lyu, Youn Hyung Lee, Se Young Kim, Nam In Baek

School of Life Science and Biotechnology

Kyung Hee University

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

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 E₅. From the results of spectroscopic data, including EIMS, FABMS, UV, IR, ¹H and ¹³C-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)-β-D- glucopyranoside named vanilloylicariside E₅. All isolated compounds were tested for antioxidant activities using 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Icariside E₅ (2) and (8R)-Isodehydrodiconiferyl alcohol (3) exhibited a strong scavenging effect on DPPH (2: IC₅₀=42.1 μM, 3: IC₅₀=4.5 μM).

Original language	English
Pages (from-to)	1345-1349
Number of pages	5
Journal	Archives of Pharmacal Research
Volume	32
Issue number	10
DOIs	https://doi.org/10.1007/s12272-009-2001-8
State	Published - Oct 2009

Keywords

(8R)- Isodehydrodiconiferyl alcohol
Antioxidant activity
Capsicum annuum L.
DPPH
Icariside E
Vanilloylicariside E

Access to Document

10.1007/s12272-009-2001-8

Cite this

@article{4b941835328c4302a9fc5c1779b1d08d,

title = "Lignans from the fruits of the red pepper (Capsicum annuum L.) and their antioxidant effects",

abstract = "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 E5. From the results of spectroscopic data, including EIMS, FABMS, UV, IR, 1H and 13C-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)-β-D- glucopyranoside named vanilloylicariside E5. All isolated compounds were tested for antioxidant activities using 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Icariside E5 (2) and (8R)-Isodehydrodiconiferyl alcohol (3) exhibited a strong scavenging effect on DPPH (2: IC50=42.1 μM, 3: IC50=4.5 μM).",

keywords = "(8R)- Isodehydrodiconiferyl alcohol, Antioxidant activity, Capsicum annuum L., DPPH, Icariside E, Vanilloylicariside E",

author = "Lee, {Dae Young} and Lee, {Do Gyeong} and Cho, {Jin Gyeong} and Bang, {Myun Ho} and Lyu, {Ha Na} and Lee, {Youn Hyung} and Kim, {Se Young} and Baek, {Nam In}",

year = "2009",

month = oct,

doi = "10.1007/s12272-009-2001-8",

language = "English",

volume = "32",

pages = "1345--1349",

journal = "Archives of Pharmacal Research",

issn = "0253-6269",

publisher = "Pharmaceutical Society of Korea",

number = "10",

}

TY - JOUR

T1 - Lignans from the fruits of the red pepper (Capsicum annuum L.) and their antioxidant effects

AU - Lee, Dae Young

AU - Lee, Do Gyeong

AU - Cho, Jin Gyeong

AU - Bang, Myun Ho

AU - Lyu, Ha Na

AU - Lee, Youn Hyung

AU - Kim, Se Young

AU - Baek, Nam In

PY - 2009/10

Y1 - 2009/10

N2 - 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 E5. From the results of spectroscopic data, including EIMS, FABMS, UV, IR, 1H and 13C-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)-β-D- glucopyranoside named vanilloylicariside E5. All isolated compounds were tested for antioxidant activities using 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Icariside E5 (2) and (8R)-Isodehydrodiconiferyl alcohol (3) exhibited a strong scavenging effect on DPPH (2: IC50=42.1 μM, 3: IC50=4.5 μM).

AB - 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 E5. From the results of spectroscopic data, including EIMS, FABMS, UV, IR, 1H and 13C-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)-β-D- glucopyranoside named vanilloylicariside E5. All isolated compounds were tested for antioxidant activities using 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Icariside E5 (2) and (8R)-Isodehydrodiconiferyl alcohol (3) exhibited a strong scavenging effect on DPPH (2: IC50=42.1 μM, 3: IC50=4.5 μM).

KW - (8R)- Isodehydrodiconiferyl alcohol

KW - Antioxidant activity

KW - Capsicum annuum L.

KW - DPPH

KW - Icariside E

KW - Vanilloylicariside E

UR - http://www.scopus.com/inward/record.url?scp=70450183639&partnerID=8YFLogxK

U2 - 10.1007/s12272-009-2001-8

DO - 10.1007/s12272-009-2001-8

M3 - Article

C2 - 19898795

AN - SCOPUS:70450183639

SN - 0253-6269

VL - 32

SP - 1345

EP - 1349

JO - Archives of Pharmacal Research

JF - Archives of Pharmacal Research

IS - 10

ER -

Lignans from the fruits of the red pepper (Capsicum annuum L.) and their antioxidant effects

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this