Evaluation of antioxidant and free radical scavenging capacities of polyphenolics from pods of caesalpinia pulcherrima

Feng-Lin Hsu, Wei Jan Huang, Tzu Hua Wu, Mei Hsien Lee, Lih Chi Chen, Hsiao Jen Lu, Wen Chi Hou, Mei Hsiang Lin

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17 Citations (Scopus)

Abstract

Thirteen polyphenolics were isolated from fresh pods of Caesalpinia pulcherrima using various methods of column chromatography. The structures of these polyphenolics were elucidated as gallic acid (1), methyl gallate (2), 6-O-galloyl-D-glucoside (3), methyl 6-O-galloyl-β-D-glucoside (4), methyl 3,6-di-O-galloyl-α-D-glucopyranoside (5), gentisic acid 5-O-α-D-(6'-O-galloyl)glucopyranoside (6), guaiacylglycerol 4-O-β-D-(6'-O-galloyl)glucopyranoside (7), 3-methoxy-4-hydroxyphenol 1-O-β-D-(6'-O-galloyl)glucopyranoside (8), (+)-gallocatechin (9), (+)-catechin (10), (+)-gallocatechin 3-O-gallate (11), myricetin 3-rhamnoside (12), and ampelopsin (13). All isolated compounds were tested for their antioxidant activities in the 1,1-diphenyl-2-picrylhydrazyl (DPPH), hydroxyl, and peroxynitrite radicals scavenging assays. Among those compounds, 11, 12, and 2 exhibited the best DPPH-, hydroxyl-, and peroxynitrite radical-scavenging activities, respectively. Compound 7 is a new compound, and possesses better scavenging activities towards DPPH but has equivalent hydroxyl radical scavenging activity when compared to BHT. The paper is the first report on free radical scavenging properties of components of the fresh pods of Caesalpinia pulcherrima. The results obtained from the current study indicate that the free radical scavenging property of fresh pods of Caesalpinia pulcherrima may be one of the mechanisms by which this herbal medicine is effective in several free radical mediated diseases.

Original languageEnglish
Pages (from-to)6073-6088
Number of pages16
JournalInternational Journal of Molecular Sciences
Volume13
Issue number5
DOIs
Publication statusPublished - May 2012

Fingerprint

Caesalpinia
Scavenging
scavenging
antioxidants
Antioxidants
Free radicals
Hydroxyl Radical
free radicals
Free Radicals
Peroxynitrous Acid
evaluation
gallates
Butylated Hydroxytoluene
glucosides
Gallic Acid
Catechin
Herbal Medicine
Glucosides
Chromatography
Column chromatography

Keywords

  • 1,1-diphenyl-2-picrylhydrazyl(DPPH) radical
  • Butylated hydroxytoluene (BHT)
  • Dihydrorhodamine 123 (DHR 123)
  • Hydroxyl radical
  • Peroxynitrite

ASJC Scopus subject areas

  • Computer Science Applications
  • Molecular Biology
  • Catalysis
  • Inorganic Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Medicine(all)

Cite this

@article{9a54a59540c84845a3ab472bd4e01574,
title = "Evaluation of antioxidant and free radical scavenging capacities of polyphenolics from pods of caesalpinia pulcherrima",
abstract = "Thirteen polyphenolics were isolated from fresh pods of Caesalpinia pulcherrima using various methods of column chromatography. The structures of these polyphenolics were elucidated as gallic acid (1), methyl gallate (2), 6-O-galloyl-D-glucoside (3), methyl 6-O-galloyl-β-D-glucoside (4), methyl 3,6-di-O-galloyl-α-D-glucopyranoside (5), gentisic acid 5-O-α-D-(6'-O-galloyl)glucopyranoside (6), guaiacylglycerol 4-O-β-D-(6'-O-galloyl)glucopyranoside (7), 3-methoxy-4-hydroxyphenol 1-O-β-D-(6'-O-galloyl)glucopyranoside (8), (+)-gallocatechin (9), (+)-catechin (10), (+)-gallocatechin 3-O-gallate (11), myricetin 3-rhamnoside (12), and ampelopsin (13). All isolated compounds were tested for their antioxidant activities in the 1,1-diphenyl-2-picrylhydrazyl (DPPH), hydroxyl, and peroxynitrite radicals scavenging assays. Among those compounds, 11, 12, and 2 exhibited the best DPPH-, hydroxyl-, and peroxynitrite radical-scavenging activities, respectively. Compound 7 is a new compound, and possesses better scavenging activities towards DPPH but has equivalent hydroxyl radical scavenging activity when compared to BHT. The paper is the first report on free radical scavenging properties of components of the fresh pods of Caesalpinia pulcherrima. The results obtained from the current study indicate that the free radical scavenging property of fresh pods of Caesalpinia pulcherrima may be one of the mechanisms by which this herbal medicine is effective in several free radical mediated diseases.",
keywords = "1,1-diphenyl-2-picrylhydrazyl(DPPH) radical, Butylated hydroxytoluene (BHT), Dihydrorhodamine 123 (DHR 123), Hydroxyl radical, Peroxynitrite",
author = "Feng-Lin Hsu and Huang, {Wei Jan} and Wu, {Tzu Hua} and Lee, {Mei Hsien} and Chen, {Lih Chi} and Lu, {Hsiao Jen} and Hou, {Wen Chi} and Lin, {Mei Hsiang}",
year = "2012",
month = "5",
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TY - JOUR

T1 - Evaluation of antioxidant and free radical scavenging capacities of polyphenolics from pods of caesalpinia pulcherrima

AU - Hsu, Feng-Lin

AU - Huang, Wei Jan

AU - Wu, Tzu Hua

AU - Lee, Mei Hsien

AU - Chen, Lih Chi

AU - Lu, Hsiao Jen

AU - Hou, Wen Chi

AU - Lin, Mei Hsiang

PY - 2012/5

Y1 - 2012/5

N2 - Thirteen polyphenolics were isolated from fresh pods of Caesalpinia pulcherrima using various methods of column chromatography. The structures of these polyphenolics were elucidated as gallic acid (1), methyl gallate (2), 6-O-galloyl-D-glucoside (3), methyl 6-O-galloyl-β-D-glucoside (4), methyl 3,6-di-O-galloyl-α-D-glucopyranoside (5), gentisic acid 5-O-α-D-(6'-O-galloyl)glucopyranoside (6), guaiacylglycerol 4-O-β-D-(6'-O-galloyl)glucopyranoside (7), 3-methoxy-4-hydroxyphenol 1-O-β-D-(6'-O-galloyl)glucopyranoside (8), (+)-gallocatechin (9), (+)-catechin (10), (+)-gallocatechin 3-O-gallate (11), myricetin 3-rhamnoside (12), and ampelopsin (13). All isolated compounds were tested for their antioxidant activities in the 1,1-diphenyl-2-picrylhydrazyl (DPPH), hydroxyl, and peroxynitrite radicals scavenging assays. Among those compounds, 11, 12, and 2 exhibited the best DPPH-, hydroxyl-, and peroxynitrite radical-scavenging activities, respectively. Compound 7 is a new compound, and possesses better scavenging activities towards DPPH but has equivalent hydroxyl radical scavenging activity when compared to BHT. The paper is the first report on free radical scavenging properties of components of the fresh pods of Caesalpinia pulcherrima. The results obtained from the current study indicate that the free radical scavenging property of fresh pods of Caesalpinia pulcherrima may be one of the mechanisms by which this herbal medicine is effective in several free radical mediated diseases.

AB - Thirteen polyphenolics were isolated from fresh pods of Caesalpinia pulcherrima using various methods of column chromatography. The structures of these polyphenolics were elucidated as gallic acid (1), methyl gallate (2), 6-O-galloyl-D-glucoside (3), methyl 6-O-galloyl-β-D-glucoside (4), methyl 3,6-di-O-galloyl-α-D-glucopyranoside (5), gentisic acid 5-O-α-D-(6'-O-galloyl)glucopyranoside (6), guaiacylglycerol 4-O-β-D-(6'-O-galloyl)glucopyranoside (7), 3-methoxy-4-hydroxyphenol 1-O-β-D-(6'-O-galloyl)glucopyranoside (8), (+)-gallocatechin (9), (+)-catechin (10), (+)-gallocatechin 3-O-gallate (11), myricetin 3-rhamnoside (12), and ampelopsin (13). All isolated compounds were tested for their antioxidant activities in the 1,1-diphenyl-2-picrylhydrazyl (DPPH), hydroxyl, and peroxynitrite radicals scavenging assays. Among those compounds, 11, 12, and 2 exhibited the best DPPH-, hydroxyl-, and peroxynitrite radical-scavenging activities, respectively. Compound 7 is a new compound, and possesses better scavenging activities towards DPPH but has equivalent hydroxyl radical scavenging activity when compared to BHT. The paper is the first report on free radical scavenging properties of components of the fresh pods of Caesalpinia pulcherrima. The results obtained from the current study indicate that the free radical scavenging property of fresh pods of Caesalpinia pulcherrima may be one of the mechanisms by which this herbal medicine is effective in several free radical mediated diseases.

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KW - Butylated hydroxytoluene (BHT)

KW - Dihydrorhodamine 123 (DHR 123)

KW - Hydroxyl radical

KW - Peroxynitrite

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