Mechanism of the superoxide scavenging activity of neoandrographolide - A natural product from Andrographis paniculata nees

Ricky Emery Kamdem; Shengmin Sang; Chi Tang Ho

doi:10.1021/jf025556f

Mechanism of the superoxide scavenging activity of neoandrographolide - A natural product from Andrographis paniculata nees

Ricky Emery Kamdem, Shengmin Sang, Chi Tang Ho

School of Environmental and Biological Sciences, Food Science

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

45 Scopus citations

Abstract

It was hypothesized that neoandrographolide might scavenge free radicals by donating the allylic hydrogen of the unsaturated lactone ring. It was found that the stoichiometry of the reaction between neoandrographolide and superoxide radical generated from KO₂ in DMSO was 2 to 1. One major reaction product was isolated and determined to be a diacid formed by the opening of the lactone ring. It was concluded that the antiradical activity of neoandrographolide proceeded by hydrogen abstraction from carbon C-15. A reaction mechanism was proposed.

Original language	English (US)
Pages (from-to)	4662-4665
Number of pages	4
Journal	Journal of agricultural and food chemistry
Volume	50
Issue number	16
DOIs	https://doi.org/10.1021/jf025556f
State	Published - Jul 31 2002

All Science Journal Classification (ASJC) codes

Chemistry(all)
Agricultural and Biological Sciences(all)

Keywords

Andrographis paniculata
Antiradical activity
Diterpene lactone
Neoandrographolide
Superoxide radical

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10.1021/jf025556f

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title = "Mechanism of the superoxide scavenging activity of neoandrographolide - A natural product from Andrographis paniculata nees",

abstract = "It was hypothesized that neoandrographolide might scavenge free radicals by donating the allylic hydrogen of the unsaturated lactone ring. It was found that the stoichiometry of the reaction between neoandrographolide and superoxide radical generated from KO2 in DMSO was 2 to 1. One major reaction product was isolated and determined to be a diacid formed by the opening of the lactone ring. It was concluded that the antiradical activity of neoandrographolide proceeded by hydrogen abstraction from carbon C-15. A reaction mechanism was proposed.",

keywords = "Andrographis paniculata, Antiradical activity, Diterpene lactone, Neoandrographolide, Superoxide radical",

author = "Kamdem, {Ricky Emery} and Shengmin Sang and Ho, {Chi Tang}",

year = "2002",

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AU - Kamdem, Ricky Emery

AU - Sang, Shengmin

AU - Ho, Chi Tang

PY - 2002/7/31

Y1 - 2002/7/31

N2 - It was hypothesized that neoandrographolide might scavenge free radicals by donating the allylic hydrogen of the unsaturated lactone ring. It was found that the stoichiometry of the reaction between neoandrographolide and superoxide radical generated from KO2 in DMSO was 2 to 1. One major reaction product was isolated and determined to be a diacid formed by the opening of the lactone ring. It was concluded that the antiradical activity of neoandrographolide proceeded by hydrogen abstraction from carbon C-15. A reaction mechanism was proposed.

AB - It was hypothesized that neoandrographolide might scavenge free radicals by donating the allylic hydrogen of the unsaturated lactone ring. It was found that the stoichiometry of the reaction between neoandrographolide and superoxide radical generated from KO2 in DMSO was 2 to 1. One major reaction product was isolated and determined to be a diacid formed by the opening of the lactone ring. It was concluded that the antiradical activity of neoandrographolide proceeded by hydrogen abstraction from carbon C-15. A reaction mechanism was proposed.

KW - Andrographis paniculata

KW - Antiradical activity

KW - Diterpene lactone

KW - Neoandrographolide

KW - Superoxide radical

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JO - Journal of Agricultural and Food Chemistry

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Mechanism of the superoxide scavenging activity of neoandrographolide - A natural product from Andrographis paniculata nees

Abstract

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