Abstract

An investigation of anti-oxidative compounds from the brown alga Dictyopteris undulata has led to the isolation and identification of isozonarol, isozonarone, chromazonarol, zonaroic acid and isozonaroic acid. Their structures were identified by comparison of MS and NMR spectra. Full NMR assignment and absolute configuration of isozonaroic acid are described. Isozonarol showed the most potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity among the compounds isolated.

Highlights

  • Radical species such as active oxygen can promote arteriosclerosis and liver disease by accumulating peroxide in the body

  • In our screening for anti-oxidative substances, we found the methanol extract of Dictyopteris undulata had strong DPPH radical scavenge activity

  • These results suggest carboxylic acidacid. These results suggest that that the the carboxylic acid. These results suggest that the para-hydroquinone structure may be important for radical scavenging activity of these para-hydroquinone structure may be important for radical scavenging activity of these para-hydroquinone structure may be important for DPPH radical scavenging activity of these sesquiterpenoids

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Summary

Introduction

Radical species such as active oxygen can promote arteriosclerosis and liver disease by accumulating peroxide in the body. As an attempt to search for new antioxidants from natural source materials, we screened extracts of macroalgae and microalgae for 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity. This method is widely used to determine the antioxidant activity [4]. DPPH radical scavenging activities were observed in the lipid-soluble fraction of the red alga Neorhodomela aculeata [5]. Since full relative configurations of one of compounds (5) has not been determined. We revealed the relative and absolute configuration of isozonaroic acid (5) and considered the biosynthetic mechanism of a series of compounds

Results and Discussion
Methyl
Semisynthesis
Materials and Methods
Isolation of Compounds
Semisynthesis of Isozonaroic Acid from Isozonarol
DPPH Radical Scavenge Assay
Conclusions
Full Text
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