Document Detail

Cis astaxanthin and especially 9-cis astaxanthin exhibits a higher antioxidant activity in vitro compared to the all-trans isomer.
MedLine Citation:
PMID:  17416351     Owner:  NLM     Status:  MEDLINE    
In recent years, a number of studies have implicated the potent antioxidant property of astaxanthin in various experimental systems; however, these studies employed only the all-trans isomer. On the other hand, it has been reported that all-trans natural astaxanthin is readily isomerized to cis-trans, especially 9-cis and 13-cis isomers, under certain conditions by chemical analysis; however, the biological activities of the cis isomers of astaxanthin are little known. In the present study, we investigated the antioxidant activity of 9-cis and 13-cis astaxanthin compared to the all-trans isomer in vitro. In a stable radical DPPH scavenging activity test and in rat microsome and rabbit erythrocyte ghost membrane lipid peroxidation systems induced by AAPH and t-BuOOH, respectively, the results apparently showed that cis-astaxanthin, especially 9-cis astaxanthin, exhibited a higher antioxidant effect than the all-trans isomer. In addition, during polyunsaturated fatty acid (PUFA) oxidation, both DHA and linoleic acid hydroperoxides formation were markedly inhibited by astaxanthin isomers addition in the order 9-cis >13-cis >all-trans. Furthermore, 9-cis also exhibited the most effective inhibition of the generation of ROS induced by 6-hydroxydopamine (6-OHDA) in human neuroblastoma SH-SY5Y cells among the astaxanthin isomers, as well as on the degradation of collagen type II induced by DHA and linoleic acid hydroperoxides. The above-mentioned results suggest, for the first time, that cis isomer astaxanthin, especially 9-cis astaxanthin, has a much higher antioxidant potency than that of the all-trans isomer.
Xuebo Liu; Toshihiko Osawa
Publication Detail:
Type:  Journal Article     Date:  2007-03-28
Journal Detail:
Title:  Biochemical and biophysical research communications     Volume:  357     ISSN:  0006-291X     ISO Abbreviation:  Biochem. Biophys. Res. Commun.     Publication Date:  2007 May 
Date Detail:
Created Date:  2007-04-20     Completed Date:  2007-06-12     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0372516     Medline TA:  Biochem Biophys Res Commun     Country:  United States    
Other Details:
Languages:  eng     Pagination:  187-93     Citation Subset:  IM    
Laboratory of Food and Biodynamics, Graduate School of Bioagricultural Science, Nagoya University, Nagoya 464-8601, Japan.
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MeSH Terms
Antioxidants / administration & dosage,  chemistry
Cells, Cultured
Dose-Response Relationship, Drug
Erythrocyte Membrane / drug effects,  metabolism*
Microsomes / drug effects,  metabolism*
Oxidation-Reduction / drug effects
Rats, Wistar
Reactive Oxygen Species / metabolism*
Structure-Activity Relationship
Xanthophylls / administration & dosage,  chemistry
Reg. No./Substance:
0/Antioxidants; 0/Reactive Oxygen Species; 0/Xanthophylls; 472-61-7/astaxanthine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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