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Characterization of substituted aryl meroterpenoids from red seaweed Hypnea musciformis as potential antioxidants

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Relation http://eprints.cmfri.org.in/11337/
https://www.ncbi.nlm.nih.gov/pubmed/27374595
 
Title Characterization of substituted aryl meroterpenoids from red seaweed
Hypnea musciformis as potential antioxidants
 
Creator Chakraborty, Kajal
Joseph, Deepu
Joy, Minju
Raola, Vamshi Krishna
 
Subject Bioactive compound
Seaweed
 
Description The ethyl acetate fraction of red seaweed Hypnea musciformis was purified to yield three substituted aryl
meroterpenoids, namely, 2-(tetrahydro-5-(4-hydroxyphenyl)-4-pentylfuran-3-yl)-ethyl-4-hydroxy
benzoate (1), 2-2-[(4-hydroxybenzoyl)-oxy]-ethyl-4-methoxy-4-2-[(4-methylpentyl)oxy]-3,4-dihydro-2
H-6-pyranylbutanoic acid (2) and 3-((5-butyl-3-methyl-5,6-dihydro-2H-pyran-2-yl)-methyl)-4-meth
oxy-4-oxobutyl benzoate (3). The structures of these compounds, as well as their relative stereochemistries,
were confirmed by exhaustive NMR spectroscopic data analyses. Compound 1 exhibited similar
2,20-diphenylpicrylhydrazyl radical inhibiting and Fe2+ ion chelating activities (IC50 25.05 and
350.7 lM, respectively) as that of commercial antioxidant gallic acid (IC50 32.3 and 646.6 lM, respectively),
followed by 3 (IC50 231.2 and 667.9 lM, respectively), and 2 (IC50 322.4 and 5115.3 lM, respectively),
in descending order of activities. Structure-activity relationship analysis revealed that the
antioxidant activities of these compounds were directly proportional to the steric and hydrophobic
parameters. The seaweed derived aryl meroterpenoids might serve as potential lead antioxidative molecules
for use in pharmaceutical and food industries.
 
Publisher Elsevier
 
Date 2016
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/11337/1/Characterization%20of%20substituted%20aryl%20meroterpenoids%20from%20red%20seaweed_Kajal%20Chakraborty_Food%20Chemistry_2016.pdf
Chakraborty, Kajal and Joseph, Deepu and Joy, Minju and Raola, Vamshi Krishna (2016) Characterization of substituted aryl meroterpenoids from red seaweed Hypnea musciformis as potential antioxidants. Food Chemistry, 212. pp. 778-788.