期刊
FOOD CHEMISTRY
卷 212, 期 -, 页码 778-788出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.foodchem.2016.06.039
关键词
Seaweed; Hypnea musciformis; Antioxidant activity; Aryl meroterpenoids; Nuclear magnetic resonance spectroscopy; Structure-activity relationship
资金
- Science and Engineering Research Board, Department of Science and Technology, New Delhi, India [SR/S1/OC-96A/2012]
- Ministry of Earth Science
- Indian Council of Agricultural Research
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-methoxy-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 mu M, respectively) as that of commercial antioxidant gallic acid (IC50 32.3 and 646.6 mu M, respectively), followed by 3 (IC50 231.2 and 667.9 mu M, respectively), and 2 (IC50 322.4 and 5115.3 mu M, 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. (C) 2016 Elsevier Ltd. All rights reserved.
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