Abstract
A new fatty acid ester disaccharide, 2-O-(β-d-glucopyranosyl)-1-O-(2E,4Z,7Z)-deca-2,4,7-trienoyl-β-d-glucopyranose (1), a new ascorbic acid derivative, 2-caffeoyl-3-ketohexulofuranosonic acid γ-lactone (2), and a new iridoid glycoside, 10-dimethoxyfermiloside (3), were isolated along with 13 known compounds (4-16) from fermented noni fruit juice (Morinda citrifolia). The structures of the new compounds, together with 4 and 5, were determined by 1D and 2D NMR experiments, as well as comparison with published values. Compounds 2 and 7 showed moderate inhibitory activities in a TNF-α-induced NF-κB assay, and compounds 4 and 6 exhibited considerable quinone reductase-1 (QR1) inducing effects.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Inflammatory Agents / analysis
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Anti-Inflammatory Agents / chemistry
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Anti-Inflammatory Agents / isolation & purification*
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Anti-Inflammatory Agents / pharmacology*
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Disaccharidases / chemistry
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Disaccharidases / isolation & purification*
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Disaccharidases / pharmacology*
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Fatty Acids / chemistry
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Fermentation
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Fruit / chemistry
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Iridoids / analysis
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Iridoids / chemistry
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Iridoids / isolation & purification
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Iridoids / pharmacology
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Molecular Structure
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Morinda / chemistry*
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NAD(P)H Dehydrogenase (Quinone) / drug effects*
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NAD(P)H Dehydrogenase (Quinone) / metabolism
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NF-kappa B / metabolism
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Tumor Necrosis Factor-alpha / analysis
Substances
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2-O-(beta-D-glucopyranosyl)-1-O-(2E,4Z,7Z)-deca-2,4,7-trienoyl-beta-D-glucopyranose
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Anti-Inflammatory Agents
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Fatty Acids
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Iridoids
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NF-kappa B
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Tumor Necrosis Factor-alpha
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NAD(P)H Dehydrogenase (Quinone)
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NQO1 protein, human
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Disaccharidases