title: Anti-inflammatory and Quinone Reductase Inducing Compounds from Fermented Noni (Morinda citrifolia) Juice Exudates.
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.
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo , Hilo, Hawaii 96720, United States.|Division of Life Sciences, Korea Polar Research Institute, KIOST , Incheon, 21990, Republic of Korea.
authors.forename: Ui Joung
authors.initials: UJ
authors.lastname: Youn
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo , Hilo, Hawaii 96720, United States.
authors.forename: Eun-Jung
authors.initials: EJ
authors.lastname: Park
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo , Hilo, Hawaii 96720, United States.
authors.forename: Tamara P
authors.initials: TP
authors.lastname: Kondratyuk
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo , Hilo, Hawaii 96720, United States.
authors.forename: Mayuramas
authors.initials: M
authors.lastname: Sang-Ngern
authors.affiliation: United States Department of Agriculture, Daniel K. Inouye U.S. Pacific Basin Agricultural Research Center , Hilo, Hawaii 96720, United States.
authors.forename: Marisa M
authors.initials: MM
authors.lastname: Wall
authors.affiliation: Clemson University , Clemson, South Carolina 29634, United States.
authors.forename: Yanzhang
authors.initials: Y
authors.lastname: Wei
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo , Hilo, Hawaii 96720, United States.
authors.forename: John M
authors.initials: JM
authors.lastname: Pezzuto
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo , Hilo, Hawaii 96720, United States.
authors.forename: Leng Chee
authors.initials: LC
authors.lastname: Chang
mesh_terms: D000893:Anti-Inflammatory Agents / Q000032:analysis / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004186:Disaccharidases / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D005227:Fatty Acids / Q000737:chemistry; D005285:Fermentation; D005638:Fruit / Q000737:chemistry; D039823:Iridoids / Q000032:analysis / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D015394:Molecular Structure; D032066:Morinda / Q000737:chemistry*; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000187:drug effects* / Q000378:metabolism; D016328:NF-kappa B / Q000378:metabolism; D014409:Tumor Necrosis Factor-alpha / Q000032:analysis
chemical_list: C000618511:2-O-(beta-D-glucopyranosyl)-1-O-(2E,4Z,7Z)-deca-2,4,7-trienoyl-beta-D-glucopyranose; D000893:Anti-Inflammatory Agents; D005227:Fatty Acids; D039823:Iridoids; D016328:NF-kappa B; D014409:Tumor Necrosis Factor-alpha; D016660:NAD(P)H Dehydrogenase (Quinone); C447479:NQO1 protein, human; D004186:Disaccharidases