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 thirteen 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.