Anti-inflammatory and Quinone Reductase Inducing Compounds from Fermented Noni (Morinda citrifolia) Juice Exudates

  • J Nat Prod. 2016 Jun 24;79(6):1508-13. doi: 10.1021/acs.jnatprod.5b00970.
Ui Joung Youn  1  2 ,  Eun-Jung Park  1 ,  Tamara P Kondratyuk  1 ,  Mayuramas Sang-Ngern  1 ,  Marisa M Wall  3 ,  Yanzhang Wei  4 ,  John M Pezzuto  1 ,  Leng Chee Chang  1
Affiliations
  • 1. Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo , Hilo, Hawaii 96720, United States.
  • 2. Division of Life Sciences, Korea Polar Research Institute, KIOST , Incheon, 21990, Republic of Korea.
  • 3. United States Department of Agriculture, Daniel K. Inouye U.S. Pacific Basin Agricultural Research Center , Hilo, Hawaii 96720, United States.
  • 4. Clemson University , Clemson, South Carolina 29634, United States.
PMID: 27196335 DOI: 10.1021/acs.jnatprod.5b00970
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.