Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity

J Nat Prod. 2005 Apr;68(4):592-5. doi: 10.1021/np0495985.

Abstract

Purification of a n-BuOH-soluble partition of the MeOH extract of Morinda citrifolia (Noni) fruits led to the isolation of two new iridoid glucosides, 6alpha-hydroxyadoxoside (1) and 6beta,7beta-epoxy-8-epi-splendoside (2), as well as 17 known compounds, americanin A (3), narcissoside (4), asperuloside, asperulosidic acid, borreriagenin, citrifolinin B epimer a, citrifolinin B epimer b, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, d-glucose, d-mannitol, methyl alpha-d-fructofuranoside, methyl beta-d-fructofuranoside, nicotifloroside, and beta-sitosterol 3-O-beta-d-glucopyranoside. The structures of the new compounds were determined by spectroscopic data interpretation. Compound 4, borreriagenin, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, methyl alpha-d-fructofuranoside, and methyl beta-d-fructofuranoside were isolated for the first time from M. citrifolia. The antioxidant activity was evaluated for all isolates in terms of both DPPH and ONOO(-) bioassays. The neolignan, americanin A (3), was found to be a potent antioxidant in these assays.

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Biphenyl Compounds
  • Cyclopentane Monoterpenes
  • Dioxins / chemistry
  • Dioxins / isolation & purification
  • Dioxins / pharmacology
  • Fruit / chemistry
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Glucosides / pharmacology
  • Iridoids / chemistry
  • Iridoids / isolation & purification*
  • Iridoids / pharmacology
  • Molecular Structure
  • Morinda / chemistry*
  • Picrates / pharmacology
  • Plants, Medicinal / chemistry*
  • Pyrans / chemistry
  • Pyrans / isolation & purification
  • Pyrans / pharmacology

Substances

  • 6alpha-hydroxyadoxoside
  • 6beta,7beta-epoxy-8-epi-splendoside
  • Antioxidants
  • Biphenyl Compounds
  • Cyclopentane Monoterpenes
  • Dioxins
  • Glucosides
  • Iridoids
  • Picrates
  • Pyrans
  • americanin A
  • 1,1-diphenyl-2-picrylhydrazyl
  • asperuloside