Lipoxygenase inhibitory constituents of the fruits of noni (Morinda citrifolia) collected in Tahiti

J Nat Prod. 2007 May;70(5):859-62. doi: 10.1021/np0605539. Epub 2007 Mar 23.

Abstract

A phytochemical study of the fruits of noni (Morinda citrifolia) collected in Tahiti led to the isolation of two new lignans, (+)-3,4,3',4'-tetrahydroxy-9,7'alpha-epoxylignano-7 alpha,9'-lactone (1) and (+)-3,3'-bisdemethyltanegool (2), as well as seven known compounds, (-)-pinoresinol (3), (-)-3,3'-bisdemethylpinoresinol (4), quercetin (5), kaempferol (6), scopoletin (7), isoscopoletin (8), and vanillin. The structures of 1 and 2 were determined by spectroscopic techniques. Compounds 3, 6, and 8 were isolated for the first time from noni fruit. Compounds 1-8 were shown to inhibit 5- and/or 15-lipoxygenase, with IC50 values ranging from 0.43 to 16.5 microM. Compound 5 exhibited weak inhibitory activity toward cyclooxygenase-2.

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Cyclooxygenase 2 Inhibitors / chemistry
  • Cyclooxygenase 2 Inhibitors / isolation & purification
  • Cyclooxygenase 2 Inhibitors / pharmacology
  • Fruit / chemistry
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology
  • Lipoxygenase Inhibitors / chemistry
  • Lipoxygenase Inhibitors / isolation & purification*
  • Lipoxygenase Inhibitors / pharmacology*
  • Molecular Structure
  • Morinda / chemistry*
  • Plants, Medicinal / chemistry*
  • Polynesia

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Cyclooxygenase 2 Inhibitors
  • Lignans
  • Lipoxygenase Inhibitors