Lipoxygenase inhibitory constituents of the fruits of noni (Morinda citrifolia) collected in Tahiti.
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.
Deng
Shixin
S
Research and Development Department, Tahitian Noni International, 737 East, 1180 South, American Fork, Utah 84003, USA. shixin_deng@tni.com
Palu
'Afa K
'K
West
Brett J
BJ
Su
Chen X
CX
Zhou
Bing-Nan
BN
Jensen
Jarakae C
JC
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D052246:Cyclooxygenase 2 Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005638:Fruit / Q000737:chemistry; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D016859:Lipoxygenase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D032066:Morinda / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D011114:Polynesia
D000894:Anti-Inflammatory Agents, Non-Steroidal; D052246:Cyclooxygenase 2 Inhibitors; D017705:Lignans; D016859:Lipoxygenase Inhibitors