Chemical constituents from the fruit of Gardenia jasminoides and their inhibitory effects on nitric oxide production

Bioorg Med Chem Lett. 2013 Feb 15;23(4):1127-31. doi: 10.1016/j.bmcl.2012.11.099. Epub 2012 Dec 2.


Three new iridoid glycosides, 6"-O-trans-caffeoylgenipin gentiobioside (1), genipin 1-O-β-D-apiofuranosyl (1→6)-β-D-glucopyranoside (2), genipin 1-O-α-D-xylopyranosyl (1→6)-β-D-glucopyranoside (3), three new monocyclic monoterpenoids, jasminoside R (4), jasminoside S (5), jasminoside T (6), together with nine known iridoid glycosides (7-15) and three crocetin glycosides (16-18), were isolated from the fruit of Gardenia jasminoides. Their chemical structures were established mainly by 1D and 2D NMR techniques and mass spectrometry. Inhibitory effects of the isolated compounds on nitric oxide production in lipopolysaccaride-activated macrophages were evaluated. Compounds 8 and 18 showed strong inhibitory activity on NO production with IC(50) values of 11.14±0.67 and 5.99±0.54 μM, respectively.

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / therapeutic use*
  • Fruit / chemistry
  • Gardenia / chemistry*
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis*


  • Anti-Inflammatory Agents, Non-Steroidal
  • Nitric Oxide