Catalogue number C108007
Chemical nameJaceosidin
CAS Number18085-97-7
Molecular WeightC17H14O7
Physical DescriptionYellow cryst.
SolventChloroform, Dichloromethane,DMSO
StorageStored at 2-8°C, Protected from air and light, refrigerate or freeze

Jaceosidin has been shown to exert anticancer, anti-oxidative, anti-inflammatory, and immunosuppressive effects.

Jaceosidin inhibits the TPA-induced upregulation of cyclooxygenase-2 and matrix metalloproteinase-9 by blocking extracellular signal-regulated protein kinase-1 and -2 phosphorylation in human breast epithelial cells, which may be indicative of its chemopreventive potential.

Microglia are the innate immune cells in the central nervous system, and they play a central role in the initiation and maintenance of neuroinflammation. We report that jaceosidin inhibits inflammatory activation of microglia, reducing nitric oxide (NO) production and proinflammatory cytokine expression. IC50 for NO inhibition was 27 +/- 0.4 uM. The flavone also attenuated microglial neurotoxicity in the microglia/neuroblastoma co-culture. Systemic injection of jaceosidin ameliorated neuroinflammation in the mouse model of experimental allergic encephalomyelitis. These results indicate that plant flavone jaceosidin is a microglial inhibitor with anti-neuroinflammation activity.

Eupatilin and jaceosidin were also found to moderately inhibit CYP2C19-catalyzed [S]-mephenytoin 4¢-hydroxylation, CYP2D6-catalyzed bufuralol 1¢-hydroxylation, and CYP2C8-catalyzed amodiaquine N-deethylation. Kinetic analysis of human liver microsomes showed that eupatilin is a competitive inhibitor of CYP1A2 with a Ki value of 2.3 mM and a mixed-type inhibitor of CYP2C9 with a Ki value of 1.6 mM. Jaceosidin was shown to be a competitive inhibitor of CYP1A2 with a Ki value of 3.8 mM and a mixed-type inhibitor of CYP2C9 with Ki value of 6.4 mM in human liver microsomes. These in vitro results suggest that eupatilin and jaceosidin should be further examined for potential pharmacokinetic drug interactions in vivo due to inhibition of CYP1A2 and CYP2C9.

References1. Chemistry of Natural Compounds, 2006, 42(2), 230-231.
2. Ann N Y Acad Sci., 2007, 1095, 458-466.
3. Phytother Res., 2013, 27(3), 404-411.
4. Molecules, 2010, 15(9), 6466-6475.
5. Food Chemistry, 2011, 129(2), 679-683.
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