Casticin

Last updated
Casticin
Casticin.svg
Names
IUPAC name
3′,5-Dihydroxy-3,4′,6,7-tetramethoxyflavone
Systematic IUPAC name
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-4H-1-benzopyran-4-one
Other names
Vitexicarpin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3
    Key: PJQLSMYMOKWUJG-UHFFFAOYSA-N
  • InChI=1/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3
    Key: PJQLSMYMOKWUJG-UHFFFAOYAH
  • COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)O
Properties
C19H18O8
Molar mass 374.34 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Casticin is a methoxylated flavonol, meaning the core flavonoid structure has methyl groups attached. Found in Artemisia annua , the flavonoid has been shown to enhance the antimalarial activity of artemisinin though casticin itself has no direct antimalarial effects. [1] [2] It has been shown to have anti-mitotic activity. It is also found in Vitex agnus-castus . [3]

References

  1. ↑ Elford BC; Roberts MF; Phillipson JD; Wilson RJ (1987). "Potentiation of the antimalarial activity of qinghaosu by methoxylated flavones". Trans R Soc Trop Med Hyg. 81 (3): 434–436. doi:10.1016/0035-9203(87)90161-1. PMID   3318019.
  2. ↑ Liu KC; Yang SL; Roberts MF; Elford BC; Phillipson JD (1992). "Antimalarial activity of Artemisia annua flavonoids from whole plants and cell cultures". Plant Cell Rep. 11 (12): 537–640. doi:10.1007/bf00236389. PMID   24213368. S2CID   9405266.
  3. ↑ Hoberg, Eva; Meier, Beat; Sticher, Otto (2000). "An analytical high performance liquid chromatographic method for the determination of agnuside and p-hydroxybenzoic acid contents in Agni-casti fructus". Phytochemical Analysis. 11 (5): 327–329. doi:10.1002/1099-1565(200009/10)11:5<327::AID-PCA523>3.0.CO;2-0.


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