Zapotin

Zapotin
Names
IUPAC name
2′,5,6,6′-Tetramethoxyflavone
Systematic IUPAC name
2-(2,6-Dimethoxyphenyl)-5,6-dimethoxy-4H-1-benzopyran-4-one
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C19H18O6/c1-21-12-6-5-7-13(22-2)18(12)16-10-11(20)17-14(25-16)8-9-15(23-3)19(17)24-4/h5-10H,1-4H3
    Key: PBQMALAAFQMDSP-UHFFFAOYSA-N
  • O=C\1c3c(OC)c(OC)ccc3O/C(=C/1)c2c(OC)cccc2OC
Properties
C19H18O6
Molar mass 342.347 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Zapotin is a natural chemical compound, classified as a flavone, isolated from White sapote (Casimiroa edulis).[1]

Several recent in vitro studies have shown that zapotin has potential anti-carcinogenic effects against isolated colon cancer cells.[2][3]

References

  1. ^ Sondheimer F (1960). "Constituents of Casimiroa edulis Llave et Lex.—VI 2′,5,6-Trimethoxyflavone, 2′,5,6,7-tetramethoxyflavone (zapotin) and 5-hydroxy-2′,6,7-trimethoxyflavone (zapotinin)". Tetrahedron. 9 (3–4): 139–144. doi:10.1016/0040-4020(60)80001-4.
  2. ^ Murillo G, Hirschelman WH, Ito A, Moriarty RM, Kinghorn AD, Pezzuto JM, et al. (2007). "Zapotin, a phytochemical present in a Mexican fruit, prevents colon carcinogenesis". Nutrition and Cancer. 57 (1): 28–37. doi:10.1080/01635580701268097. PMID 17516860. S2CID 20080099.
  3. ^ Maiti A, Cuendet M, Kondratyuk T, Croy VL, Pezzuto JM, Cushman M (Jan 2007). "Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis". Journal of Medicinal Chemistry. 50 (2). American Chemical Society: 350–5. doi:10.1021/jm060915+. PMC 2523270. PMID 17228877.