From Wikipedia, the free encyclopedia
Zapotin
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Names
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IUPAC name
2′,5,6,6′-Tetramethoxyflavone
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Systematic IUPAC name
2-(2,6-Dimethoxyphenyl)-5,6-dimethoxy-4H-1-benzopyran-4-one
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Identifiers
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ChemSpider
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UNII
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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
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O=C\1c3c(OC)c(OC)ccc3O/C(=C/1)c2c(OC)cccc2OC
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Properties
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C19H18O6
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Molar mass
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342.347 g·mol−1
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
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
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^ 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.
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^ 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.
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^ 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.
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Aglycones | Monohydroxyflavone | |
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Dihydroxyflavones | |
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Trihydroxyflavones | |
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Tetrahydroxyflavones | |
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Pentahydroxyflavones | |
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O-methylated flavones | |
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Glycosides | of apigenin | |
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of baicalein | |
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of hypolaetin | |
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of luteolin | |
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Acetylated | |
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Sulfated glycosides | |
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Polymers | |
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Drugs | |
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