Zapotin: Difference between revisions
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| ImageFile = zapotin.svg |
| ImageFile = zapotin.svg |
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| ImageSize = 200px |
| ImageSize = 200px |
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| IUPACName = |
| IUPACName = 2′,5,6,6′-Tetramethoxyflavone |
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| SystematicName = 2-(2,6-Dimethoxyphenyl)-5,6-dimethoxy-4''H''-1-benzopyran-4-one |
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| OtherNames = |
| OtherNames = |
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|Section1={{Chembox Identifiers |
|Section1={{Chembox Identifiers |
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| CASNo = 14813-19-5 |
| CASNo = 14813-19-5 |
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| CASNo_Ref = {{cascite|correct|}} |
| CASNo_Ref = {{cascite|correct|}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = Z7CW4S27SB |
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| PubChem = 629965 |
| PubChem = 629965 |
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| ChemSpiderID = 547068 |
| ChemSpiderID = 547068 |
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| SMILES = O=C\1c3c(OC)c(OC)ccc3O/C(=C/1)c2c(OC)cccc2OC |
| SMILES = O=C\1c3c(OC)c(OC)ccc3O/C(=C/1)c2c(OC)cccc2OC |
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| InChI = 1/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 |
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| InChIKey = PBQMALAAFQMDSP-UHFFFAOYAT |
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| StdInChI = 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 |
| StdInChI = 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 |
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| StdInChIKey = PBQMALAAFQMDSP-UHFFFAOYSA-N |
| StdInChIKey = PBQMALAAFQMDSP-UHFFFAOYSA-N |
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'''Zapotin''' is a natural chemical compound, classified as a [[flavone]], isolated from [[White sapote]] (''Casimiroa edulis'').<ref>{{cite journal | doi = 10.1016/0040-4020(60)80001-4 | title = 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) | year = 1960 | last1 = Sondheimer | first1 = F | journal = Tetrahedron | volume = 9 | issue = 3–4 | pages = |
'''Zapotin''' is a natural chemical compound, classified as a [[flavone]], isolated from [[White sapote]] (''Casimiroa edulis'').<ref>{{cite journal | doi = 10.1016/0040-4020(60)80001-4 | title = 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) | year = 1960 | last1 = Sondheimer | first1 = F | journal = Tetrahedron | volume = 9 | issue = 3–4 | pages = 139–144}}</ref> |
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Several recent ''[[in vitro]]'' studies have shown that zapotin has potential anti-carcinogenic effects against isolated [[colon cancer]] cells.<ref>{{cite journal |author=Murillo G |title=Zapotin, a phytochemical present in a Mexican fruit, prevents colon carcinogenesis |journal=[[Nutrition and Cancer]] |volume=57 |issue=1 |pages=28–37 |year=2007 |pmid=17516860 |doi=10.1080/01635580701268097 |
Several recent ''[[in vitro]]'' studies have shown that zapotin has potential anti-carcinogenic effects against isolated [[colon cancer]] cells.<ref>{{cite journal |author=Murillo G |title=Zapotin, a phytochemical present in a Mexican fruit, prevents colon carcinogenesis |journal=[[Nutrition and Cancer]] |volume=57 |issue=1 |pages=28–37 |year=2007 |pmid=17516860 |doi=10.1080/01635580701268097 |author2=Hirschelman WH |author3=Ito A |last4=Moriarty |first4=Robert M. |last5=Kinghorn |first5=A. Douglas |last6=Pezzuto |first6=John M. |last7=Mehta |first7=Rajendra G. |s2cid=20080099 }}</ref><ref>{{cite journal |vauthors=Maiti A, Cuendet M, Kondratyuk T, Croy VL, Pezzuto JM, Cushman M |title=Synthesis and cancer chemopreventive activity of zapotin, a natural product from ''Casimiroa edulis'' |journal=[[Journal of Medicinal Chemistry]] |publisher=[[American Chemical Society]] |volume=50 |issue=2 |pages=350–5 |date=Jan 2007 |pmid=17228877 |pmc=2523270 |doi= 10.1021/jm060915+}}</ref> |
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== References == |
== References == |
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{{Flavone}} |
{{Flavone}} |
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[[Category:O- |
[[Category:O-methylated flavones]] |
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[[Category:Flavonoids found in Rutaceae]] |
[[Category:Flavonoids found in Rutaceae]] |
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Latest revision as of 21:55, 6 March 2024
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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 | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| 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).
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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
[edit]- ^ 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.
- ^ 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.
- ^ 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.