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词条 Grandinin
释义

  1. See also

  2. References

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| verifiedrevid = 441141120
| Name = Grandinin
| ImageFile = Grandinin.PNG
| ImageName = Chemical structure of grandinin
| IUPACName =
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 115166-32-0
| CASNoOther =
| PubChem = 492392
| SMILES = C1C2C(C3C4C(C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)C8(C(C(C(O8)CO)O)O)O)OC(=O)C9=CC(=C(C(=C9C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
| InChI =
| MeSHName =
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|Section2={{Chembox Properties
| Formula = C46H34O30
| MolarMass = 1066.74 g/mol
| Appearance =
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Grandinin is an ellagitannin. It can be found in Melaleuca quinquenervia leaves[1] and in oaks species like the North American white oak (Quercus alba) and European red oak (Quercus robur).[2] It shows antioxydant activity.[1] It is an astringent compound.[4] It is also found in wine, red[3] or white,[4] aged in oak barrels.

It is a castalagin glycoside[5] by binding of the pentose lyxose.[6] It contains a nonahydroxytriphenic acid moiety.

It suppresses the phosphorylation of the epidermal growth factor receptor in human colon carcinoma cells.[5]

See also

  • Phenolic compounds in wine

References

1. ^Polyphenols of Melaleuca quinquenervia leaves - pharmacological studies of grandinin. Moharram F. A., Marzouk M. S., El-Toumy S. A. A., Ahmed A. A. E. and Aboutabl E. A., Phytotherapy Research, Volume 17 Issue 7, Pages 767-773, {{doi|10.1002/ptr.1214}}
2. ^{{Cite journal | last1 = Mämmelä | first1 = P. | last2 = Savolainen | first2 = H. | last3 = Lindroos | first3 = L. | last4 = Kangas | first4 = J. | last5 = Vartiainen | first5 = T. | title = Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry | doi = 10.1016/S0021-9673(00)00624-5 | journal = Journal of Chromatography A | volume = 891 | issue = 1 | pages = 75–83 | year = 2000 | pmid = 10999626| pmc = }}
3. ^{{Cite journal | last1 = García-Estévez | first1 = I. | last2 = Escribano-Bailón | first2 = M. T. | last3 = Rivas-Gonzalo | first3 = J. N. C. | last4 = Alcalde-Eon | first4 = C. | title = Development of a fractionation method for the detection and identification of oak ellagitannins in red wines | doi = 10.1016/j.aca.2009.10.020 | journal = Analytica Chimica Acta | volume = 660 | issue = 1–2 | pages = 171–176 | year = 2010 | pmid = 20103159 | pmc = }}
4. ^{{Cite journal | last1 = Marinov | first1 = M. G. | last2 = Dimitrova | first2 = E. D. | last3 = Puech | first3 = J. ‐L. | title = Kinetics of ellagitannin extraction from oak wood using white wine | doi = 10.1080/09571269708718095 | journal = Journal of Wine Research | volume = 8 | pages = 29 | year = 1997 | pmid = | pmc = }}
5. ^{{Cite journal | last1 = Fridrich | first1 = D. | last2 = Glabasnia | first2 = A. | last3 = Fritz | first3 = J. | last4 = Esselen | first4 = M. | last5 = Pahlke | first5 = G. | last6 = Hofmann | first6 = T. | last7 = Marko | first7 = D. | doi = 10.1021/jf073427z | title = Oak Ellagitannins Suppress the Phosphorylation of the Epidermal Growth Factor Receptor in Human Colon Carcinoma Cells | journal = Journal of Agricultural and Food Chemistry | volume = 56 | issue = 9 | pages = 3010–3015 | year = 2008 | pmid = 18419129| pmc = }}, {{INIST|20325664}}
6. ^{{Cite journal | last1 = Hofmann | first1 = T. | last2 = Glabasnia | first2 = A. | last3 = Schwarz | first3 = B. | last4 = Wisman | first4 = K. N. | last5 = Gangwer | first5 = K. A. | last6 = Hagerman | first6 = A. E. | doi = 10.1021/jf062272c | title = Protein Binding and Astringent Taste of a Polymeric Procyanidin, 1,2,3,4,6-Penta-O-galloyl-β-d-glucopyranose, Castalagin, and Grandinin | journal = Journal of Agricultural and Food Chemistry | volume = 54 | issue = 25 | pages = 9503–9509 | year = 2006 | pmid = 17147439| pmc =2597504 }}
{{Ellagitannin}}{{Growth factor receptor modulators}}{{Natural-phenol-stub}}

3 : Ellagitannins|Astringent flavors|Receptor tyrosine kinase inhibitors

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