Grandinin: Difference between revisions

Grandinin
Identifiers
CAS Number	115166-32-0;
3D model (JSmol)	Interactive image;
PubChem CID	492392;
CompTox Dashboard (EPA)	DTXSID101029292 ;
	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;
Properties
Chemical formula	C46H34O30
Molar mass	1066.74 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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Revision as of 19:39, 12 February 2010

Grandinin is a ellagitannin. It can be found in Melaleuca quinquenervia leaves and oak^[1]. It shows antioxydant activity^[2]. It is a castalagin glycoside^[3] by binding of the pentose lyxose^[4].

Reference

^ Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry. Pirjo Mämmelä, Heikki Savolainenb, Lasse Lindroosa, Juhani Kangasd and Terttu Vartiainen, Journal of Chromatography A, Volume 891, Issue 1, 1 September 2000, Pages 75-83
^ 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
^ Oak Ellagitannins Suppress the Phosphorylation of the Epidermal Growth Factor Receptor in Human Colon Carcinoma Cells. Fridrich D., Glabasnia A., Fritz J., Esselen M., Pahlke G., Hofmann T. and Marko D., Journal of agricultural and food chemistry, 2008, vol. 56, no9, pp. 3010-3015
^ Protein Binding and Astringent Taste of a Polymeric Procyanidin, 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose, Castalagin and Grandinin. Hofmann T., Glabasnia A., Schwarz B., Wisman K. N., Gangwer K. A. and Hagerman A. E., J Agric Food Chem. 2006 December 13; 54(25): 9503–9509

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[1] Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry. Pirjo Mämmelä, Heikki Savolainenb, Lasse Lindroosa, Juhani Kangasd and Terttu Vartiainen, Journal of Chromatography A, Volume 891, Issue 1, 1 September 2000, Pages 75-83

[2] 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

[3] Oak Ellagitannins Suppress the Phosphorylation of the Epidermal Growth Factor Receptor in Human Colon Carcinoma Cells. Fridrich D., Glabasnia A., Fritz J., Esselen M., Pahlke G., Hofmann T. and Marko D., Journal of agricultural and food chemistry, 2008, vol. 56, no9, pp. 3010-3015

[4] Protein Binding and Astringent Taste of a Polymeric Procyanidin, 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose, Castalagin and Grandinin. Hofmann T., Glabasnia A., Schwarz B., Wisman K. N., Gangwer K. A. and Hagerman A. E., J Agric Food Chem. 2006 December 13; 54(25): 9503–9509

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-'''Grandinin''' is a tannin. It can be found in ''[[Melaleuca quinquenervia]]'' leaves and oak<ref>[http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6TG8-4117RPC-5&_user=10&_coverDate=09%2F01%2F2000&_rdoc=1&_fmt=high&_orig=search&_sort=d&_docanchor=&view=c&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=c2962d1d19188ce7ca9ab1fe9797bc92 Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry. Pirjo Mämmelä, Heikki Savolainenb, Lasse Lindroosa, Juhani Kangasd and Terttu Vartiainen, Journal of Chromatography A, Volume 891, Issue 1, 1 September 2000, Pages 75-83]</ref>. It shows antioxydant activity<ref>[http://www3.interscience.wiley.com/journal/104552050/abstract?SRETRY=0 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]</ref>. It is a [[castalagin]] glycoside<ref>[http://cat.inist.fr/?aModele=afficheN&cpsidt=20325664 Oak Ellagitannins Suppress the Phosphorylation of the Epidermal Growth Factor Receptor in Human Colon Carcinoma Cells. Fridrich D., Glabasnia A., Fritz J., Esselen M., Pahlke G., Hofmann T. and Marko D., Journal of agricultural and food chemistry, 2008, vol. 56, no9, pp. 3010-3015]</ref> by binding of the pentose [[lyxose]]<ref>[http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2597504/ Protein Binding and Astringent Taste of a Polymeric Procyanidin, 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose, Castalagin and Grandinin. Hofmann T., Glabasnia A., Schwarz B., Wisman K. N., Gangwer K. A. and Hagerman A. E., J Agric Food Chem. 2006 December 13; 54(25): 9503–9509]</ref>.
+'''Grandinin''' is a [[ellagitannin]]. It can be found in ''[[Melaleuca quinquenervia]]'' leaves and oak<ref>[http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6TG8-4117RPC-5&_user=10&_coverDate=09%2F01%2F2000&_rdoc=1&_fmt=high&_orig=search&_sort=d&_docanchor=&view=c&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=c2962d1d19188ce7ca9ab1fe9797bc92 Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry. Pirjo Mämmelä, Heikki Savolainenb, Lasse Lindroosa, Juhani Kangasd and Terttu Vartiainen, Journal of Chromatography A, Volume 891, Issue 1, 1 September 2000, Pages 75-83]</ref>. It shows antioxydant activity<ref>[http://www3.interscience.wiley.com/journal/104552050/abstract?SRETRY=0 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]</ref>. It is a [[castalagin]] glycoside<ref>[http://cat.inist.fr/?aModele=afficheN&cpsidt=20325664 Oak Ellagitannins Suppress the Phosphorylation of the Epidermal Growth Factor Receptor in Human Colon Carcinoma Cells. Fridrich D., Glabasnia A., Fritz J., Esselen M., Pahlke G., Hofmann T. and Marko D., Journal of agricultural and food chemistry, 2008, vol. 56, no9, pp. 3010-3015]</ref> by binding of the pentose [[lyxose]]<ref>[http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2597504/ Protein Binding and Astringent Taste of a Polymeric Procyanidin, 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose, Castalagin and Grandinin. Hofmann T., Glabasnia A., Schwarz B., Wisman K. N., Gangwer K. A. and Hagerman A. E., J Agric Food Chem. 2006 December 13; 54(25): 9503–9509]</ref>.
 ==Reference==