Miquelianin Explained

Miquelianin (quercetin 3-O-glucuronide) is a flavonol glucuronide, a type of phenolic compound present in wine,^[1] in species of St John's wort,^[2] like Hypericum hirsutum,^[3] in Nelumbo nucifera (Indian lotus)^[4] or in green beans.^[5]

It is also a rat plasma quercetin metabolite.^[6] It shows an antioxidant effect in human plasma.^[7] In vitro studies indicate that miquelianin is able to reach the central nervous system from the small intestine.^[8]

See also

• Phenolic content in wine

Notes and References

1. Ghiselli . A. . Nardini . M. . Baldi . A. . Scaccini . C. . Antioxidant Activity of Different Phenolic Fractions Separated from an Italian Red Wine . 10.1021/jf970486b . Journal of Agricultural and Food Chemistry . 46 . 2 . 361–367 . 1998 . 10554247.
2. Wei . Y. . Xie . Q. . Dong . W. . Ito . Y. . Separation of epigallocatechin and flavonoids from Hypericum perforatum L. By high-speed counter-current chromatography and preparative high-performance liquid chromatography . 10.1016/j.chroma.2008.12.056 . Journal of Chromatography A . 1216 . 19 . 4313–4318 . 2009 . 19150073. 2777726 .
3. Kitanov . G. M. . 10.1007/BF00597593 . Miquelianin and other polyphenols from Hypericum hirsutum . Chemistry of Natural Compounds . 24 . 119–120 . 1988 . 37846890 .
4. Kashiwada . Y. . Aoshima . A. . Ikeshiro . Y. . Chen . Y. P. . Furukawa . H. . Itoigawa . M. . Fujioka . T. . Mihashi . K. . Cosentino . L. M. . Morris-Natschke . 10.1016/j.bmc.2004.10.020 . S. L. . Lee . K. H. . Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera, and structure–activity correlations with related alkaloids . Bioorganic & Medicinal Chemistry . 13 . 2 . 443–448 . 2005 . 15598565 .
5. Plumb . G. W. . Price . K. R. . Williamson . G. . 10.1179/135100099101534800 . Antioxidant properties of flavonol glycosides from green beans . Redox Report . 4 . 3 . 123–127 . 1999 . 10496415. free .
6. Moon . J. H. . Tsushida . T. . Nakahara . K. . Terao . J. . Identification of quercetin 3-O-β-D-glucuronide as an antioxidative metabolite in rat plasma after oral administration of quercetin . 10.1016/S0891-5849(01)00522-6 . Free Radical Biology and Medicine . 30 . 11 . 1274–1285 . 2001 . 11368925.
7. Terao . J. . Yamaguchi . S. . Shirai . M. . Miyoshi . M. . Moon . J. H. . Oshima . S. . Inakuma . T. . Tsushida . T. . Kato . Y. . 10.1080/10715760100301421 . Protection by quercetin and quercetin 3-O-β-D-glucuronide of peroxynitrite-induced antioxidant consumption in human plasma low-density lipoprotein . Free Radical Research . 35 . 6 . 925–931 . 2001 . 11811543. 22095635 .
8. Juergenliemk . G. . Boje . K. . Huewel . S. . Lohmann . C. . Galla . H. J. . Nahrstedt . A. . In Vitro Studies Indicate that Miquelianin (Quercetin 3-O-β-D-Glucuronopyranoside) is Able to Reach the CNS from the Small Intestine . 10.1055/s-2003-45148 . Planta Medica . 69 . 11 . 1013–1017 . 2003 . 14735439.