Chemistry:Luteolinidin

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Short description: Ion
Luteolinidin
Luteolinidin.svg
Names
IUPAC name
3′,4′,5,7-Tetrahydroxyflavylium
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1λ4-benzopyran-1-ylium
Other names
2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromenylium
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C15H11O5+
Molar mass 271.24 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Tracking categories (test):

Luteolinidin is a member of the 3-deoxyanthocyanidins. It is a cation with ill-defined anions. This orange species that can be found in Sorghum bicolor.[1][2]

Luteolinidin was shown to inhibit CD38 with relatively high potency compared with previously used inhibitors[3][4]

Glycosides

Luteolinidin 5-O-β-D-[3-O-β-D-glucopyranosyl-2-O-acetylglucopyranoside] (a 3-deoxyanthocyanidin laminaribioside) can be found in the fern Parablechnum novae-zelandiae (syn. Blechnum novae-zelandiae).[5]

See also

  • List of compounds with carbon number 15

References

  1. Nielsen, Kirsten A.; Gotfredsen, Charlotte H.; Buch-Pedersen, Morten J.; Ammitzbøll, Henriette; Mattsson, Ole; Duus, Jens Ø.; Nicholson, Ralph L. (2004). "Inclusions of flavonoid 3-deoxyanthocyanidins in Sorghum bicolor self-organize into spherical structures". Physiological and Molecular Plant Pathology 65 (4): 187–196. doi:10.1016/j.pmpp.2005.02.001. 
  2. Dykes, Linda; Rooney, Lloyd W. (2006). "Sorghum and millet phenols and antioxidants". Journal of Cereal Science 44 (3): 236–251. doi:10.1016/j.jcs.2006.06.007. 
  3. Kellenberger, Esther; Kuhn, Isabelle; Schuber, Francis; Muller-Steffner, Hélène (2011). "Flavonoids as inhibitors of human CD38". Bioorganic & Medicinal Chemistry Letters 21 (13): 3939–3942. doi:10.1016/j.bmcl.2011.05.022. PMID 21641214. 
  4. Boslett, James; Hemann, Craig; Zhao, Yong Juan; Lee, Hon-Cheung; Zweier, Jay L. (2017). "Luteolinidin protects the postischemic heart through CD38 inhibition with preservation of NAD(P)(H)". The Journal of Pharmacology and Experimental Therapeutics 361 (1): 99–108. doi:10.1124/jpet.116.239459. PMID 28108596. 
  5. Swinny, Ewald E. (2001). "A novel acetylated 3-deoxyanthocyanidin laminaribioside from the fern Blechnum novae-zelandiae". Zeitschrift für Naturforschung C: Biosciences 56 (3–4): 177–180. doi:10.1515/znc-2001-3-402. PMID 11371005.