Luteolinidin
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
  • InChI=1S/C15H10O5/c16-9-6-12(18)10-2-4-14(20-15(10)7-9)8-1-3-11(17)13(19)5-8/h1-7H,(H3-,16,17,18,19)/p+1 ☒N
    Key: GDNIGMNXEKGFIP-UHFFFAOYSA-O ☒N
  • InChI=1/C15H10O5/c16-9-6-12(18)10-2-4-14(20-15(10)7-9)8-1-3-11(17)13(19)5-8/h1-7H,(H3-,16,17,18,19)/p+1
    Key: GDNIGMNXEKGFIP-IKLDFBCSAL
  • C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2)O)O)O)O
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).
☒N verify (what is checkY☒N ?)
Infobox references

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

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. S2CID 83721762.
  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. S2CID 4976794.
  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. S2CID 30820294.
  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. PMC 5363772. PMID 28108596. S2CID 206502673.
  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. S2CID 6016283.
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