Luteolinidin

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).
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Infobox references

Luteolinidin is a member of the 3-deoxyanthocyanidins. It is an orange pigment, found e.g. in Sorghum bicolor.[1][2]

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).[3]

Antioxidant effect

In a study from 2017, Luteolinidin was found to have in vitro protective effect against LDL oxidation.[4]

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. Bibcode:2004PMPP...65..187N. 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. ^ Swinny, Ewald E. (2001). "A novel acetylated 3-deoxyanthocyanidin laminaribioside from the fern Blechnum novae-zelandiae". Zeitschrift für Naturforschung C. 56 (3–4): 177–180. doi:10.1515/znc-2001-3-402. PMID 11371005. S2CID 6016283.
  4. ^ PMID 28356039
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