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Indicaxanthin

From Wikipedia, the free encyclopedia
Indicaxanthin
Names
IUPAC name
4-[2-(2-Carboxy-pyrrolidin-1-yl)-vinyl]-2,3-dihydro-pyridine-2,6-dicarboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C14H16N2O6/c17-12(18)9-6-8(7-10(15-9)13(19)20)3-5-16-4-1-2-11(16)14(21)22/h3,5-6,10-11H,1-2,4,7H2,(H3,17,18,19,20,21,22)/t10-,11-/m0/s1 checkY
    Key: RJIIQBYZGJSODH-QWRGUYRKSA-N checkY
  • InChI=1/C14H16N2O6/c17-12(18)9-6-8(7-10(15-9)13(19)20)3-5-16-4-1-2-11(16)14(21)22/h3,5-6,10-11H,1-2,4,7H2,(H3,17,18,19,20,21,22)/t10-,11-/m0/s1
    Key: RJIIQBYZGJSODH-QWRGUYRKBB
  • O=C(O)\C2=C\C(=C\C=[N+]1/[C@H](C([O-])=O)CCC1)C[C@@H](C(=O)O)N2
Properties
C14H16N2O6
Molar mass308.29 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Chemical compound

Indicaxanthin is a type ofbetaxanthin, a plant pigment present inbeets, inMirabilis jalapa flowers,[1] in cacti such as prickly pears (Opuntia sp.) or the red dragonfruit (Hylocereus costaricensis). It is a powerfulantioxidant.

Medical uses

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It has been shown in aspectrophotometric study for patients withthalassemia, that indicaxanthin can reduceperferryl-Hb generated in solution frommet-Hb andhydrogen peroxide, more effectively than eithertrolox (avitamin E derivative) orvitamin C, possibly interfering with perferryl-Hb, a reactive intermediate in thehydroperoxide-dependent Hb degradation.[2]

Indicaxanthin in antioxidant studies was more effective thanTrolox at scavenging theABTS cation radical.[3]

See also

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References

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  1. ^Piattelli, M.; Minale, L.; Nicolaus, R.A. (1965). "Pigments of centrospermae—V. : Betaxanthins fromMirabilis jalapa L.".Phytochemistry.4 (6):817–23.doi:10.1016/S0031-9422(00)86258-5.
  2. ^Tesoriere, L.; Allegra, M.; Butera, D.; Gentile, C.; Livrea, M. A. (2006). "Cytoprotective effects of the antioxidant phytochemical indicaxanthin in β-thalassemia red blood cells".Free Radical Research.40 (7):753–61.doi:10.1080/10715760600554228.PMID 16984002.
  3. ^Butera, Daniela; Tesoriere, Luisa; Di Gaudio, Francesca; Bongiorno, Antonino; Allegra, Mario; Pintaudi, Anna Maria; Kohen, Rohn; Livrea, Maria A. (2002). "Antioxidant Activities of Sicilian Prickly Pear (Opuntia ficus indica) Fruit Extracts and Reducing Properties of Its Betalains: Betanin and Indicaxanthin".Journal of Agricultural and Food Chemistry.50 (23):6895–901.Bibcode:2002JAFC...50.6895B.doi:10.1021/jf025696p.hdl:10447/107910.PMID 12405794.
Betalains
Chlorophyll
Curcuminoids
Flavonoids
Carotenoids
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