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Morin (flavonol)

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This is an old revision of this page, as edited by Jimw338 (talk | contribs) at 03:35, 3 March 2016 (added ref for morin inhibiting islet amyloid fibers (Noor 2012, PMC3375438)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Morin
Skeletal formula of morin
Ball-and-stick model of the morin molecule
Names
IUPAC name
2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
Other names
Aurantica
Al-Morin
Morin hydrate
Calico Yellow
Toxylon pomiferum
Bois d'arc
Osage orange extract
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.858 Edit this at Wikidata
KEGG
  • InChI=1S/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H checkY
    Key: YXOLAZRVSSWPPT-UHFFFAOYSA-N checkY
  • InChI=1/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H
    Key: YXOLAZRVSSWPPT-UHFFFAOYAH
  • O=C1c3c(O/C(=C1/O)c2ccc(O)cc2O)cc(O)cc3O
Properties
C15H10O7
Molar mass 302.2357 g/mol
Density 1.799 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Morin is a yellow chemical compound that can be isolated from Maclura pomifera (Osage orange), Maclura tinctoria (old fustic) and from leaves of Psidium guajava (common guava).[1] In a preclinical in vitro study, morin was found to be a weak inhibitor of fatty acid synthase with an IC50 of 2.33 μM.[2] Morin was also found to inhibit amyloid formation by islet amyloid polypeptide (or amylin) and disaggregates amyloid fibers.

Such amyloid formation may have a role in Alzheimer's disease, as well as type 2 diabetes.[3] It may also contribute to graft failure in islet cell transplantation in type 1 diabetes.[3]

Morin can be used to test for the presence of aluminium or tin in a solution, since it forms characteristically fluorescent coordination complexes with them.

Glycosides

References

  1. ^ a b c Bacteriostatic effect of flavonoids isolated from leaves of Psidium guajava on fish pathogens. Rattanachaikunsopon Pongsak and Phumkhachorn Parichat, INIST 19087798
  2. ^ Tian, WX (February 2006). "Inhibition of Fatty Acid Synthase by Polyphenols". Current Medicinal Chemistry. 13 (8): 967–977. doi:10.2174/092986706776361012. PMID 16611078.
  3. ^ a b Noor, H; Cao, P; Raleigh, DP (March 2012). "Morin hydrate inhibits amyloid formation by islet amyloid polypeptide and disaggregates amyloid fibers". Protein science : a publication of the Protein Society. 21 (3): 373–82. PMC 3375438. PMID 22238175.


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