Fisetinidin

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Fisetinidin chloride
Names
IUPAC name
2-(3,4-dihydroxyphenyl)chromenylium-3,7-diol chloride
Other names
Fisetinidin chloride
3,3',4',7-Tetrahydroxyflavylium chloride
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C15H10O5.ClH/c16-10-3-1-8-5-13(19)15(20-14(8)7-10)9-2-4-11(17)12(18)6-9;/h1-7H,(H3-,16,17,18,19);1H ☒N
    Key: GLSBVYMMIPVYDC-UHFFFAOYSA-N ☒N
  • InChI=1/C15H10O5.ClH/c16-10-3-1-8-5-13(19)15(20-14(8)7-10)9-2-4-11(17)12(18)6-9;/h1-7H,(H3-,16,17,18,19);1H
    Key: GLSBVYMMIPVYDC-UHFFFAOYAZ
  • C1=CC(=CC2=[O+]C(=C(C=C21)O)C3=CC(=C(C=C3)O)O)O.[Cl-]
Properties
C15H11O5+ (Cl−)
Molar mass 306.69 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 ?)

Fisetinidin is an anthocyanidin. It has been obtained from the heartwood of Acacia mearnsii,[1] from the bark of Rhizophora apiculata[2] and can also be synthesized.[3] Fisetinidin is very similar in structure to fisetin,[3] which itself differs in structure from quercetin only by an additional hydroxyl group on the latter.

An assay of twenty flavonoids showed fisetinidin to be the least effective in inhibition of CD38 enzyme.[4]

Tannins

Fisetinidin can compose tannins.[1] The polymers are then called profisetinidin (Porter, 1992).[2]

See also

References

  1. ^ a b D. G. Roux; E. Paulus (February 1962). "Condensed tannins. 12. Polymeric leuco-fisetinidin tannins from the heartwood of Acacia mearnsii". Biochem. J. 82 (2): 320–324. doi:10.1042/bj0820320. PMC 1243455. PMID 14494576.
  2. ^ a b Afidah A. Rahim; Emmanuel Rocca; Jean Steinmetz; M. Jain Kassim; M. Sani Ibrahim; Hasnah Osman (2008). "Antioxidant activities of mangrove Rhizophora apiculata bark extracts". Food Chemistry. 107 (1): 200–207. doi:10.1016/j.foodchem.2007.08.005.
  3. ^ a b M. Gábor; E. EperJessy (10 December 1966). "Antibacterial Effect of Fisetin and Fisetinidin". Nature. 212 (1273): 1273. doi:10.1038/2121273a0. PMID 21090477. S2CID 4262402.
  4. ^ Kellenberger E, Kuhn I, Schuber F, Muller-Steffner H (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.



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