Luteoliflavan

Last updated
Luteoliflavan
Luteoliflavan.svg
Names
IUPAC name
(2S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol
Other names
3',4',5,7-tetrahydroxyflavan
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
  • InChI=1S/C15H14O5/c16-9-6-12(18)10-2-4-14(20-15(10)7-9)8-1-3-11(17)13(19)5-8/h1,3,5-7,14,16-19H,2,4H2/t14-/m0/s1 Yes check.svgY
    Key: GWCPBEMISACTHQ-AWEZNQCLSA-N Yes check.svgY
  • C1CC2=C(C=C(C=C2OC1C3=CC(=C(C=C3)O)O)O)O
Properties
C15H14O5
Molar mass 274.272 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Luteoliflavan is a flavan, a type of neoflavonoid (a polyphenolic compound). [1] Its chemical formula is C15H14O5. The compound has been found in Malus domestica , Malus pumila , and Camellia sinensis . [2] [3] Luteoliflavan is a tetrahydroxyflavan, in which the four hydroxy groups are located at positions 3', 4', 5, and 7. [4] The compound plays a role as a plant metabolite.

Contents

Synthesis

Luteoliflavan can be prepared via both natural biosynthetic pathways in plants and synthetic organic chemistry methods. [5]

Uses

Luteoliflavan offers diverse biological activities that have led to its exploration in various medical applications: cancer therapy, diabetes management, neurological disorders. [6]

References

  1. ↑ "NP-MRD: Showing NP-Card for luteoliflavan (NP0144784)". np-mrd.org. Retrieved 3 April 2025.
  2. ↑ Daayf, Fouad; Lattanzio, Vincenzo (21 January 2009). Recent Advances in Polyphenol Research, Volume 1. John Wiley & Sons. p. 221. ISBN   978-1-4443-0241-7 . Retrieved 3 April 2025.
  3. ↑ Roemmelt, Susanne; Zimmermann, Norbert; Rademacher, Wilhelm; Treutter, Dieter (1 October 2003). "Formation of novel flavonoids in apple (Malus×domestica) treated with the 2-oxoglutarate-dependent dioxygenase inhibitor prohexadione-Ca". Phytochemistry . 64 (3): 709–716. Bibcode:2003PChem..64..709R. doi:10.1016/S0031-9422(03)00389-3. ISSN   0031-9422. PMID   13679093 . Retrieved 3 April 2025.
  4. ↑ Kuete, Victor (19 June 2013). Medicinal Plant Research in Africa: Pharmacology and Chemistry. Newnes. p. 491. ISBN   978-0-12-405936-8 . Retrieved 4 April 2025.
  5. ↑ "Buy Luteoliflavan | 446-06-0". Smolecule. Retrieved 4 April 2025.
  6. ↑ "Buy Luteoliflavan | 446-06-0 | BenchChem". benchchem.com. Retrieved 3 April 2025.


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