Luteoliflavan

Luteoliflavan
Names
	IUPAC name (2S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol
	Other names 3',4',5,7-tetrahydroxyflavan
Identifiers
CAS Number	446-06-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:29620;
ChemSpider	558684 ;
KEGG	C12122;
PubChem CID	643542;
CompTox Dashboard (EPA)	DTXCID50300289;
	InChI 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 Key: GWCPBEMISACTHQ-AWEZNQCLSA-N ;
	SMILES C1CC2=C(C=C(C=C2OC1C3=CC(=C(C=C3)O)O)O)O;
Properties
Chemical formula	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). Infobox references

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.

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

↑ "NP-MRD: Showing NP-Card for luteoliflavan (NP0144784)". np-mrd.org. Retrieved 3 April 2025.
↑ 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.
↑ 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.
↑ 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.
↑ "Buy Luteoliflavan | 446-06-0". Smolecule. Retrieved 4 April 2025.
↑ "Buy Luteoliflavan | 446-06-0 | BenchChem". benchchem.com. Retrieved 3 April 2025.

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[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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Synthesis

Uses

References