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Aurones are chemical compounds belonging to polyphenols and derived from the aurone chemical structure. In aurones, chalcone closes into a 5 instead of the 6 atoms ring (C ring), more typical of flavonoids.

Aurones are plant flavonoids that provide yellow color to the flowers of some popular ornamental plants, such as snapdragon and cosmos. Aurones can also be found in the brown alga Spatoglossum variabile (4'-chloro-2-hydroxyaurone, formula C₁₅H₁₁O₃Cl and 4'-chloroaurone, formula C₁₅H₉O₂Cl).

Most of aurones are in Z configuration, which is a more stable conformation according to Austin Model 1 computation, but there are also some in E configurations ((E)-3'-O-β-d-glucopyranosyl-4,5,6,4'-tetrahydroxy-7,2'-dimethoxyaurone) found in Gomphrena agrestis.

Analogy with flavonoids suggests that aurones could have interesting biological properties.

Related compounds examples

• Aureusidin
• Leptosidin
• Sulfuretin (6,3',4'-Trihydroxyaurone)
• 4,5,6-Trihydroxy-aurone

Metabolism

• Aureusidin synthase

references

1. ^ Specificity analysis and mechanism of aurone synthesis catalyzed by aureusidin synthase, a polyphenol oxidase homolog responsible for flower coloration. T. Nakayama, 2001
2. ^ Two New Aurones from Marine Brown Alga Spatoglossum variabile Atta-Ur-Rahman, Muhammad Iqbal Choudhary, Safdar Hayat, Abdul Majeed Khan, and Aftab Ahmed, 2000
3. A New Heptasubstituted (E)-Aurone Glucoside and Other Aromatic Compounds of Gomphrena agrestis with Biological Activity. Eliane O. Ferreira, Marcos J. Salvador, Elizabeth M. F. Pral, Silvia C. Alfieri, Izabel Y. Ito, and Diones A. Dias, 2004
4. Application of Microwave in Organic Synthesis. Dry Synthesis of 2-Arylmethylene-3(2)-naphthofuranones. Didier Villemin, Benoit Martin and Nathalie Bar, 1998

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