Luteolin 3′β-d-glucopyranoside
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Luteolin is a
flavone Flavone is an organic compound with the formula . A white solid, flavone is a derivative of chromone with a phenyl (Ph) substituent adjacent to the ether group. The compound is of little direct practical importance, but susbstituted derivatives, t ...
, a type of
flavonoid Flavonoids (or bioflavonoids; from the Latin word ''flavus'', meaning yellow, their color in nature) are a class of polyphenolic secondary metabolites found in plants, and thus commonly consumed in the diets of humans. Chemically, flavonoids ...
, with a yellow crystalline appearance. Luteolin is the principal yellow dye compound that is obtained from the plant ''
Reseda luteola ''Reseda luteola'' is a plant species in the genus '' Reseda''. Common names include dyer's rocket, dyer's weed, weld, woold, and yellow weed. A native of Europe and Western Asia, the plant can be found in North America as an introduced species an ...
'', which has been used as a source of the dye since at least the first millennium B.C. Luteolin was first isolated in pure form, and named, in 1829 by the French chemist
Michel Eugène Chevreul Michel Eugène Chevreul (31 August 1786 – 9 April 1889) was a French chemist and centenarian whose work influenced several areas in science, medicine, and art. His early work with animal fats revolutionized soap and candle manufacturing and led ...
. The luteolin empirical formula was determined by the Austrian chemists
Heinrich Hlasiwetz Heinrich Hlasiwetz (7 April 1825 – 7 October 1875) was an Austrian chemist born in Reichenberg, Bohemia. Son of a pharmacist, he studied at the University of Jena, where his instructors included Johann Wolfgang Döbereiner (1780-1849), H ...
and
Leopold Pfaundler Leopold Pfaundler von Hadermur (14 February 1839 – 6 May 1920) was an Austrian physicist and chemist born in Innsbruck. He was the father of pediatrician Meinhard von Pfaundler (1872-1947), and the father-in-law of pediatrician Theodor Escheri ...
in 1864. In 1896, the English chemist
Arthur George Perkin Arthur George Perkin DSc FRS FRSE (1861–1937) was an English chemist and Professor of Colour Chemistry and Dyeing at the University of Leeds. Life Perkin was the second son of Sir William Henry Perkin FRS, who founded the aniline dye indus ...
proposed the correct structure for luteolin. Perkin's proposed structure for luteolin was confirmed in 1900 when the Polish-Swiss chemist Stanislaw Kostanecki (1860–1910) and his students A. Różycki and J. Tambor synthesized luteolin.


Natural occurrences

Luteolin is most often found in leaves, but it is also seen in rinds,
bark Bark may refer to: * Bark (botany), an outer layer of a woody plant such as a tree or stick * Bark (sound), a vocalization of some animals (which is commonly the dog) Places * Bark, Germany * Bark, Warmian-Masurian Voivodeship, Poland Arts, ...
s,
clover Clover or trefoil are common names for plants of the genus ''Trifolium'' (from Latin ''tres'' 'three' + ''folium'' 'leaf'), consisting of about 300 species of flowering plants in the legume or pea family Fabaceae originating in Europe. The genus ...
blossom, and
ragweed Ragweeds are flowering plants in the genus ''Ambrosia'' in the aster family, Asteraceae. They are distributed in the tropical and subtropical regions of the Americas, especially North America, It has also been isolated from the
aromatic In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to satur ...
flowering plant, ''Salvia tomentosa'' in the mint family, ''
Lamiaceae The Lamiaceae ( ) or Labiatae are a family of flowering plants commonly known as the mint, deadnettle or sage family. Many of the plants are aromatic in all parts and include widely used culinary herbs like basil, mint, rosemary, sage, savory ...
''. Dietary sources include
celery Celery (''Apium graveolens'') is a marshland plant in the family Apiaceae that has been cultivated as a vegetable since antiquity. Celery has a long fibrous stalk tapering into leaves. Depending on location and cultivar, either its stalks, lea ...
, broccoli,
artichoke The globe artichoke (''Cynara cardunculus'' var. ''scolymus'' ),Rottenberg, A., and D. Zohary, 1996: "The wild ancestry of the cultivated artichoke." Genet. Res. Crop Evol. 43, 53–58. also known by the names French artichoke and green articho ...
, green pepper,
parsley Parsley, or garden parsley (''Petroselinum crispum'') is a species of flowering plant in the family Apiaceae that is native to the central and eastern Mediterranean region (Sardinia, Lebanon, Israel, Cyprus, Turkey, southern Italy, Greece, Por ...
,
thyme Thyme () is the herb (dried aerial parts) of some members of the genus ''Thymus'' of aromatic perennial evergreen herbs in the mint family Lamiaceae. Thymes are relatives of the oregano genus ''Origanum'', with both plants being mostly indigenou ...
, dandelion, perilla, chamomile tea, carrots, olive oil, peppermint,
rosemary ''Salvia rosmarinus'' (), commonly known as rosemary, is a shrub with fragrant, evergreen, needle-like leaves and white, pink, purple, or blue flowers, native plant, native to the Mediterranean Region, Mediterranean region. Until 2017, it was kn ...
, navel oranges, and
oregano Oregano (, ; ''Origanum vulgare'') is a species of flowering plant in the mint family Lamiaceae. It was native to the Mediterranean region, but widely naturalised elsewhere in the temperate Northern Hemisphere. Oregano is a woody perennial pla ...
. It can also be found in the seeds of the palm '' Aiphanes aculeata''.


References


External links

* {{GABAAR PAMs Flavones PDE4 inhibitors Flavonoid antioxidants GABAA receptor positive allosteric modulators 3-Hydroxypropenals Catechols Resorcinols