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The 3-Deoxyanthocyanidins and their glycosides (3-deoxyanthocyanins or 3-DA) are molecules with an
anthocyanidin Anthocyanidins are common plant pigments, the sugar-free counterparts of anthocyanins. They are based on the flavylium cation, an oxonium ion, with various groups substituted for its hydrogen atoms. They generally change color from red through ...
s backbone lacking an hydroxyl group at position 3 on the C-ring. This nomenclature is the inverse of that which is commonly used in flavonoids, where the hydroxy-group is assumed absent if it is not specified, e. g. flavan-3-ol, flavan-4-ol, flavan-3,4-ol and flavonol. 3-Deoxyanthocyanidins are
yellow Yellow is the color between green and orange on the spectrum of light. It is evoked by light with a dominant wavelength of roughly 575585 nm. It is a primary color in subtractive color systems, used in painting or color printing. In the R ...
anthocyanidins that can be found primarily in ferns and mosses (Timberlake and Bridle, 1975, 1980), in ''
Sorghum bicolor ''Sorghum bicolor'', commonly called sorghum () and also known as great millet, broomcorn, guinea corn, durra, imphee, jowar, or milo, is a Poaceae, grass species cultivated for its grain, which is used for food for humans, animal feed, and ethan ...
'' and in
purple corn Purple corn ( es, maíz morado) or purple maize is group of flint maize varieties ( Zea mays indurata) originating in South America, descended from a common ancestral variety termed "k'culli" in Quechua. It is most commonly grown in the Andes of Pe ...
(Nakatani et al., 1979) (maíz morado). 3-Deoxyanthocyanidins are reported to be stable to color loss due to change in pH. Synthetic 3-deoxyanthocyanidins with a
carboxylate In organic chemistry, a carboxylate is the conjugate base of a carboxylic acid, (or ). It is an ion with negative charge. Carboxylate salts are salts that have the general formula , where M is a metal and ''n'' is 1, 2,...; ''carboxylat ...
group at carbon 4 show unusually stable
colorant A colourant/colour additive (British spelling) or colorant/color additive (American spelling) is a substance that is added or applied in order to change the colour of a material or surface. Colourants can be used for many purposes including printing ...
properties at pH 7. In ''Sorghum'', the ''SbF3'H2'' gene, encoding a
flavonoid 3'-hydroxylase In enzymology, a flavonoid 3'-monooxygenase (, was wrongly classified as in the past) is an enzyme that catalyzes the chemical reaction :a flavonoid + NADPH + H+ + O2 \rightleftharpoons a 3'-hydroxyflavonoid + NADP+ + H2O The 4 substrates of ...
, seems to be expressed in
pathogen In biology, a pathogen ( el, πάθος, "suffering", "passion" and , "producer of") in the oldest and broadest sense, is any organism or agent that can produce disease. A pathogen may also be referred to as an infectious agent, or simply a germ ...
-specific 3-deoxyanthocyanidin
phytoalexin Phytoalexins are antimicrobial substances, some of which are antioxidative as well. They are defined, not by their having any particular chemical structure or character, but by the fact that they are defensively synthesized ''de novo'' by plants t ...
s synthesis, for example in ''Sorghum-
Colletotrichum ''Colletotrichum'' (sexual stage: ''Glomerella'') is a genus of fungi that are symbionts to plants as endophytes (living within the plant) or phytopathogens. Many of the species in this genus are plant pathogens, but some species may have a mutu ...
'' interactions. This category include: *
Apigeninidin Apigeninidin (Also, apigenidin, or ''Gesneridin'') is a chemical compound belonging to the 3-deoxyanthocyanidins and that can be found in the Patagonian plant '' Ephedra frustillata'' and in the soybean. Apigeninidin is one of the principal pigment ...
*
Columnidin Columnidin is an orange red pigment, belonging to the 3-deoxyanthocyanidins found in red-flowered western-hemisphere gesneriad species such as episcias, columneas, sarmientas, and sinningias. The columnidin is named after the gesneriad genus '' ...
*
Diosmetinidin Diosmetinidin is a 3-deoxyanthocyanidin The 3-Deoxyanthocyanidins and their glycosides (3-deoxyanthocyanins or 3-DA) are molecules with an anthocyanidins backbone lacking an hydroxyl group at position 3 on the C-ring. This nomenclature is the in ...
*
Luteolinidin Luteolinidin is a member of the 3-deoxyanthocyanidins. It is a cation with ill-defined anions. This orange species that can be found in '' Sorghum bicolor''. Luteolinidin was shown to inhibit CD38 with relatively high potency compared with pre ...
*
Tricetinidin Tricetinidin is an intense red-colored chemical compound belonging to the 3-deoxyanthocyanidins. It can be found in black tea infusions. Tricetinidin, in tea, would be a product of the oxidative degallation of epigallocatechin gallate Epigallo ...


References

{{DEFAULTSORT:Deoxyanthocyanidin, 3- Anthocyanidins