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 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 anthocyanidins that can be found primarily in ferns and mosses (Timberlake and Bridle, 1975, 1980), in Sorghum bicolor and in purple corn (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 group at carbon 4 show unusually stable colorant properties at pH 7. In Sorghum, the SbF3'H2 gene, encoding a flavonoid 3'-hydroxylase, seems to be expressed in pathogen-specific 3-deoxyanthocyanidin phytoalexins synthesis, for example in Sorghum-Colletotrichum interactions. This category include:
Apigeninidin Columnidin Diosmetinidin Luteolinidin Tricetinidin
^ a b c d Sweeny, James G.; Iacobucci, Guillermo A. (May 1, 1983).
"Effect of substitution on the stability of 3-deoxyanthocyanidins in
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^ "Inclusions of flavonoid 3-deoxyanthocyanidins in Sorghum bicolor
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^ Awika, Joseph M. (January 1, 2008). "Behavior of
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^ Shih, Chun-Hat; Chu, Ivan K.; Yip, Wing Kin; Lo, Clive (October 1,
2006). "Differential Expression of Two Flavonoid 3′-Hydroxylase
cDNAs Involved in Biosynthesis of
v t e
Anthocyanidins and their anthocyanin glucosides
5-Desoxy-peonidin Aurantinidin Cyanidin 6-Hydroxycyanidin Delphinidin Fisetinidin Guibourtinidin Pelargonidin Robinetinidin
Apigeninidin Columnidin Diosmetinidin Gesneridin Luteolinidin Tricetinidin
5-Desoxy-malvidin Capensinidin Europinidin Hirsutidin Kaempferidinidin Malvidin Peonidin Petunidin Pulchellidin Rosinidin
Anthocyanins (anthocyaninidin glycosides)
Cyanidin-3-O-(6-acetyl)-glucoside Delphinidin-3-O-(6-acetyl)-glucoside Malvidin-3-O-(6-acetyl)-glucoside Petunidin-3-O-(6-acetyl)-galactoside Petunidin-3-O-(6-acetyl)-glucoside Peonidin-3-O-(6-acetyl)-glucoside
Coumaroylated anthocyanins (cis- and trans-)
Cyanidin-3-O-(6-p-coumaroyl)glucoside Delphinidin-3-O-(6-p-coumaroyl)glucoside Malvidin-3-O-(6-p-coumaroyl)glucoside Petunidin-3-O-(6-p-coumaroyl)glucoside Peonidin-3-O-(6-p-coumaroyl)glucoside
Malonylmalvin (malvidin 3-(6″-malonylglucoside)-5-glucoside)
Acylated anthocyanin diglycosides