4082-08-0Relevant articles and documents
A simple synthesis of 3-deoxyanthocyanidins and their O-glucosides
Al Bittar, Sheiraz,Mora, Nathalie,Loonis, Michèle,Dangles, Olivier
, p. 4294 - 4302 (2016/07/06)
This work deals with the chemical synthesis of simple analogs of anthocyanins, the main class of water-soluble natural pigments. Flavylium ions with hydroxyl, methoxyl and β-D-glucopyranosyloxyl substituents at positions 4′ and 7 have been prepared by straightforward chemical procedures. Moreover, the two 3-deoxyanthocyanidins of red sorghum apigeninidin (4′,5,7-trihydroxyflavylium) and luteolinidin (3′,4′,5,7-tetrahydroxyflavylium) were synthesized in a one-step protocol. Attempts to synthesize luteolinidin O-β-D-glucosides resulted in a mixture of the 5-O- and 7-O-regioisomers in low yield. A preliminary study of the 4′-β-D-glucopyranosyloxy-7-hydroxyflavylium and 7-β-D-glucopyranosyloxy-4′-hydroxy-flavylium ions shows that simply changing the glucosidation site can profoundly affect the color intensity and stability.
Identification of three hydroxyflavan phytoalexins from daffodil bulbs
Coxon, David T.,O'Neill, Timothy M.,Mansfield, John W.,Porter, Alexander E.A.
, p. 889 - 891 (2007/10/02)
Three phytoalexins were isolated from daffodil bulb scales inoculated with Botrytis cinerea and identified as 7-hydroxyflavan, 7,4′-dihydroxyflavan and 7,4′-dihydroxy-8-methylflavan. The structures of the phytoalexins were confirmed by total synthesis.
