کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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5213532 | 1383160 | 2016 | 9 صفحه PDF | دانلود رایگان |
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 4â² and 7 have been prepared by straightforward chemical procedures. Moreover, the two 3-deoxyanthocyanidins of red sorghum apigeninidin (4â²,5,7-trihydroxyflavylium) and luteolinidin (3â²,4â²,5,7-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 4â²-β-d-glucopyranosyloxy-7-hydroxyflavylium and 7-β-d-glucopyranosyloxy-4â²-hydroxy-flavylium ions shows that simply changing the glucosidation site can profoundly affect the color intensity and stability.
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Journal: Tetrahedron - Volume 72, Issue 29, 21 July 2016, Pages 4294-4302