P-62 花色素アントシアニンの新規合成(ポスター発表の部)

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Anthocyanins are resposible for most flower colors, from red through purple to blue. Nowadays, anthocyanins are attracting attention not only as a food colorant, but also for nutritional and medicinal usages. Furthermore, the pigments are expected as solar-cell devices. In spite of numerous chemical and biological researches for anthocyanin, only a few of synthetic methods have been reported until now. One is a Robinson's aldol condensation method in the early period of the 20^<th> century. However, the yield was sometimes low because of the drastic reaction condition at the final step. Thus, this method may be not applicable for synthesis of acylated anthocyanin. The other is the metal-reduction of flavonol glucoside. Though several reduction from rutin to the corresponding anthocyanin were attempted, the yield and reproducibility were low. To expand the possibility of anthocyanin science, we have been studied on synthesis of anthocyanin by development of the new methodologies. Our methodologies are two; the first is metal reduction on basis of new concept, the second is a biomimetic oxidative synthesis via flavenol glucoside as a key intermediate. By the first method, using a newly synthesized kaempferol 3-O-6"-O-acetyl-β-D-glucoside derived from phloroglycinol, a first total synthesis of pelargonidin 3-O-6"-O-acetyl-β-D-glucoside, an acylated anthocyanin of magenta-colored Verbena flowers, was succeded. By the second method, cyanidin and delphinidin glycosides have been synthesized via the corresponding flavenol glucosides in good yield.
天然有機化合物討論会の論文
2008-09-01

P-62 花色素アントシアニンの新規合成(ポスター発表の部)

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