P-87 ベニバナ色素成分の生合成(ポスター発表の部)

概要

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The red pigment Carthamin, the water-soluble yellow components (2), (3), (4) and (5) are the typical coloring matters included in safflower (Carthamus tinctorius L.). These coloring matters have a unique quinochalcone glucoside skeltone in their molecules and have been found only in safflower. In the previous papers, we elucidated that (3) was transformed to other coloring matters (2), (4), (5) and (6) in cultured safflower cells. In order to elucidate the biosynthetic pathway of these unique coloring matters in safflower, biosynthetic route of key compound (3) was investigated. At first, the synthesis of compound (7) and subsequent oxidation of (7) to the quinochalcone glucoside (monomer, 6) were investigated. However, very small amount of (6) was detected by air oxidation of (7). On the other hand, the reaction of (2) with (6) gave (3), and the reaction of (6) with glucose gave (2) in good yield respectively. These results indicate that the true key compound of this biosynthetic route is monomer (6). Hence, the synthetic route of (6) was then investigated. As a result of various experiments, it became apparent that the compound (11) was oxidized to (12) and the reaction of (12) with p-coumaric acid gave (6) in safflower cells.
天然有機化合物討論会の論文
2008-09-01