81 ベニバナ培養細胞由来の新規紅色色素キノベオンA及びその類縁体(ポスター発表の部)

概要

論文の詳細を見る
The culture conditions of red pigment formation were investigated in the cultured cell of Carthamus tinctorius L. Pigment accumulation was not seen in the optimum growth medium(KG medium). However, addition of cellulose powder remarkably stimulated pigment formation. The inducing mechanism for the pigment deposition by cellulose powder was not yet clarified but specific affinity of the pigment to cellulose powder would shift equilibrium of the final biosynthetic reactions for this pigment. Additionally, D-phenylalanine and D-tyrosine acted as synergistic factors to improve pigment accumulation. Besides, eliminations of major inorganic elements such as Ca++ and Mg++ from MS medium were effective in pigment deposition. The red pigment was obtained as red pure crystallines, which showed sharp mp.(224-226℃) and the absorption maxima at 520nm. Its UV spectrum as well as the chromatographic behavior on TLC and HPLC was not identical to those of natural pigments such as carthamine found in the mother plant, anthocyanidins, quinones, and carotenoids. Therefore, this pigment was named Kinobeon A. On the basis of physicochemical data from ^1H-NMR, LC-MS, FT-IR, and UV spectra, the structure of Kinobeon A was elucidated as shown in 3-2. Kinobeon A has a unique symmetrical structure with highly conjugated system and two tautomers, oxidized and reduced form. The organic synthesis of Kinobeon A was achieved by 6 steps from syringaldehyde as a starting material. Wittig type reaction was adopted as a key reaction and to combine one mole of gryoxal and two moles of phosphorus ylides which were derived from syringaldehyde. The spectrum data of a synthetic compound (7) were identical with those of Kinobeon A. Under the same culture condition, Kinobeon A was seen in the suspension culture of other Compoasitae plants. Several analogues of Kinobeon A were also found in the cell culture systems and should be classified as Kinobeons.
天然有機化合物討論会の論文
1992-09-10

81 ベニバナ培養細胞由来の新規紅色色素キノベオンA及びその類縁体(ポスター発表の部)

スポンサーリンク

概要

著者

関連論文

スポンサーリンク