Polyacylated Anthocyanins in Bluish-Purple Petals of Chinese Bellflower, Platycodon grandiflorum.

Polyacylated Anthocyanins in Bluish-Purple Petals of Chinese Bellflower, Platycodon grandiflorum.
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DOI:
10.3390/ijms22084044
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发表时间:
2021-04-14
影响因子:
5.6
通讯作者:
Yoshida K
Yoshida K
中科院分区:
生物学2区
文献类型:
--
作者:
Kondo T;Hagihara S;Takaya Y;Yoshida K

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桔梗(日语为 kikyo)的蓝紫色花瓣含有桔梗苷 (1) 作为主要花青素。 Platyconin (1) 是一种多酰化花青素,在 7 位有两个咖啡酰残基,其颜色在稀释的弱酸性水溶液中稳定。新鲜花瓣提取物的 HPLC 分析表明存在几种微量色素。光电二极管阵列对微量色素的检测表明其中一些是多酰化花青素。为了建立酰化花青素的结构和稳定性之间的关系并获得其生物合成途径的信息,从花瓣中分离出少量色素,并通过 MS 和 NMR 分析确定其结构。鉴定出四种已知的花青素 (2-5) 和三种新的花青素 (6-8),它们含有飞燕草素发色团,其中四种 (5-8) 是二酰化花青素,其中酰基-葡萄糖基-酰基-葡萄糖基链连接在飞燕草素发色团的 7-O-位置。这些二酰化花青素在 pH 6 时呈现蓝紫色,可稳定一周以上。
The bluish-purple petals of Chinese bellflower, Platycodon grandiflorum (kikyo in Japanese), contain platyconin (1) as the major anthocyanin. Platyconin (1) is a polyacylated anthocyanin with two caffeoyl residues at the 7-position, and its color is stable in a diluted, weakly acidic aqueous solutions. HPLC analysis of the fresh petal extract showed the presence of several minor pigments. Photo-diode array detection of minor pigments suggested that some of these were polyacylated anthocyanins. To establish the relationship between structure and stability of the acylated anthocyanins and to obtain information on their biosynthetic pathways, minor pigments were isolated from the petals, and their structures were determined by MS and NMR analyses. Four known (2–5) and three new anthocyanins (6–8) were identified, which contained a delphinidin chromophore, and four of these (5–8) were diacylated anthocyanins, in which the acyl-glucosyl-acyl-glucosyl chain was attached at the 7-O-position of the delphinidin chromophore. These diacylated anthocyanins exhibited a bluish-purple color at pH 6, which was stable for more than a week.
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