N-CONTAINING SUGARS FROM MORUS-ALBA AND THEIR GLYCOSIDASE INHIBITORY ACTIVITIES
N-CONTAINING SUGARS FROM MORUS-ALBA AND THEIR GLYCOSIDASE INHIBITORY ACTIVITIES
复制标题
DOI：
10.1016/0008-6215(94)84060-1
复制
发表时间：
1994-06-17
影响因子：
3.1
通讯作者：
MATSUI, K
中科院分区：
文献类型：
--
作者：
ASANO, N;OSEKI, K;MATSUI, K
通过改进的纯化方法对桑树根中的含氮糖进行了重新检测，分离出18种含氮糖，其中7种是从桑叶中分离出来的。这些含N糖是1-脱氧野尻霉素（1）、N-甲基-1-脱氧野尻霉素（2）、荞麦碱（3）、3-表荞麦碱（4）、1，4-二脱氧-1，4-亚氨基-D-阿拉伯糖醇（5）、1，4-二脱氧-1，4-亚氨基-D-核糖醇（6）、calystegin B-2（1 α，2 β，3 α，4 β-四羟基-去甲托烷，7），calystegin C-1（1 α，2 β，3 α，4 β，6 α-五羟基-去甲托烷，8），1，4-二脱氧-1，4-亚氨基-（2-O-β-D-吡喃葡萄糖基）-D-阿拉伯糖醇（9），和1.这些糖苷由2-O-和6-O-alpha-D-吡喃半乳糖基-1-脱氧野尻霉素组成（分别为10和11），2-O-、3-O-和4-O-α-D-吡喃葡萄糖基-1-脱氧野尻霉素（分别为12、13和14），以及2-O-、3-O-、4-O-和6-O-β-D-吡喃葡萄糖基-1-脱氧野尻霉素（分别为15、16、17和18）。化合物4为多羟基哌啶类生物碱的新成员，化合物6的分离鉴定为首次报道。最近发现多羟基降莨菪烷生物碱具有强的糖苷酶抑制活性。Calystegin A（3）是三羟基-去甲托烷，而Calystegin B-1和B-2是四羟基-去甲托烷。Calystegin C-1是Calystegins的新成员，是第一个天然存在的五羟基降莨菪烷生物碱。研究了这些化合物对大鼠消化性糖苷酶和各种市售糖苷酶的抑制活性。
The reexamination of N-containing sugars from the roots of Morus alba by improved purification procedures led to the isolation of eighteen N-containing sugars, including seven that were isolated from the leaves of Morus bombycis. These N-containing sugars are 1-deoxynojirimycin (1), N-methyl-1-deoxynojirimycin (2), fagomine (3), 3-epi-fagomine (4), 1,4-dideoxy-1,4-imino-D-arabinitol (5), 1,4-dideoxy-1,4-imino-D-ribitol (6), calystegin B-2 (1 alpha,2 beta,3 alpha,4 beta-tetrahydroxy-nor-tropane, 7), calystegin C-1 (1 alpha,2 beta,3 alpha,4 beta,6 alpha-pentahydroxy-nor-tropane, 8), 1,4-dideoxy-1,4-imino-(2-O-beta-D-glucopyranosyl)-D-arabinitol (9), and nine glycosides of 1. These glycosides consist of 2-O- and 6-O-alpha-D-galactopyranosyl-1-deoxynojirimycins (10 and 11, respectively), 2-O-, 3-O- and 4-O-alpha-D-glucopyranosyl-1-deoxynojirimycins (12, 13, and 14, respectively), and 2-O-, 3-O-, 4-O- and 6-O-beta-D-glucopyranosyl-1-deoxynojirimycins (15, 16, 17, and 18, respectively). Compound 4 is a new member of polyhydroxylated piperidine alkaloids, and the isolation of 6 is the first report of its natural occurrence. It has recently been found that the polyhydroxy-nor-tropane alkaloids possess potent glycosidase inhibitory activities. Calystegin A(3) is the trihydroxy-nor-tropane, and calystegins B-1 and B-2 are the tetrahydroxy-nor-tropane. Calystegin C-1, a new member of calystegins, is the first naturally occurring pentahydroxy-nor-tropane alkaloid. The inhibitory activities of these compounds were investigated against rat digestive glycosidases and various commercially available glycosidases.