呋喃型倍半萜半乳糖碳苷的合成与药理活性

THE SYNTHESIS AND PHARMACOLOGICAL ACTIVITIES OF C GALACTOSIDES OF FURANOSESQUITERPENES

摘要: 利用1-O-三氟乙酰基-2,3,4,6-O-四苄基-α-D-吡喃半乳糖分别与7-甲氧基-6-(3-戊烯基)-3,5-二甲基苯并呋喃,7-乙酰氧基-6-(3-戊烯基)-3,5-二甲基苯并呋喃和1,2-Dihydrocacalohastin在Lewis酸存在下反应得到四个新的倍半萜碳苷8,9,10和11,其结构和组成通过元素分析和波谱方法得以鉴定。药理活性实验结果表明该类倍半萜具有钙拮抗作用,而其碳苷类化合物具有钙激动作用。

Abstract: Four new C-galactosides were obtained by the treatment of 1-O-trifluoroacetyl-2,3,4,6-tetra-O-benzyl-α-D-galactopyranose with 7-methoxy-6-(3-pentenyl)-3,5-dimethylbenzofuran, 7-acetoxy-6-(3-pentenyl)3,5-dimethylbenzofuran and 1,2-dihydrocacalohastin in the presence of Lewis acid. Their structures and compositions were elucidated by elemental analysis and spectroscopic methods. The results of the pharmacological test indicated that the sesquiterpenes are calcium antagonists but their C-galactosides are calcium agonists.