唾液酸8,9-二硫酸酯衍生物的合成及唾液酸酶抑制活性  

Synthesis of 8,9-disulfates derivatives from sialic acid and sialidase inhibitory activities

作　　者：李文姬[1] 崔浩[2] 李绍顺[1] 

机构地区：[1]第二军医大学基础医学部药理学教研室,上海200433 [2]军事医学科学院放射医学研究所

出　　处：《第二军医大学学报》2000年第1期56-58,共3页Academic Journal of Second Military Medical University

基　　金：国家自然科学基金!资助项目(39570837)

摘　　要：目的：合成２－去氧－２，３－去氢－Ｎ－乙酰神经氨酸８，９－二硫酸酯衍生物，并探讨其与唾液酸酶抑制活性的关系。方法：在对４，７－二羟基保护后，用三氧化硫三甲胺［ＳＯ３·Ｎ（ＣＨ３）３］对８，９－二羟基进行硫酸酯化， 并对化合物（３）， （４），（５），（６）进行初步唾液酸酶抑制活性试验。结果和结论：合成了４ 个结构全新的唾液酸８，９－二硫酰氧基衍生物，其结构均得到１ＨＮＭＲ，ＭＳ确证； 合成的唾液酸硫酸酯衍生物均具有较强的唾液酸酶抑制活性，提示唾液酸衍生物的分子结构中含有的硫酰氧基可增强其抗病毒活性。Objective:To synthesize 2 deoxy 2,3 dehydro N acetyl 8,9 O disulfoneuraminic acid and investigate the relationship between the sulfate group in the sialic acid derivatives and their sialidase inhibitory activities. Methods: The title compound was synthesized by sulfation using sulfur trioxide trimethyl amine complex after protecting 4,7 dihydroxyl groups with acetic anhydride. Results and Conclusion: The 4 derivatives of 2 deoxy 2,3 dehydro N acetyl 8,9 O disulfoneuraminic acid were synthesized. Their structures were confirmed by 1HNMR and MS spectrum. The behavior of compounds (3), (4), (5), (6) towards sialidase had been investigated. All of these sulfated derivatives of sialic acid possessed potent sialidase inhibitory activities. This suggested that the sulfate group in the compounds might enhance their antiviral activities.

关 键 词：唾液酸衍生物 硫酸酯化 唾液酸 酶活性 

分 类 号：R962[医药卫生—药理学] Q592.9[医药卫生—药学]