新型胍基半乳糖苷的合成及生物活性研究  

The Study of Biological Activity and Synthesis of Novel Guanidinogalactosides

作　　者：曹玲华[1] 杨金凤[1] 田晓红[1] 

机构地区：[1]新疆大学化学化工学院

出　　处：《新疆大学学报（自然科学版）》2006年第3期264-270,共7页Journal of Xinjiang University(Natural Science Edition)

基　　金：国家自然科学基金(Nos.29962002;20462006)资助项目

摘　　要：2,3,4,6-四-O-乙酰基-β-D-半乳吡喃糖基异硫氰酸酯1与2-氨基-4/6-取代苯并噻唑2a^2d反应,生成糖基硫脲衍生物(3a^3d),再在仲胺存在下经氯化汞脱硫,得到一系列新的多乙酰基胍基糖苷类化合物(4a^7a,4b^7b),糖基的保护基团在甲醇/甲醇钠条件下脱除,得到游离羟基的胍基糖苷(4c^7c,4d^7d).所有新化合物的结构均经IR,1H NM R,M S谱和元素分析证实,所得产物均为β-构型.对代表性化合物的生物活性测试结果表明,与相应的葡萄糖基胍相比,半乳糖基胍类化合物对H IV-1蛋白酶,血管紧张素转化酶(ACE)的抑制活性较差.The reaction of 2,3, 4,6-tetra-O-acetyl-β-D-galactopyranosyl isothlocyanate 1 and 2-amono-4/6-substituted benzothiazoles 2a～2d gave galactosylthioureas （3a～3d）, which then reacted with secondary amine in the presence of HgCl2 to afford a series of new peracetylated guanidinogalactosides （4a～7a, 4b～7b）. Deacetylation of glycosyl was carried on the CH3OH/CH3ONa solution and unprotected guanidinogalactosldes （4c～7c, 4d～7d） were obtained. The structures of the new compounds were established on the basis of elemental analyses, IR,1^HNMR and MS spectra data and all compounds took β-configuration. The biological activities of these compounds have been evaluated. Bioassay indicates that guanidinogalactosides show little anti- HIV-1 PR activity and little anti-angiotensin converting enzyme （ACE） activity in comparison with guanidinoglucosides.

关 键 词：糖基异硫氰酸酯 糖基硫脲 胍基糖苷 生物活性 

分 类 号：Q532.3[生物学—生物化学]