NEW STRATEGIES FOR GLYCOCONJUGATE SYNTHESIS

糖复合物合成的新策略

基本信息

批准号：
6497747
负责人：
Frank Edward McDonald
金额：
$ 27.22万
依托单位：
EMORY UNIVERSITY
依托单位国家：
美国
项目类别：
财政年份：
1995
资助国家：
美国
起止时间：
1995-04-07 至 2003-01-31
项目状态：
已结题

来源：
https://reporter.nih.gov/project-details/6497747
关键词：
alkynes antiAIDS agent antifungal agents antineoplastic antibiotics cardiotonic agents chemical conjugate chemical synthesis cyclization drug design /synthesis /production glycosides isomer molybdenum nucleosides oligosaccharides rhodium

项目摘要

DESCRIPTION: (Applicant's Abstract) This grant application describes a research program, which demonstrates a novel strategy for the efficient chemical synthesis of oligosaccharide structures bearing anticancer, cardiotonic, and antimicrobial activity. The research described effectively couples stereoselective methods for glycoside formation from glycals with a novel method for the synthesis of carbohydrate glycals via a novel alkynol cycloisomerization transformation discovered in the Principal Investigator's laboratories. This unique approach has many advantages over classical synthetic methods when applied to the construction of oligosaccharides bearing unusual or unnatural stereochemical and substitution patterns, as well as the highly deoxygenated carbohydrate oligosaccharides present in many compounds exhibiting anticancer and other therapeutic properties. Specific aims of this research plan include: (1) development of new reagents and catalysts for endo -selective cycloisomerization of alkynyl alcohols; (2) synthesis of the trisaccharide moiety of cardiotonic steroids; (3) parallel synthesis methodology for preparing libraries of glycoconjugate analogs of compounds exhibiting anticancer and other biological activities; and (4) synthesis of glycoside linkages exhibited in the antimicrobial saccharomicin heptadecasaccharides, leading to a total synthesis of saccharomicin A.

描述：（申请人的摘要）该赠款申请描述了一项研究程序，展示了有效化学品的新型策略寡糖结构的合成，带有抗癌，心脏和抗癌结构抗菌活性。研究有效地描述了与新颖的糖形成糖苷形成的立体选择性方法通过新型藻醇合成碳水化合物糖的方法主要研究者发现的环异构化转换实验室。这种独特的方法比经典合成具有许多优势当应用于建造具有不寻常或不自然的立体化学和替代模式以及高度脱氧碳水化合物寡糖存在于许多表现出的化合物中抗癌和其他治疗特性。该研究计划的具体目的包括：（1）开发新试剂和催化剂的内在选择性藻类酒精的环化；（2）合成心脏固醇类固醇的三糖部分；（3）用于制备糖缀合物库的平行合成方法表现出抗癌和其他生物活性的化合物的类似物；和（4）在抗菌中表现出的糖苷链接的合成糖含量七糖，导致总合成糖含量A.