| 摘要 | 第5-6页 |
| Abstract | 第6页 |
| LIST OF FIGURES | 第10-11页 |
| LIST OF SCHEMES | 第11-12页 |
| LIST OF TABLE | 第12-13页 |
| CHAPTER 1 GENERAL INTRODUCTION | 第13-24页 |
| 1.1.Structural Difference of Carbohydrates | 第13-14页 |
| 1.2.Classification of the PTPs | 第14-15页 |
| 1.3.The Role of PTPIB in cancer, diabetes, and obesity | 第15-16页 |
| 1.4.The PTPIB Catalytic Mechanism | 第16-19页 |
| 1.5.PTPIB inhibitors-As Artiifcial Insulin for the treatment of Type II diabetes, andobesity | 第19-21页 |
| 1,6.The Rationales of PTPIB inhibitors | 第21-22页 |
| 1.7.Click chemistry and Copper (I)-Catalyzed Azide (CuAAC) | 第22-23页 |
| 1.8.Sugar scaffold based drug design discovery | 第23-24页 |
| CHAPTER 2 DESIGN OF PROJECTS | 第24-32页 |
| 2.1.Sugar amino and aminoxy acids | 第24-25页 |
| 2.2.Structural Representation of PTPIB Inhibitors | 第25-30页 |
| 2.3.Signiifcance of Designing the Inhibitors of Protein Tyrosine Phosphatase IB(PTPIB) | 第30-32页 |
| CHAPTER 3 EXPERIMENTAL SECTION | 第32-49页 |
| 3.1.Introduction | 第32页 |
| 3.2.General Synthetic Methods: Synthesis of the Azide and Sugar Alkynes and thedesired Triazole-linked Glucosyl Salicylates | 第32-39页 |
| 3.2.1.Synthesis of Methyl 5-(3-bromopropoxy)-2hydroxybenzoate (4): | 第32-33页 |
| 3.2.2.Synthesis of Methyl 5(3-azidopropoxy)-2-hydroxybenzoate (4): | 第33页 |
| 3.2.3.Methyl 3,4-di-0-benzyl-2-,6di-0-propargyl-a-D-glucopyranoside (5b): | 第33-34页 |
| 3.2.4.Methyl 2-,3-di0-benzyl-4,6-di-0-propargyl-a-D-glucopyranoside (7b): | 第34页 |
| 3.2.5.Synthesis of Methyl 2,6-di-O-benzyl-3,4-di-O-propagyl-α-D-glucopyranoside | 第34-35页 |
| 3.2.6.Synthesis of Methyl 4, 6-di-O-benzyl-2,3-di-O-propagyl-α-D-glucopyranoside | 第35-36页 |
| 3.2.7.General Procedure for the CuAAC | 第36-37页 |
| 3.2.8.General Procedure for Saponification | 第37-39页 |
| 3.3.Synthesis of Sugar Blocks and Intermediate | 第39-45页 |
| 3.3.1.Synthesis of 1-methoxy-4,6-O-benzal-α-D-glucopyranoside | 第39-40页 |
| 3.3.2.Synthesis of 1-methoxy-3-O-phenyl methyl acetate -4,6-O-benzal-α-D-gluco-pyranoside | 第40页 |
| 3.3.3.Synthesis of 1-methoxy-2-O-butyl dimethysilyl -4,6-O-benzal-α-D-gluco-pyranoside | 第40-41页 |
| 3.3.4.Synthesis of 1-methoxy-2-O-butyl dimethysilyl-3-O-bromine benzyl acetate -4,6-O-benzal-α-D-glucopyranoside | 第41-42页 |
| 3.3.5.Synthesis of 1-methoxy-3-O-bromine benzyl acetate-α-D-glucopyranoside | 第42页 |
| 3.3.6.Synthesis of 1-methoxy-3-O-bromine benzyl acetate-α-D-glucopyranoside | 第42-43页 |
| 3.3.7.Synthesis of 1-methoxy-3-O-bromine benzyl acetate-α-D-galactopyranoside | 第43页 |
| 3.3.8.Synthesis of 1-methoxy-2-6-O-butyl dimethysilyl-3-O-bromine benzyl acetate-α-D-galactopyranoside | 第43-44页 |
| 3.3.9.Synthesis of 1-methoxy-2-6-O-butyl dimethysilyl-3-O-bromine benzyl acetate-4-phthalimidoxy-α-D-glucopyranoside | 第44页 |
| 3.3.10.Synthesis of 1-methoxy-6-benzoyl-α-D-glucopyranoside | 第44-45页 |
| 3.3.11.Synthesis of 1-methoxy-3-O-bromine benzyl acetate-6-benzoyl-α-D-glucopyran-side | 第45页 |
| 3.4.Synthesis of PTP 1B inhibitor and Intermediate | 第45-49页 |
| 3.4.1.Synthesis of 1-methoxy-6-O-butyl dimethylsilyl-α-D-glucopyranoside | 第45-46页 |
| 3.4.2.Synthesis of 1-methoxy-2,3,4-tri-O-benzyl-6-O-butyl dimethylsilyl-α-D-gluco-pyranoside | 第46页 |
| 3.4.3.Synthesis of 1-methoxy-2,3,4-tri-O-benzyl-α-D-glucopyranoside | 第46-47页 |
| 3.4.4.Synthesis of 1-methoxy-2,3,4-tri-O-benzyl-6-phthalimidoxy-α-D-glucopyrano-side | 第47页 |
| 3.4.5.Synthesis of N,N'-dicyclohexyl carbodimide tert-butyl ester | 第47-48页 |
| 3.4.6.Synthesis of benzyl ester | 第48页 |
| 3.4.7.Synthesis of 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside | 第48-49页 |
| 4.Result and Discussions | 第49-59页 |
| 4.1.Introduction | 第49页 |
| 4.2.Synthesis of the Azide and Sugar Alkynes and the desired Triazole linked Glucosyl Salicylates | 第49-53页 |
| 4.3.Synthesis of Sugar Blocks and Intermediate | 第53页 |
| 4.4.Synthesis of PTP 1B Inhibitor and Intermediate | 第53-59页 |
| 4.4.1.Tert-butyldimethylsilyl ether formation | 第53-54页 |
| 4.4.2.Benzylation under Basic condition | 第54页 |
| 4.4.3.Deprotection of tert-Butyldimethylsiloxy protecting group | 第54-55页 |
| 4.4.4.The Glycosylation Process | 第55-59页 |
| CHAPTER 5 CONCLUSION | 第59-60页 |
| REFERENCES | 第60-65页 |
| Publication | 第65-66页 |
| ACKNOWLEDGMENTS | 第66页 |
