Study On Synthesis, Herbicidal Activities And 3D-QSAR Of N-2-Deoxy-β-D-Glucose Urea Derivatives

Herbicides play a very important and can not be replaced position in agriculture, and the urea compounds play an important role in pesticide and pharmaceutical chemistry. The diversity of these compounds show many important biological activity. Such as: herbicidal activity, bactericidal activity, insecticides, anti-tumor and so on. A large number of highly toxic and highly polluting pesticides banned with the increased awareness of human environmental security, therefore require new herbicides have new characteristics For example:low toxicity, biodegradable, biodegradable and so on. Sugar is a class of important and adaptive active substances which involved in almost all activities of life in living body. This thesis proposes to modify the herbicidal molecules with 2-deoxy-(3-D-glucosamine which is a product of full hydrolysis of chitin. We take the sugar molecules into urea compound by chemical transformation and synthesize of N-2-deoxy-β-D-glucose urea derivatives which were evaluating by indoor herbicidal activity and a preliminary structure-activity relationship study. Contents and results of this thesis as follows:1.1,3,4,6-tetra-O-acetyl-β-D-glucose isocyanate was synthesized by acylation, acid and other steps with 2-deoxy-β-D-glucosamine. We preparation of 45 N-2-deoxy-β-D-glucose, urea derivatives of which 18 were not been reported.Their structure was characterized by IR,1HNMR. The following is general formula:2. Use of "weed plate method NY / T 1155.1-2006" indoor test herbicidal activity of target compounds. Preliminary test results show that:Reagent volume for the lower part of the target compounds showed good herbicidal activity, the values of IC50 is about 50mg/L, some compounds of has considerable activity with diuron to Amaranthus. Acetyl protection of the activity is not very clear, it maybe reduce the activity of target compounds deacetylated. The herbicidal activity of most compounds decreased after deacetylated, but some of the compounds significantly increased too.3. Comparative molecular field analysis (CoMFA) was applied to study of 3D-QSAR on 28 N-2-Deoxy-β-D-Glucose Urea derivatives. A strong predictive power 3D-QSAR model was established within in the training set;...