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Synthesis of N-Si-containing glucopyranose and study of the potential biological activity potential of the synthesized compound

Author: lasha laliashvili
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Modification of carbohydrates by various types of organic compounds has recently played a significant role in the synthesis of new of biological snd pharmacologically active compounds. The application of glycosides for the modification of biologically active organic compounds, on the one hand, change their biological and physiological action, and on the other, may reduce their toxicity. The goal of our work was to synthesize silicon-containing N-glucosylamine by new method and determination of biological activity potential of of the synthesized compounds. At the first stage 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose has been obtained. By condensation of compound 1 with p-aminobenzoic acides ethylesther (anesthesin) (2) in ethanol, in the present of acetic acid β-N-(p-aminobenzoicacid ethylesteryl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (3) has been synthesized. By interaction of compound 2 with trimethylchlorosilane in the presence of zinc dust β-N-(p-amino-benzoicacid ethylesteryl)-N-trimethylsilyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (4) has been synthesized for the first time. The structures of obtained compounds were established by physical-chemical methods of analysis. With the help of computer program PASS Online based on the analysis of structure activity-relationships wide range of possible biological activity and toxic / side effects for synthesized glucosolamines has been determined.



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