Synthesis And Antimicrobial Activities Test Of Urea Derivatives Containing Glucosamine Unit

The research and development of carbohydrate drug has been paid much more attentionto by scientific workers and drug researchers, which carbohydrate modification or alterationof other drugs with saccharides have been a hot topics on carbohydrate chemistry and sugardrug research to achieve the process that is relatively strong operability by chemical means.Marine biological sources of glucosamine fragment will be introduced into other reactivemolecules, or glucosamine will be modified by other active groups. Then, some precursorcompounds with unique biological activity are expected to obtain by using its biocompatilityand bioactivity. This aspect that novel glucosamine derivatives are synthesis will show theunique superiority. This thesis mainly was accomplished and covered the shortage of theabove situation, and some containing glucosamine molecular fragments and a variety ofactive groups of N-acylate-D-glucosamine were efficiently prepared through chemicalmethods so as to provide database support for sugar activity compounds and saccharide drugs.What’s more, antibacterial activity test was carried out with the synthesized targetcompounds in the paper, aiming at screening some certain biological activity of sugarcompounds for follow-up research.In this paper, the introduction part mainly was introduced research status of sugarmedicines, D-glucosamine and D-glucosamine N-site chemical modification, and includedsignificance of the paper selected topic, innovation and difficult points of the paper. Thesecond chapter was studied that urea derivatives containing glucosamine molecule fragmentand imidazole groups were successfully synthesized via one-pot reaction of benzyl protectionD-glucos-amine hydrochloride, solid phosgene, imidazoles compounds, and optimized theexperimental conditions with the model reaction. The third chapter was researched that ureaderivatives containing glucosamine molecule fragment and hydrazide compounds weresmoothly realized via one-pot synthesis of benzyl protection D-glucosamine hydrochloride,triphosgene and hydrazine compounds, and with the help of the model reaction to optimizethe experimental conditions. The fourth chapter was discussed that urea derivativescontaining glucosamine molecule fragment and quinazolinone compounds were successfulimplementation via one-pot method of benzyl fully protected hydroxyl D-glucosaminehydrochloride, solid phosgene, quinazoline ketone compounds, and with the model reactionto optimize the experimental conditions. The fifth chapter primarily was debatedbacteriostatic activity of all target compounds of the syntheis of chapters, aiming atpreliminary screening the antibacterial activity of these compounds for subsequent experiments. The sixth chapter mainly was generalized that all target compounds of thesyntheis of chapters were charactered with IR,1H NMR and HRMS(ESI).