Synthesis And Structure-activity Relationships Of Quinoxaline Compounds

Quinoxalines conpound were one kind of activity drugs R&D in last century which were used widely in the field of agriculture and drug. It has been described of value as antibacterial and animal growth promotion feed additives. MAQO, carbadox, olaquindox were well-known quinoxalines. As a member of mentioned durgs, MAQO was developed by Institute of Animal and Veterinary Medicine , Chinese Academic of Agriculture Science in Lanzhou. It is quite important ecnomic meaning to reaserch structure-activity relationship of quinoxalines to design, optimize and synthesis more drugs of more effective and less toxic, because of many needs in husbandry industry.The content in this research thesis contained three parts:1. The research on 2D-QSAR was used quinoxaline as mother cycle. The MIC datas of 67 compounds which had been reported and synthesized were collected. Then calculate and retrieve their hydrophobic parameters, electronic parameters and steric parameters, analysis the relationship between bioactivity and structure by SPSS, construct Hansch-Fujita equation, predict the bioactivity of unknown compound to prepare for designing and optimizing new quinoxalines.2. o-nitroaniline as raw material was oxidized to N-oxide by NaClO. Tertiary amine as catalyst, N-oxide by cyclization was treat by Beruit reaction , aldol condensation, ester exchange , Mannich reaction withβ-diketone andβ-ketoester to form 9 quinoxalines. Their structures were identified by IR, MS, 1HNMR and 13CNMR. At the same time, we dicussed their properties, spectrum data. Compound 3, 5, 6, 9 have not been reported in CA yet.3. MIC of synthesized compouds was tested by cup and plate method. We found that the Hansch equation was effective to anti-S.E.coli through comparing and analysing the results of experiment and prediction, according calculate the physical and chemical parameters by Hansch-Fujita equation. It shows that this equation can be used.