Synthesis And Antibacterial Activities Research Of C-N Bridged O-Hydroxy Diphenyl Compounds

o-Hydroxy diphenyl ether compouds have a excellent antibacterial activity, In recent years, bioinformatics research show that they sterilized by simulating nature substrate of bacteria ENR enzyme and restrianing enzyme activity, then destroy and break off biosynthesis of fatty acids. Some research in o-Hydroxy diphenyl ether show that the molecule segment o-Hydroxyphenyl,types of bridged groups and ability of hydrogen bonding, which have a important effect on ternary complex compounds of"pathogen enzyme-NAD+ coenzyme-sterilization compound".A series of o-Hydroxyphenyl aryl substituted bridged compounds were designed by combining the molecule segment o-Hydroxyphenyl or halogeno-o-Hydroxyphenyl, by select Schiff base bond, benzylamine bond, hydrazone bond and imidazole ring structure as bridged group which have a wide applying prospect in anbacterial, antivirus, antituberculosis and anti-tumor activity field. Compounds were synthesized and tested in antibacterial activities, then classified according to different structure as follow:(1) The N-substituted phenyl-o-Hydroxyphenyl Schiff bases were synthesiszed by using salicylaldehyde as raw material, through bromination and condensation with aromatic amines. The test of antibacterial activity showed that 3,5-dibromo substituted compounds have better inhibitory ratio on Staphylococcus aureus, Escherichia coli and Monilia albican.(2) The N-substituted phenyl-halogeno-o-Hydroxybenzylamines were synthesiszed by using salicylaldehyde as raw material, through condensation with aromatic amines and reduction with NaBH4, respectively. The test of antibacterial activity showed that the compouds have a favorable extent antibacterial activities on Escherichia coli and Monilia albican, their antibacterial activities were enhanced by the substituted halogen groups of Ar-ring.(3) The o-Hydroxyphenyl aryl substituted hydrazones and their 5-bromo substituted derivatives were synthesiszed by using methyl salicylate as raw material, through bromination, hydrazination and condensation reactions, respectively. The test of antibacterial activity showed that they have 100% inhibitory ratio on Monilia albican and Bacillus subtilis. The analysis of structure activity relationship show that antibacterial activities relate to the kind of Ar-ring and its substituent groups. The antibacterial activities were reduced by electron-donating groups, such as o-,p-OH,-OCH3 of Ar-ring, however, they were enhanced by the m-substituted halogen groups of Ar-ring.(4)The N,N′-bis(-2-hydroxybenzyl) substituted imidazolidine derivatives were synthesized by using salicylaldehyd as raw materials, through condensation with 1,2-Diaminoethane, reduction with NaBH4 and condensation with aromatic aldehydes, respectively. The result shows that the reaction of salicylaldehyde and 1,2-Diaminoethane singled to obtain the symmetric Schiff base, The condensation activity of Aromatic Aldehyde were obviously affected by the kinds of substituents, the closing reaction of ring could be actived by o-,p-substituted electron-withdrawing groups of aromatic aldehyde and compounds of higher yield were be obtained, but o-,p-substitute electron-donating groups have opposite effects. The test of antibacterial activity showed that they have 100% inhibitory ratio on Monilia albican and Escherichia coli.The relationship between antibacterial activities and compounds structures were summed up, for establishing a base to design novel bactericide in broad-spectrum with highly active.