Four N′-tert-butyl-N-substituted chrysanthemoyl urea derivatives have been synthesized through "substructure link way": substituted chrysanthemoyl chlorides were directly reacted with tert-butyl urea at abo...Four N′-tert-butyl-N-substituted chrysanthemoyl urea derivatives have been synthesized through "substructure link way": substituted chrysanthemoyl chlorides were directly reacted with tert-butyl urea at about 40 ℃ in the presence of acetonitrile. The structures of the target compounds(2a～2d) were characte- rized by 1H NMR, IR and elemental analysis. The preliminary bioactivity tests showed that compound 2d was active against Cucumber, Chenopodium, Radish and Sorgham. The inhibitory percentage to the root was over 70% and it was also active against the growth of stalks. Compound 2b showed a considerable insecticidal activity.展开更多
Objective: To study the effect of halo substitution on disubstituted aryl semicarbazones on the anticonvulsant potential and model the activity based on quantum mechanics. Methods: A series of twenty-six compounds of ...Objective: To study the effect of halo substitution on disubstituted aryl semicarbazones on the anticonvulsant potential and model the activity based on quantum mechanics. Methods: A series of twenty-six compounds of N4-(4-bromo-3-methylphenyl) semicarbazones were synthesized and evaluated for the anticonvulsant activity in the maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ) seizure threshold tests. Some potential compounds were also tested in the subcutaneous strychnine (scSTY) and subcutaneous picrotoxin (scPIC) seizure threshold tests. The synthesized compounds were tested for behavioral impairment and CNS (central nervous system) depression in mice. Quantum mechanical modelling was carried out on these compounds to gain understanding on the structural features essential for activity. Results: Some compounds possessed broad spectrum anticonvulsant activity as indicated by their effect in pentylenetetrazole, strychnine, picrotoxin and maximal electro- shock seizures models in resemblance to other aryl semicarbazone derivatives reported earlier. The higher the difference in HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) energy levels was, the greater was the activity profile. Conclusion: The pharmacophoric requirements for compounds to exhibit anticonvulsant activity that includes one aryl unit in proximity to a hydrogen donor-acceptor domain and an electron donor have been justified with the molecular orbital surface analysis of the synthesized compounds.展开更多
文摘Four N′-tert-butyl-N-substituted chrysanthemoyl urea derivatives have been synthesized through "substructure link way": substituted chrysanthemoyl chlorides were directly reacted with tert-butyl urea at about 40 ℃ in the presence of acetonitrile. The structures of the target compounds(2a～2d) were characte- rized by 1H NMR, IR and elemental analysis. The preliminary bioactivity tests showed that compound 2d was active against Cucumber, Chenopodium, Radish and Sorgham. The inhibitory percentage to the root was over 70% and it was also active against the growth of stalks. Compound 2b showed a considerable insecticidal activity.
基金Project (No. SR/FT/L-84/2003) supported by the Department of Science and Technology under the Science and Engineering Research Council Fast Track Scheme for Young Scientists, India
文摘Objective: To study the effect of halo substitution on disubstituted aryl semicarbazones on the anticonvulsant potential and model the activity based on quantum mechanics. Methods: A series of twenty-six compounds of N4-(4-bromo-3-methylphenyl) semicarbazones were synthesized and evaluated for the anticonvulsant activity in the maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ) seizure threshold tests. Some potential compounds were also tested in the subcutaneous strychnine (scSTY) and subcutaneous picrotoxin (scPIC) seizure threshold tests. The synthesized compounds were tested for behavioral impairment and CNS (central nervous system) depression in mice. Quantum mechanical modelling was carried out on these compounds to gain understanding on the structural features essential for activity. Results: Some compounds possessed broad spectrum anticonvulsant activity as indicated by their effect in pentylenetetrazole, strychnine, picrotoxin and maximal electro- shock seizures models in resemblance to other aryl semicarbazone derivatives reported earlier. The higher the difference in HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) energy levels was, the greater was the activity profile. Conclusion: The pharmacophoric requirements for compounds to exhibit anticonvulsant activity that includes one aryl unit in proximity to a hydrogen donor-acceptor domain and an electron donor have been justified with the molecular orbital surface analysis of the synthesized compounds.
