Study On Synthesis And Biological Activities Of N-nitro Acid Amdie Derivatives

Herbicides play an important role in agriculture because herbicides can effectively reduce the time, labor and cost in weed control. As the contradiction of population, environment and farmland is aggravating, a new theme featured "super efficiency, low toxicity, low residue" has become the focus of the development of novel herbicides. Amide herbicides attracted great attention due to their high efficiency and high selectivity. In order to find the lead compound with novel structure and favorable biological activity, we designed and synthesized 43 kinds of target compounds including benzamides, alkamides and cinnamic amides via structure link wory in this research, and the study of biological activity are preliminarily conducted.This paper mainly contains three parts as bellow:Part I:Synthesis and characterization of target compoundsN-nitro-2,4,6-trisubstituted aniline was prepared using HNO3-Ac2O to deal with 2,4,6-trisubstituted aniline. On the basis of that ethyl acetate and K2CO3 are used as solvent and the acid agents respectively, N-nitro-2,4,6-substituted aniline react with the acyl chloride to obtain 43 target compounds including benzamides, alkamides and cinnamic amides. The structures of these compounds were identified by IR,1H NMR, and some were identified by MS.Part Ⅱ:The preliminary test of herbicidal activitythe "Petri dish test for herbicidal bioactivity (NY/T 1155.1-2006)" was adopted to test herbicidal activities of target compounds. The preliminary bioassay indicated that most target compounds exhibited moderate herbicidal activity against weed, and there is a better inhibition of Amaranthus albus than Sorghum sudanense by the most target compounds, The IC50 of herbicidal activities for the root of Amaranthus albus were mostly below 80 mg/L, For the Amaranthus albus, the activities of most the compounds of N-nitro-N-2,4,6-trisubstitutedphenyl cinnamic amides that containing 2,4,6-tri-F is better than 2,4,6-tri-Cl or 2,4,6-tri-Br.Part Ⅲ:The preliminary test of enzyme activityWe extrahiert ALS from maize to measure the enzyme activities for the target compounds, the inhibition rate of the compounds about benzamides, alkamides in 500 mg/L to ALS is below 10%. For the N-nitro-N-2,4,6-trisubstitutedphenyl cinnamic amides, the IC50 of ALS activities of target compounds are generally below 100 mg/L, while some compounds’ IC50 are below 10 mg/L. Nicosulfuron’ IC50 is 0.604 mg/L. To some extent, the compounds exhibited inhibition against ALS, the further study is great important.