Dissertation > Industrial Technology > Chemical Industry > Pesticide Industry > General issues

Studies on Synthesis and Properties of Quinoline-Amide Compounds with Biological Activities

Author WangZuoZuo
Tutor YangGuangFu;LiuAiPing
School Central China Normal University
Course Pesticides
Keywords organic synthesis biological activity amide phenoxy carboxylic acid quinoline
Type Master's thesis
Year 2009
Downloads 81
Quotes 1
Download Dissertation

In the 21th century, pesticide must have the characteristics of high efficiency, low toxicity, economy and friendly environmental profile. Medicament and pesticide researchers pay greatly attention to amide compounds because of their high-efficiency, low toxicity and safety to environment, in recent years, amide compounds have become the mainstream in new pesticide discovery. Amide compounds also have broad biological activities such as insecticide, acaricide, fungicide and herbicide, and amide substructure is often used as pharmacophore in new pesticide discovery.The latest research and development of pesticide and amide fungicides, insecticides and herbicides were reviewed in this thesis. The evolvement of discovery, varieties, action mechanism and structure-activity relationship of amide compounds were introduced in detail. And phenoxy acetamide has the role of inhibition of cell division, and to some extent to enhance the role of antineoplastic agents, and has a good fungicidal activity. In addition, quinolines as a very important class of nitrogen -containing heterocyclic compounds, are widely used in health care and plant protection. By introducing quinoline moiety into the structure of phenoxy acetamide, 27 new compounds were synthesized. According to their structures, these compounds can be divided into three series as following:(1) N-(substituted quinoline-2-yl)-2-substituted phenoxy acetamideⅠ(Ⅰa-Ⅰu)(2) N-(substituted quinoline-2-yl)-carbamateⅡ(Ⅱa-Ⅱf)Synthesis methods for each intermediates and target compounds were studied, and the structures of the prepared compounds were confirmed by IR、1H NMR、LC/MS and/or GC/MS.The bioassays of preliminary biologic activity were carried out according to the standard operation procedure of pesticide bioassay.(a)It was found that some of compoundsⅠandⅡexhibited different extent of fungicidal efficacy, for example, at the concentration of 25 mg/L,compoundⅠo exhibited 100% inhibition ratio to Phytophthora capsici and exhibited 93.4% inhibition ratio to Sclerotonia sclerotiorum and exhibited 80.4% inhibition ratio to Gibberella zeae. CompoundⅡb exhibited 100% inhibition ratio to Erysiphe graminis at 500 mg/L. CompoundⅡc exhibited 90.0% inhibition ratio to Rhizoctonia solani at 500 mg/L.(b)CompoundsⅠandⅡexhibited different extent of insecticidal activity, for example, at the concentration of 500 mg/L,Ⅰi exhibited A Grade insecticidal activity with 100% mortality rate andⅠf exhibited B Grade insecticidal activity with 77.45% mortality rate against Tetranychus urticae.Ⅰb andⅠi exhibited B Grade insecticidal activity with 79.13% and 76.04% mortality rate against Aphis fabae. At the concentration of 500 mg/L,Ⅱb exhibited A Grade insecticidal activity with 100% mortality rate against Tetranychus urticae.(c)The herbicidal activity of compoundsⅠandⅡwere not ideal, at the dose of 2250 g (a.i.)/hm2 , the inhibition rate of the monocotyledon and dicotyledonous weeds are less than 50%.

Related Dissertations
More Dissertations