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Containing the amino acid ester of cis nitenpyram analogues , insecticidal activity and molecular docking studies

Author: XuXiao
Tutor: XueSiJia
School: Shanghai Normal University
Course: Organic Chemistry
Keywords: Neonicotinoid Cis structure Tetrahydropyrimidine Amino acid esters Molecular docking simulation Structure-Activity Relationship Insecticidal activity
CLC: S482.3
Type: Master's thesis
Year: 2011
Downloads: 46
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Abstract


Looking for high activity in line with the requirements of the development of pesticides in the 21st century a new type of neonicotinoid insecticides lead compounds, and further study its structure-activity relationships , this article focuses on the design of new neonicotinoid compounds , select commercialization the pesticide Nitenpyram as the activity of the lead compound, and destination its structural modification . The idea is: reserved ene Acetamiprid the main structure of the amine , the introduction of a variety of chiral and non - chiral amino acid ester , the formation of the ectoine ring fixed nitro- cis structure , a total synthesis of a new synthesis of novel nitenpyram amine similar more than 40 months . Use H NMR , IR spectroscopy , mass spectrometry , elemental analysis and other means of experimental analysis conducted to characterize the structure of the two series of target compounds , analysis and discussion of the system and its physical properties , spectral characteristics , synthetic methods and reaction conditions . Commissioned by the National Southern Pesticide Research and Development Center ( Zhejiang base ) pharmacodynamic Ministry of preliminary test of the insecticidal activity of two series of target compounds . The results show that : most nitenpyram amine analogues have good killing effect of rice brown planthopper ; , nearly half of the compounds showed 100% killing activity in the lower concentration ( 100 mg / L ) , which analogues Ⅰ b4 20 mg / L showed the best insecticidal effect . This article discusses the structure-activity relationship , and found that, by changing the length and the size of the ester groups of the amino acid , the insecticidal activity of the the nitenpyram analogs I a1 to I C8 and Ⅱ A1 ~~ Ⅱ f4 shown strong regularity . In addition, in order to further study the impact of the nitenpyram analogues activity factors , we also carried out molecular docking studies . The results show that : the nitenpyram similar due to its molecular flexibility degrees and different sizes , different insect acetylcholine receptor fit . We find this type of nitenpyram the amine analogs Since the introduction of the ester group , there will be a certain degree of specificity may be related to the receptor binding , this discovery for our group created in the follow-up work with a broad spectrum of high insecticidal activity neonicotinoid pesticides lead compounds have important guiding significance .

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CLC: > Agricultural Sciences > Plant Protection > Pesticide ( chemical control ) > Various pesticides > Pesticides
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