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1.
J Agric Food Chem ; 71(36): 13197-13208, 2023 Sep 13.
Article in English | MEDLINE | ID: mdl-37583294

ABSTRACT

Derivatives of morpholine are biologically active organic compounds with special structures discovered in multiple drugs. As a result of the terminal pharmacophore of action and extraordinary activity, they attracted fair attention with regard to pesticide innovation and development. Analysis of brief structure-activity relationships and the summarization of the characteristics of pesticides containing morpholine fragments with efficient activity are key steps in the development of novel pesticides. This review primarily overviews morpholine compounds with insecticidal, fungicidal, herbicidal, antiviral, and plant growth regulation properties to provide educational insight for the creation of new morpholine-containing compounds.


Subject(s)
Fungicides, Industrial , Pesticides , Agrochemicals/pharmacology , Agrochemicals/chemistry , Pesticides/pharmacology , Fungicides, Industrial/chemistry , Structure-Activity Relationship , Morpholines
2.
J Agric Food Chem ; 70(50): 15726-15736, 2022 Dec 21.
Article in English | MEDLINE | ID: mdl-36475721

ABSTRACT

We designed and synthesized a series of pyridine spiro derivatives and evaluated their insecticidal and antiviral activities. Some compounds exhibited good insecticidal and antiviral activities. Notably, the E series of compounds displayed good insecticidal activity against Tetranychus urticae. Compounds E20 (EC50 = 63.68 mg/L) and F4 (EC50 = 47.81 mg/L) exhibited inactivation activities against the tobacco mosaic virus (TMV), which were similar to that of Ningnanmycin (EC50 = 58.01 mg/L). Molecular docking showed that compounds E20 and F4 exhibited satisfactory affinities for the TMV coat protein (TMV-CP), with binding energies (-6.7 and -6.4 kcal/mol, respectively) slightly lower than that of Ningnanmycin (-6.3 kcal/mol). Further, molecular dynamics analysis revealed that compounds E20 and F4 exhibited better binding stability values than Ningnanmycin. Microscale thermophoresis showed that compounds E20 (Kd = 0.053 ± 0.016 µM) and F4 (Kd = 0.045 ± 0.022 µM) bound more strongly to TMV-CP than Ningnanmycin (Kd = 0.10 ± 0.029 µM). The results of transmission electron microscopy showed that these two compounds hindered the self-assembly and growth of TMV. In summary, we showed that these pyridine spiro derivatives could be used as a basis for the research and development of novel pesticides.


Subject(s)
Tobacco Mosaic Virus , Structure-Activity Relationship , Molecular Docking Simulation , Pyridines/pharmacology , Pyridines/chemistry , Antiviral Agents/chemistry , Drug Design
3.
J Agric Food Chem ; 70(35): 10693-10707, 2022 Sep 07.
Article in English | MEDLINE | ID: mdl-35998302

ABSTRACT

Spiro compounds are biologically active organic compounds with unique structures, found in a wide variety of natural products and drugs. They do not readily lead to drug resistance due to their unique mechanisms of action and have, therefore, attracted considerable attention regarding pesticide development. Analyzing structure-activity relationships (SARs) and summarizing the characteristics of spiro compounds with high activity are crucial steps in the design and development of new pesticides. This review mainly summarizes spiro compounds with insecticidal, bactericidal, fungicidal, herbicidal, antiviral, and plant growth regulating functions to provide insight for the creation of new spiro compound pesticides.


Subject(s)
Fungicides, Industrial , Insecticides , Pesticides , Spiro Compounds , Drug Design , Fungicides, Industrial/chemistry , Fungicides, Industrial/pharmacology , Insecticides/chemistry , Insecticides/pharmacology , Pesticides/pharmacology , Spiro Compounds/chemistry , Spiro Compounds/pharmacology , Structure-Activity Relationship
4.
Front Plant Sci ; 13: 1120613, 2022.
Article in English | MEDLINE | ID: mdl-36726683

ABSTRACT

Indole compounds with their unique properties of mimicking peptide structures and reversible binding to enzymes are of great exploitative value in the regulation of plant growth. They stimulate root and fruit formation and activate the plant's immune system against biotic and abiotic factors harmful to the plant. Analysis of target recognition, receptor recognition, key activation sites and activation mechanisms of indoles in plant to enhance crop growth or disease resistance is a crucial step for further developing compounds as plant growth regulators and immune inducers. Therefore, this review focused on the mechanism of action of indoles in regulating plant growth and enhancing plant resistance to biotic and abiotic stresses.

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