Design, synthesis, and insecticidal activity evaluation of novel 4‐(N, N‐diarylmethylamines)furan‐2(5H)‐one derivatives as potential acetylcholine receptor insecticides

Self Cite

In this study, a series of coumarin derivatives containing dithioacetals were synthesized, characterized, and assessed for their anti-tobacco mosaic virus (TMV) activities. Biological tests showed that most of the title compounds exhibited significant anti-TMV biological activities; in particular, compound b21 showed good inactivating activity anti-TMV, with an EC50 of 54.2 mg/L, superior to that of ribavirin (134.2 mg/L). Transmission electron microscopy analyses showed that compound 21 severely ruptured TMV particles. The interaction of compound b21 with TMV coat protein (TMV CP) was investigated using microscale thermophoresis and molecular docking. Compound b21 exhibited a strong binding ability to TMV CP, with a value of 2.9 μM, superior to ribavirin.

Section: ■ Materials and Methodsmentioning

confidence: 99%

Design, Synthesis, and Antiviral Activities of Coumarin Derivatives Containing Dithioacetal Structures

Zhao

Zhang

Liu

et al. 2019

Self Cite

“…The insecticidal activities of the target compounds 1 – 40 against A. craccivora were investigated using a spraying method reported in the literature with some modifications . Broad beans (Vicia fabaL.)…”

Section: Methodsmentioning

confidence: 99%

Discovery of Pyrido[1,2-a]pyrimidinone Mesoionic Compounds Incorporating a Dithioacetal Moiety as Novel Potential Insecticidal Agents

Zhang

Song

et al. 2021

Self Cite

A series of novel mesoionic pyrido[1,2-a]pyrimidinone compounds incorporating a dithioacetal skeleton were designed and synthesized for use as insecticidal agents. The biological activity of the title compounds indicated good to excellent insecticidal activities against bean aphids (Aphis craccivora) and white-backed planthoppers (Sogatella furcifera). Compound 34 showed excellent insecticidal activity against bean aphids (A. craccivora) with an LC50 value of 2.80 μg/mL, exceeding the insecticidal activity of trifluoropyrimidine (LC50 = 4.20 μg/mL). Proteomics and molecular docking results indicated that compound 34 could act on nicotinic acetylcholine receptors. This study provides support for the application of mesoionic pyrido[1,2-a]pyrimidinone compounds containing dithioacetal as novel insecticidal agents.

“…Under greenhouse conditions, compound 11 can reduce the number of galls and eggs by 70% and 89%, respectively, and compound 11 binds to the allosteric site of the agonist binding domain of the nematode acetylcholine receptor, eventually showing nematicidal activity . Moreover, the nematicidal activities of some representative ester compounds are shown in Table . − In the design of ester nematicides, aryl methyl esters, butenolides, and coumarin scaffolds may be further considered. Although the compounds furocoumarin A and tulipaline A (Figure ) are natural products, research on the mechanism of action of nematicides has reference significance.…”

Section: Chemical Nematicidal Active Compoundsmentioning

confidence: 99%

Chemical Nematicides: Recent Research Progress and Outlook

Chen

Song

2020

Self Cite

120

Plant-parasitic nematodes have caused huge economic losses to agriculture worldwide and seriously threaten the sustainable development of modern agriculture. Chemical nematicides are still the most effective means to manage nematodes. However, the long-term use of organophosphorus and carbamate nematicides has led to a lack of field control efficacy and increased nematode resistance. To meet the huge market demand and slow the growth of resistance, new nematicides are needed to enter the market. The rational design and synthesis of new chemical scaffolds to screen for new nematicides is still a difficult task. We reviewed the latest research progress of nematicidal compounds in the past decade, discussed the structure−activity relationship and mechanism of action, and recommended some nematicidal active fragments. It is hoped that this review can update the recent progress on nematicide discoveries and provide new ideas for the design and mechanism of action studies of nematicides.