Insecticidal Pyrroles

Kuhn, D. G.; Kamhi, V. M.; Furch, Joseph A.; Diehl, R. E.; Trotto, S. H.; Lowen, Gregory T.; Babcock, T. J.

doi:10.1021/bk-1992-0504.ch026

Cited by 13 publications

(4 citation statements)

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“…Other examples of NPs that were known to have insecticidal activity, but were not used directly as insecticides, include physostigmine, nereistoxin, insect juvenile hormone, deoxypyrrolmycin, stemofoline, and N ‐isobutylamides . Among this latter group, all except the N ‐isobutylamides have given rise to fully synthetic mimics that include the N ‐methylcarbamates, nereistoxin analogs, juvenile hormone mimics, chlorfenapyr, and flupyradifurone, respectively. Other recent examples of NPs used as insecticides/acaricides include abamectin, milbemectin, and spinosad – all microbial fermentation products.…”

Section: Insecticidesmentioning

confidence: 99%

Natural products, their derivatives, mimics and synthetic equivalents: role in agrochemical discovery

Sparks¹,

Hahn²,

Garizi³

2016

Pest Management Science

177

149

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Natural products (NPs) have a long history as a source of, and inspiration for, novel agrochemicals. Many of the existing herbicides, fungicides, and insecticides have their origins in a wide range of NPs from a variety of sources. Owing to the changing needs of agriculture, shifts in pest spectrum, development of resistance, and evolving regulatory requirements, the need for new agrochemical tools remains as critical as ever. As such, NPs continue to be an important source of models and templates for the development of new agrochemicals, demonstrated by the fact that NP models exist for many of the pest control agents that were discovered by other means. Interestingly, there appear to be distinct differences in the success of different NP sources for different pesticide uses. Although a few microbial NPs have been important starting points in recent discoveries of some insecticidal agrochemicals, historically plant sources have contributed the most to the discovery of new insecticides. In contrast, fungi have been the most important NP sources for new fungicides. Like insecticides, plant-sourced NPs have made the largest contribution to herbicide discovery. Available data on 2014 global sales and numbers of compounds in each class of pesticides indicate that the overall impact of NPs to the discovery of herbicides has been relatively modest compared to the impact observed for fungicides and insecticides. However, as new sourcing and approaches to NP discovery evolve, the impact of NPs in all agrochemical arenas will continue to expand. © 2016 Society of Chemical Industry.

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Section: Insecticidesmentioning

confidence: 99%

Natural products, their derivatives, mimics and synthetic equivalents: role in agrochemical discovery

Sparks¹,

Hahn²,

Garizi³

2016

Pest Management Science

177

149

View full text Add to dashboard Cite

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“…Likewise, the N ‐methyl phenylcarbamates, inhibitors of acetylcholinesterase (AChE), were developed, in part, on the basis of the NP physostigmine (eserine) . Numerous other examples exist (Table ), including the development of cartap and other nereistoxin analogs inspired by the NP nereistoxin, methroprene, fenoxycarb and ultimately pyriproxyfen from insect juvenile hormone III, chlorfenapyr (AC 303,630), an inhibitor of oxidative phosphorylation, from dioxypyrrolomycin, and fluacrypyrim, an MET complex III inhibitor inspired by the β ‐methoxyacrylates . The most recent example is flupyradifurone, a new sap‐feeding insecticide acting on the nAChR, which is currently in development and was inspired, in part, by the NP stemofoline …”

Section: Insecticidesmentioning

confidence: 99%

Natural products for pest control: an analysis of their role, value and future

Gerwick¹,

Sparks²

2014

Pest Management Science

244

225

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Natural products (NPs) have long been used as pesticides and have broadly served as a source of inspiration for a great many commercial synthetic organic fungicides, herbicides and insecticides that are in the market today. In light of the continuing need for new tools to address an ever-changing array of fungal, weed and insect pests, NPs continue to be a source of models and templates for the development of new pest control agents. Interestingly, an examination of the literature suggests that NP models exist for many of the pest control agents that were discovered by other means, suggesting that, had circumstances been different, these NPs could have served as inspiration for the discovery of a great many more of today's pest control agents. Here, an attempt is made to answer questions regarding the existence of an NP model for existing classes of pesticides and what is needed for the discovery of new NPs and NP models for pest control agents.

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“…The processes of all tests were performed under standard laboratory conditions. After 10 days, the unhatched egg rates (%) were calculated and percentage mortality of young spider mites was evaluated and corrected using Abbott’s formula ( Kuhn et al 1992 , 1993; Dai et al 2008 ).…”

Section: Methodsmentioning

confidence: 99%

Evaluation of etoxazole against insects and acari in vegetables in China

Yang

Wei

et al. 2014

Journal of Insect Science

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Etoxazole, 2-(2,6-difluorophenyl-4-[4-(1,1-dimethylethyl)-2-ethoxy-phenyl]-4,5-dihydrooxazole, an organofluorine chitin synthesis inhibitor, was assayed for its bioactivities against several major insect and acarus pests and compared to several other pesticides: two chitin synthesis inhibitors, hexaflumuron and chlorfluazuron; a pyrethroid, permethrin; an organophosphate, acephate; a carboximide, hexythiazox; and a tetrazine, clofentezine. The LC 50 of etoxazole was calculated using probit analysis of the concentration-dependent mortality data against susceptible and resistant strains of the beet armyworm, Spodoptera exigua (Hubner) (Lepidoptera: Noctuidae); diamondback moth, Plutella xylostella L. (Plutellidae); bean aphid, Aphis craccivora Koch (Hemiptera: Aphididae); and carmine spider mite, Tetranychus cinnabarinus (Boisduval) Boudreaux (Trombidiformes: Tetranychidae). The resistant strains were found to be resistant against all tested pesticides except etoxazole. The bioactivity of etoxazole was many times that of the other tested insecticides and acaricides widely used in vegetable crops in China. On the basis of our research, etoxazole can be expected to be extensively used on vegetable crops in China.

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Insecticidal Pyrroles

Cited by 13 publications

References 0 publications

Natural products, their derivatives, mimics and synthetic equivalents: role in agrochemical discovery

Natural products, their derivatives, mimics and synthetic equivalents: role in agrochemical discovery

Natural products for pest control: an analysis of their role, value and future

Evaluation of etoxazole against insects and acari in vegetables in China

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