The interactions of piperonyl butoxide and analogues with the metabolic enzymes FE4 and CYP6CY3 of the green peach aphid Myzus persicae (Hemiptera: Aphididae)

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Panini, M., Tozzi, F., Bass, C., Zimmer, C. T., Field, L. M., Borzatta, V., Mazzoni, E. and Moores, G. D. 2017. The interactions of piperonyl butoxide and analogues with the metabolic enzymes FE4 and CYP6CY3 of the green peach aphid Myzus persicae (Hemiptera: Aphididae). Pest Management Science. 73 (2), pp. 371-379. https://doi.org/10.1002/ps.4314

AuthorsPanini, M., Tozzi, F., Bass, C., Zimmer, C. T., Field, L. M., Borzatta, V., Mazzoni, E. and Moores, G. D.
Abstract

BACKGROUND: Piperonyl butoxide (PBO) is a well-known insecticide synergist capable of interacting with phase 1 metabolic enzymes, specifically esterases and cytochrome P450s. In this study, structure–activity relationship analyses were used to characterise the interaction of around 30 analogues of PBO with the esterase FE4 and the P450 CYP6CY3 from insecticide-resistant Myzus persicae (Sulzer), in order to predict the synthesis of more potent inhibitors. RESULTS: Enzyme inhibition studies were performed against esterase and oxidase activities and, together with in silico modelling, key activity determinants of the analogues were identified and optimised. Novel analogues were then designed and synthesised, some of which showed greater inhibition against both enzymatic systems: specifically, dihydrobenzofuran moieties containing an alkynyl side chain and a butyl side chain against FE4, and benzodioxole derivatives with a propyl/butyl side chain and an alkynyl ether moiety for CYP6CY3. CONCLUSIONS: In vitro assays identified potential candidate synergists with high inhibitory potency. The in vivo confirmation of such results will allow consideration for a possible use in agriculture. © 2016 Society of Chemical Industry

Year of Publication2017
JournalPest Management Science
Journal citation73 (2), pp. 371-379
Digital Object Identifier (DOI)https://doi.org/10.1002/ps.4314
Open accessPublished as non-open access
FunderBiotechnology and Biological Sciences Research Council
Output statusPublished
Publication dates
Online30 May 2016
Publication process dates
Accepted19 May 2016
PublisherJohn Wiley & Sons, Ltd
Wiley
Copyright licensePublisher copyright
ISSN1526-498X

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