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Testing a chemical series inspired by plant stress oxylipin signalling agents for herbicide safening activity

Lookup NU author(s): Dr Melissa Brazier-Hicks, Dr Jon Sellars, Professor Robert Edwards



This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).


BACKGROUNDHerbicide safening in cereals is linked to a rapid xenobiotic response (XR), involving the induction of glutathione transferases (GSTs). The XR is also invoked by oxidized fatty acids (oxylipins) released during plant stress, suggesting a link between these signalling agents and safening. To examine this relationship, a series of compounds modelled on the oxylipins 12-oxophytodienoic acid and phytoprostane 1, varying in lipophilicity and electrophilicity, were synthesized. Compounds were then tested for their ability to invoke the XR in Arabidopsis and protect rice seedlings exposed to the herbicide pretilachlor, as compared with the safener fenclorim.RESULTSOf the 21 compounds tested, three invoked the rapid GST induction associated with fenclorim. All compounds possessed two electrophilic carbon centres and a lipophilic group characteristic of both oxylipins and fenclorim. Minor effects observed in protecting rice seedlings from herbicide damage positively correlated with the XR, but did not provide functional safening.CONCLUSIONThe design of safeners based on the characteristics of oxylipins proved successful in deriving compounds that invoke a rapid XR in Arabidopsis but not in providing classical safening in a cereal. The results further support a link between safener and oxylipin signalling, but also highlight species-dependent differences in the responses to these compounds. © 2018 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.

Publication metadata

Author(s): Brazier-Hicks M, Knight KM, Sellars JD, Steel PG, Edwards R

Publication type: Article

Publication status: Published

Journal: Pest Management Science

Year: 2018

Volume: 74

Issue: 4

Pages: 828-836

Print publication date: 01/04/2018

Online publication date: 06/02/2018

Acceptance date: 09/01/2018

Date deposited: 12/02/2018

ISSN (print): 1526-498X

ISSN (electronic): 1526-4998

Publisher: John Wiley & Sons Ltd


DOI: 10.1002/ps.4859


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