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Discovery of rosin-based acylhydrazone derivatives as potential antifungal agents against rice Rhizoctonia solani for sustainable crop protection
dc.contributor.authorXu, Renle
dc.contributor.authorGu, Shihao
dc.contributor.authorChen, Kun
dc.contributor.authorChen, Jinyu
dc.contributor.authorWang, Yong
dc.contributor.authorGao, Yanqing
dc.contributor.authorShang, Shibin
dc.contributor.authorSong, Zhanqian
dc.contributor.authorSong, Jie
dc.contributor.authorLi, Jian
dc.date.accessioned2023-02-01T19:00:21Z
dc.date.available2024-03-01 14:00:15en
dc.date.available2023-02-01T19:00:21Z
dc.date.issued2023-02
dc.identifier.citationXu, Renle; Gu, Shihao; Chen, Kun; Chen, Jinyu; Wang, Yong; Gao, Yanqing; Shang, Shibin; Song, Zhanqian; Song, Jie; Li, Jian (2023). "Discovery of rosin-based acylhydrazone derivatives as potential antifungal agents against rice Rhizoctonia solani for sustainable crop protection." Pest Management Science 79(2): 655-665.
dc.identifier.issn1526-498X
dc.identifier.issn1526-4998
dc.identifier.urihttps://hdl.handle.net/2027.42/175806
dc.description.abstractBACKGROUNDThe use of fungicides to protect crops from diseases is an effective method, and novel environmentally friendly plant-derived fungicides with enhanced performance and low toxicity are urgent requirements for sustainable agriculture.RESULTSTwo kinds of rosin-based acylhydrazone compounds were designed and prepared. Based on the antifungal activity assessment against Rhizoctonia solani, Fusarium oxysporum, Phytophthora capsici, Sclerotinia sclerotiorum, and Botrytis cinerea, acylhydrazone derivatives containing a thiophene ring were screened and showed an inhibitory effect on rice R. solani. Among them, Compound 4n, with an electron-withdrawing group on the benzene ring structure attached to the thiophene ring, showed optimal activity, and the EC50 value was 0.981 mg L−1, which was lower than that of carbendazim. Furthermore, it was indicated that 4n could affect the mycelial morphology, cell membrane permeability and microstructure, cause the generation of reactive oxygen species in fungal cells, and damage the nucleus and mitochondrial physiological function, resulting in the cell death of R. solani. Meanwhile, Compound 4n exhibited a better therapeutic effect on in vivo rice plants. However, the induction activity of 4n on the defense enzyme in rice leaf sheaths showed that 4n stimulates the initial resistance of rice plants by removing active oxygen, thereby protecting the cell membrane or enhancing the strength of the cell wall. Through the quantitative structure–activity relationship study, the quantitative chemical and electrostatic descriptors significantly affect the binding of 4n with the receptor, which improves its antifungal activity.CONCLUSIONThis study provides a basis for exploiting potential rosin-based fungicides in promoting sustainable crop protection. © 2022 Society of Chemical Industry.The rosin-based acylhydrazone fungicides were prepared and their putative modes of action on rice Rhizoctonia solani were investigated by physiological and biochemical determination and computational chemistry analysis.
dc.publisherJohn Wiley & Sons, Ltd.
dc.subject.otherantifungal activity
dc.subject.otherR. solani
dc.subject.otheraction mechanism
dc.subject.otherrosin
dc.subject.otheracylhydrazone
dc.subject.otherthiophene ring
dc.titleDiscovery of rosin-based acylhydrazone derivatives as potential antifungal agents against rice Rhizoctonia solani for sustainable crop protection
dc.typeArticle
dc.rights.robotsIndexNoFollow
dc.subject.hlbsecondlevelNatural Resources and Environment
dc.subject.hlbsecondlevelEcology and Evolutionary Biology
dc.subject.hlbtoplevelScience
dc.description.peerreviewedPeer Reviewed
dc.description.bitstreamurlhttp://deepblue.lib.umich.edu/bitstream/2027.42/175806/1/ps7232.pdf
dc.description.bitstreamurlhttp://deepblue.lib.umich.edu/bitstream/2027.42/175806/2/ps7232_am.pdf
dc.identifier.doi10.1002/ps.7232
dc.identifier.sourcePest Management Science
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dc.working.doiNOen
dc.owningcollnameInterdisciplinary and Peer-Reviewed


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