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Synthesis and in vitro growth inhibition of 2-allylphenol derivatives against Phythopthora cinnamomi rands

dc.contributor.authorOlea A.F.
dc.contributor.authorEspinoza L.
dc.contributor.authorSedan C.
dc.contributor.authorThomas M.
dc.contributor.authorMartínez R.
dc.contributor.authorMellado M.
dc.contributor.authorCarrasco H.
dc.contributor.authorDíaz K.
dc.date.accessioned2020-09-02T22:24:45Z
dc.date.available2020-09-02T22:24:45Z
dc.date.issued2019
dc.identifier10.3390/molecules24224196
dc.identifier.citation24, 22, -
dc.identifier.issn14203049
dc.identifier.urihttps://hdl.handle.net/20.500.12728/5635
dc.descriptionPhytophthora cinnamomi is a phytopathogen that causes extensive damage in different crops, and therefore, produces important economic losses all around the world. Chemical fungicides are a key factor for the control of this disease. However, ecological and environmental considerations, as well as the appearance of strains that are resistant to commercial fungicides, have prompted the quest for new antifungal agents which are of low ecological impact. In this work, a series of new 2-allylphenol derivatives was synthesized, and their structures were confirmed by FT-IR, NMR, and MS. Some of the synthesized compounds, more specifically nitro derivatives, exhibit strong growth inhibition of P. cinnamomi with EC50 as low as 10.0 μg/mL. This level of activity is similar to that exhibited by METALAXYL MZ 58 WP, a commonly-used commercial fungicide; therefore, these compounds might be of agricultural interest due to their potential use as fungicides against P. cinnamomi. The results indicate that this activity depends on the chemical structures of the 2-allylphenol derivatives, and that it is strongly enhanced in molecules where nitro and hydroxyl groups adopt a -para configuration. These effects are discussed in terms of the electronic distribution of the aromatic ring induced by substituent groups. © 2019 by the authors.
dc.language.isoen
dc.publisherMDPI AG
dc.subject2-allylphenol
dc.subjectFungicide
dc.subjectPest control
dc.subjectPhytophthora cinnamomi
dc.subjectStructure-activity relationship
dc.subject2-allylphenol
dc.subjectantiparasitic agent
dc.subjectphenol derivative
dc.subjectchemistry
dc.subjectdose response
dc.subjectdrug effect
dc.subjectdrug sensitivity
dc.subjectparasitology
dc.subjectPhytophthora
dc.subjectplant disease
dc.subjectsynthesis
dc.subjectAntiparasitic Agents
dc.subjectChemistry Techniques, Synthetic
dc.subjectDose-Response Relationship, Drug
dc.subjectParasitic Sensitivity Tests
dc.subjectPhenols
dc.subjectPhytophthora
dc.subjectPlant Diseases
dc.titleSynthesis and in vitro growth inhibition of 2-allylphenol derivatives against Phythopthora cinnamomi rands
dc.typeArticle


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