Síntese e caracterização de novos híbridos derivados do timol e 1,2,3-triazóis com potencial aplicação no controle da antracnose do mamoeiro

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dc.contributor.authorOliveira, Mariana Belizario de
dc.contributor.authorIDhttps://orcid.org/
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dc.contributor.referee11º membro da banca
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dc.contributor.referee33º membro da banca
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dc.contributor.referee44º membro da banca
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dc.contributor.referee66º membro da banca
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dc.contributor.referee77º membro da banca
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dc.date.accessioned2024-10-11T17:18:44Z
dc.date.available2024-10-11T17:18:44Z
dc.date.issued2024-02-20
dc.description.abstractThe agricultural environment is frequently affected by phytopathogens which threaten global food security and the economic sector. In Espírito Santo, the papaya crop, responsible for a large part of the state's income, is severely damaged by anthracnose, a post-harvest fungal disease, caused by Colletotrichum gloeosporioides. 1,2,3- triazoles, aromatic nitrogen heterocycles, are already a widely used class of antifungals, showing promise against resistant strains of fungi, due to their different bioactivities and various applications. The aim of the present work is to synthesize and evaluate the antifungal activity against C. gloeosporioides of twenty new compounds containing 1,2,3-triazole moiety (10a-10t), obtained through the click chemistry type reaction and using thymol, as starting material. The synthetic route employed was simple and easy to execute, developed in just three steps. The first step involved the reaction between thymol and (±)-epichlorohydrin, leading to the formation of (±)-2-((2- isopropyl-5-methylphenoxy)methyl)oxirane (1) with a 65% yield. The subsequent step resulted in the formation of (±)-2-(2-isopropyl-5-methylphenoxy)-1-azido-3-propan-2-ol (2), with a 94% yield, from the reaction between (1) and sodium azide in the presence of ammonium chloride. In the third and final step, the click reaction between different terminal alkynes and (2) led to the formation of twenty new 1,2,3-triazole-1,4- disubstituted compounds (10a-10t), with yields ranging from 50% to 80%, using CuSO4.5H2O as a pre-catalyst. The chemical structures of the compounds were elucidated using Infrared, Mass, and Nuclear Magnetic Resonance spectroscopy techniques. In the future, all synthesized compounds will be subjected to biological assays to evaluate their fungicidal activity against C. gloeosporioides, responsible for causing significant damage to papaya, an important crop in Espírito Santo
dc.description.resumoresumo
dc.description.sponsorshipFundação de Amparo à Pesquisa e Inovação do Espírito Santo (Fapes)
dc.formatText
dc.identifier.urihttp://repositorio.ufes.br/handle/10/17928
dc.languagepor
dc.language.isopt
dc.publisherUniversidade Federal do Espírito Santo
dc.publisher.countryBR
dc.publisher.courseMestrado em Agroquímica
dc.publisher.departmentCentro de Ciências Exatas, Naturais e da Saúde
dc.publisher.initialsUFES
dc.publisher.programPrograma de Pós-Graduação em Agroquímica
dc.rightsopen access
dc.subjectCompostos heterocíclicos
dc.subject.cnpqAgronomia
dc.titleSíntese e caracterização de novos híbridos derivados do timol e 1,2,3-triazóis com potencial aplicação no controle da antracnose do mamoeiro
dc.title.alternativeSynthesis and characterization of new hybrids derived from thymol and 1,2,3-triazoles with potential application in the control of anthracnose in papaya
dc.typemasterThesis
foaf.mboxemail@ufes.br
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