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metadata.artigo.dc.title: Synthesis of novel glycerol-derived 1,2,3-triazoles and evaluation of their fungicide, phytotoxic and cytotoxic activities
metadata.artigo.dc.creator: Costa, Adilson Vidal
Oliveira, Marcos Vinicius Lacerda de
Pinto, Roberta Tristão
Moreira, Luiza Carvalheira
Gomes, Ediellen Mayara Corrêa
Alves, Thammyres de Assis
Pinheiro, Patrícia Fontes
Queiroz, Vagner Tebaldi de
Vieira, Larissa Fonseca Andrade
Teixeira, Robson Ricardo
Jesus Júnior, Waldir Cintra de
metadata.artigo.dc.subject: Glycerol
Isomeric chemical compounds
Cytotoxic activity
Click chemistry
metadata.artigo.dc.publisher: Molecular Diversity Preservation International (MDPI) 2017
metadata.artigo.dc.identifier.citation: COSTA, A. V. et al. Synthesis of novel glycerol-derived 1,2,3-triazoles and evaluation of their fungicide, phytotoxic and cytotoxic activities. Molecules, [S.l.], v. 22, n. 10, 2017.
metadata.artigo.dc.description.abstract: The synthesis of a series of 1,2,3-triazoles using glycerol as starting material is described. The key step in the preparation of these triazolic derivatives is the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), also known as click reaction, between 4-(azidomethyl)-2,2-dimethyl-1,3-dioxolane (3) and different terminal alkynes. The eight prepared derivatives were evaluated with regard to their fungicide, phytotoxic and cytotoxic activities. The fungicidal activity was assessed in vitro against Colletotrichum gloeosporioides, the causative agent of papaya anthracnose. It was found that the compounds 1-(1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-1,2,3-triazol-4-yl)-cyclo-hexanol (4g) and 2-(1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-1,2,3-triazol-4-yl)propan-2-ol (4h) demonstrated high efficiency in controlling C. gloeosporioides when compared to the commercial fungicide tebuconazole. The triazoles did not present any phytotoxic effect when evaluated against Lactuca sativa. However, five derivatives were mitodepressive, inducing cell death detected by the presence of condensed nuclei and acted as aneugenic agents in the cell cycle of L. sativa. It is believed that glycerol derivatives bearing 1,2,3-triazole functionalities may represent a promising scaffold to be explored for the development of new agents to control C. gloeosporioides.
metadata.artigo.dc.language: en_US
Appears in Collections:DBI - Artigos publicados em periódicos

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