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https://locus.ufv.br//handle/123456789/16553
Tipo: | Artigo |
Título: | Synthesis of novel glycerol-derived 1,2,3-triazoles and evaluation of their fungicide, phytotoxic and cytotoxic activities |
Autor(es): | 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 |
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. |
Palavras-chave: | Glycerol 1,2,3-triazoles Fungicide Cytotoxic activity Click chemistry |
Editor: | Molecules |
Tipo de Acesso: | Open Access |
URI: | http://dx.doi.org/10.3390/molecules22101666 http://www.locus.ufv.br/handle/123456789/16553 |
Data do documento: | 7-Out-2017 |
Aparece nas coleções: | Artigos |
Arquivos associados a este item:
Arquivo | Descrição | Tamanho | Formato | |
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artigo.pdf | texto completo | 1,19 MB | Adobe PDF | Visualizar/Abrir |
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