Journal
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
Volume 31, Issue 4, Pages 821-832Publisher
SOC BRASILEIRA QUIMICA
DOI: 10.21577/0103-5053.20190246
Keywords
1,3-dipolar cycloaddition; 1,4-disubstituted 1,2,3-triazoles; click chemistry; antiproliferative activity; phytotoxicity; glycerol
Categories
Funding
- Fundacao de Amparo a Pesquisa e Inovacao do Espirito Santo (FAPES)
- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)
- Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES)
Ask authors/readers for more resources
Herein, the synthesis of nine novel glycerol-derived 4-alkyl-substituted 1,2.3-triazoles, using the Cu-I-catalyzed alkyne-azide cycloaddition reaction as the key step, is reported. The triazoles were characterized by infrared and nuclear magnetic resonance (NMR H-1 and C-13) spectroscopy and mass spectrometry. The nine prepared compounds were evaluated with regard to their phytotoxic, antiproliferative, and fungicidal activities. The fungicidal activity was assessed on Colletotrichum gloeosporioides, the causative agent of papaya anthracnose. All compounds presented high efficiency (comparable to the commercial fungicide tebuconazole) in inhibiting C. gloeosporioides sporulation. The phytotoxicity of the triazoles was assessed against Lactuca saliva. Germination was the less-affected parameter, whereas the most pronounced effects of the triazoles were on the germination speed index and root growth of the L saliva seedlings. As indicators of antiproliferative activity, the mitotic index was evaluated along with chromosomal and nuclear alterations, all of which were influenced to different degrees by the triazoles. In addition. all derivatives demonstrated aneugenic and clastogenic actions in meristematic cells of L. saliva roots. Therefore, these 4-alkyl-substituted triazoles may represent a scaffold to be explored for the development of new fungicidal agents.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available