New nitrogen compounds coupled to phenolic units with antioxidant and antifungal activities: synthesis and structure–activity relationship
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Abstract
A selection of 1-amino-2-arylidenamine-1,2-(dicyano)ethenes 3 was synthesized and cyclized to 2-aryl-4,5-dicyano-1H-imidazoles 4 upon reflux in ethyl acetate/acetonitrile, in the presence of manganese dioxide. These compounds were tested for their antioxidant capacity by cyclic voltammetry, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical and deoxyribose degradation assays. The minimum inhibitory concentration of all compounds was evaluated against two yeast species, Saccharomyces cerevisiae and Candida albicans. Their toxicity was tested in mammal fibroblasts. Among the synthesised compounds, two presented dual antioxidant/antifungal activity without toxic effects in fibroblasts. The new compounds synthesized in this work are potential biochemical tools and/or therapeutic drugs
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Bettencourt, A.; Castro, M.; Silva, J.; Fernandes, F.; Coutinho, O.; Sousa, M.J.; Proença, M.F.; Areias, F. New Nitrogen Compounds Coupled to Phenolic Units with Antioxidant and Antifungal Activities: Synthesis and Structure–Activity Relationship. Molecules 2018, 23, 2530
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https://doi.org/10.3390/molecules23102530Sponsors
This research was funded by the Portuguese Fundação para a Ciência e Tecnologia (PPCDT/QUI/59356).
Filipe Areias gratefully acknowledges a post-PhD grant from the Portuguese FCT (SFRH/BPD/26106)
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© 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/)