Synthesis and evaluation of the photoprotective, cytotoxic and antiviral activity of benzophenone derivatives containing 1,2,3-triazolic portions
| Autor: | Bianca F. da Silva, Ítalo E. P. da Silva, Adilson Vidal Costa, Sérgio Oliveira de Paula, Ângela M. A. Lima, Maria Cecília Fernandes, Edjon G. Santos, Raoni Pais Siqueira, Marcelo Henrique dos Santos, Victor Hugo Sousa Gonçalves, Tiago Antônio de Oliveira Mendes, Róbson Ricardo Teixeira, Gustavo Costa Bressan |
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| Jazyk: | portugalština |
| Rok vydání: | 2019 |
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| Zdroj: | Repositório Institucional da UFMG Universidade Federal de Minas Gerais (UFMG) instacron:UFMG Química Nova, Vol 42, Iss 5, Pp 473-484 Química Nova v.42 n.5 2019 Química Nova Sociedade Brasileira de Química (SBQ) instacron:SBQ |
| Popis: | The benzophenones are synthetic and natural compounds presenting a variety of activities, including photoprotective, cytotoxic and antiviral. It is herein described the preparation of a series of twenty-seven benzophenone derivatives bearing 1,2,3-triazole functionalities and the evaluation of their photoprotective, cytotoxic and antiviral on Zika Virus (ZIKV) activities. The compounds were prepared in three steps, namely reduction of benzophenone, alkylation of diphenylmethanol and CuAAC reactions. The in vitro evaluation of the photoprotective activity revealed that the most active derivative 4-((benzhydryloxy)methyl)-1-(4-nitrobenzyl)-1H-1,2,3-triazole (4k) displayed UVB sun protection factor equal to 6,9±0,53, which make this compound a possible candidate to be used in formulations for photoprotective applications. In terms of cytotoxicity, the compounds were evaluated against MDA-MB-231 and B16F10 cell lines. It was observed that the compounds were more active against MDA-MB-231 cells and three of them were capable of reducing cell viability by approximately 55% at 100 µmol L-1. In the antiviral screening against ZIKV, compound 4-(3-benzhydryloxy)propyl)-1-(3-methylbenzyl)-1H-1,2,3-triazole (5j) was the most effective in mantaining Vero cell viability. |
| Databáze: | OpenAIRE |
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