High-Resolution Mass Spectrometry Identification and Characterization of Flavonoids from <i>Fridericia chica</i> Leaves Extract with Anti-Arbovirus Activity
Ana Flávia Gomes da Cruz,
Adriana Cotta Cardoso Reis,
Jordano Augusto Carvalho Sousa,
Luana Beatriz Araújo Vaz,
Breno de Mello Silva,
Cíntia Lopes de Brito Magalhães,
Markus Kohlhoff,
Alaíde Braga de Oliveira,
Geraldo Célio Brandão
Affiliations
Ana Flávia Gomes da Cruz
Departamento de Farmácia, Escola de Farmácia, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, Ouro Preto 35.400-000, Minas Gerais, Brazil
Adriana Cotta Cardoso Reis
Departamento de Farmácia, Escola de Farmácia, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, Ouro Preto 35.400-000, Minas Gerais, Brazil
Jordano Augusto Carvalho Sousa
Departamento de Farmácia, Escola de Farmácia, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, Ouro Preto 35.400-000, Minas Gerais, Brazil
Luana Beatriz Araújo Vaz
Departamento de Farmácia, Escola de Farmácia, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, Ouro Preto 35.400-000, Minas Gerais, Brazil
Breno de Mello Silva
Departamento de Ciências Biológicas, ICEB, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, Ouro Preto 35.400-000, Minas Gerais, Brazil
Cíntia Lopes de Brito Magalhães
Departamento de Ciências Biológicas, ICEB, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, Ouro Preto 35.400-000, Minas Gerais, Brazil
Markus Kohlhoff
Laboratório de Química de Produtos Naturais Bioativos, Fundação Oswaldo Cruz, Instituto René Rachou, Belo Horizonte 30.190-009, Minas Gerais, Brazil
Alaíde Braga de Oliveira
Departamento de Produtos Farmacêuticos, Faculdade de Farmácia, Universidade Federal de Minas Gerais, Av. Antônio Carlos, 6627, Belo Horizonte 31.270-901, Minas Gerais, Brazil
Geraldo Célio Brandão
Departamento de Farmácia, Escola de Farmácia, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, Ouro Preto 35.400-000, Minas Gerais, Brazil
Plant extracts are complex mixtures that are difficult to characterize, and mass spectrometry is one of the main techniques currently used in dereplication processes. Fridericia chica is a species with medicinal uses in Latin American countries, used in the treatment of inflammatory and infectious diseases. Extracts of this plant species are characterized by the presence of anthocyanidins. In this study, using high-resolution mass spectrometry coupled with liquid chromatography, it was possible to determine the molecular formula of thirty-nine flavonoids. Fragmentation analysis, ultraviolet spectrum and nuclear magnetic resonance data allowed the partial characterization of the structures of these compounds. The spectral dataset allowed the identification of a series of flavones in addition to the desoxyanthocyanidins common in extracts of the species. The occurrence of some of the proposed structures is uncommon in extracts of species of the Bignoniaceae family, and they are reported for the first time in the extract of this species. Quantitative analyses of total flavonoids confirmed the high content of these constituents in the species, with 4.09 ± 0.34 mg/g of dry plant material. The extract under study showed low in vitro cytotoxicity with CC50 ≥ 296.7 ± 1.4 µg/mL for Vero, LLC-MK2 and MRC-5 cell lines. In antiviral activity assays, inhibition of the cytopathic effects of Dengue, Zika and Mayaro viruses was observed, with EC50 values ranging between 30.1 and 40.9 µg/mL. The best result was observed against the Mayaro virus, with an EC50 of 30.1 µg/mL.
