Carla Monteiro Leal1, Rosineide Costa Simas2, Milene Miranda3, Mariana Freire Campos4, Brendo Araujo Gomes4, Marilda M Siqueira3, Gabrielle do Vale3, Carlos Vitor Gomes de Almeida3, Suzana Guimarães Leitão4, Gilda Guimarães Leitão5. 1. Programa de Biotecnologia Vegetal e Bioprocessos (PBV), Universidade Federal do Rio de Janeiro, Rio de Janeiro, 21.941-902, Brazil; Instituto de Pesquisas de Produtos Naturais (IPPN), Universidade Federal do Rio de Janeiro, Rio de Janeiro, 21.941-902, Brazil. 2. Laboratório de Cromatografia e Espectrometria de Massas (LaCEM), Universidade Federal de Goiás, Goiânia, 74.690-900, Brazil. 3. Laboratório de Vírus Respiratórios e do Sarampo, Instituto Oswaldo Cruz, Fundação Oswaldo Cruz, Rio de Janeiro, 21.041-210, Brazil. 4. Programa de Biotecnologia Vegetal e Bioprocessos (PBV), Universidade Federal do Rio de Janeiro, Rio de Janeiro, 21.941-902, Brazil; Faculdade de Farmácia, Departamento de Produtos Naturais e Alimentos, Universidade Federal do Rio de Janeiro, Rio de Janeiro, 21.941-902, Brazil. 5. Instituto de Pesquisas de Produtos Naturais (IPPN), Universidade Federal do Rio de Janeiro, Rio de Janeiro, 21.941-902, Brazil. Electronic address: ggleitao@ippn.ufrj.br.
Abstract
ETHNOPHARMACOLOGICAL RELEVANCE: Siparuna species are used in Brazilian Folk Medicine for the treatment and prophylaxis of colds, fever, headache, gastrointestinal disorders and rheumatic pain. AIM OF THE STUDY: This study aimed to investigate a possible anti-influenza activity of 25 extracts from leaves of Amazonian S. cristata, S. decipiens, S. glycycarpa, S. reginae and S. sarmentosa based on their folk medicinal uses as well as to investigate their metabolic fingerprinting. The chemical composition of the active extracts was further dereplicated. MATERIAL AND METHODS: The chemical composition of the crude EtOH extracts from five Siparuna species were investigated by ESI (±) LC-QTOF-MS2. Organic extracts were obtained by liquid-liquid partition with solvents of increasing polarity, generating 25 extracts which were subjected to a quick DI-ESI (±) IT-MS fingerprint analysis. These extracts were tested against influenza virus replication and cellular toxicity using MDCK cells and influenza A/Michigan/45/2015 (H1N1)pdm09 virus. The compounds in the active BuOH extracts from S. glycycarpa and S. sarmentosa were annotated by ESI (±) LC-QTOF-MS2. RESULTS: Analysis of the EtOH extracts revealed the presence of alkaloids and flavonoids, in the positive and negative ionization modes. Out of the 25 organic extracts screened for their antiviral activity, the BuOH extracts from S. glycycarpa and S. sarmentosa were the most active, inhibiting 96.0 ± 1.3% and 89.5 ± 0.8% of influenza virus replication 24 h post-infection. These inhibitory effects were maintained until 72hpi. Alkaloids, O- and C-flavonoid glycosides, dihydrochalcones and a procyanidin dimer were annotated in these extracts. CONCLUSIONS: The inhibitory effect against influenza A(H1N1)pdm09 virus replication shown by Amazonian Siparuna species corroborates the use of these plants in Brazilian Folk Medicine, showing their potential as anti-influenza agents. These promising results stimulate the continuation of this study with the aim of isolating the compound(s) responsible for this bioactivity, thus contributing to a better knowledge of those species and to the research of natural products with potential anti-influenza activity.
ETHNOPHARMACOLOGICAL RELEVANCE: Siparuna species are used in Brazilian Folk Medicine for the treatment and prophylaxis of colds, fever, headache, gastrointestinal disorders and rheumatic pain. AIM OF THE STUDY: This study aimed to investigate a possible anti-influenza activity of 25 extracts from leaves of Amazonian S. cristata, S. decipiens, S. glycycarpa, S. reginae and S. sarmentosa based on their folk medicinal uses as well as to investigate their metabolic fingerprinting. The chemical composition of the active extracts was further dereplicated. MATERIAL AND METHODS: The chemical composition of the crude EtOH extracts from five Siparuna species were investigated by ESI (±) LC-QTOF-MS2. Organic extracts were obtained by liquid-liquid partition with solvents of increasing polarity, generating 25 extracts which were subjected to a quick DI-ESI (±) IT-MS fingerprint analysis. These extracts were tested against influenza virus replication and cellular toxicity using MDCK cells and influenza A/Michigan/45/2015 (H1N1)pdm09 virus. The compounds in the active BuOH extracts from S. glycycarpa and S. sarmentosa were annotated by ESI (±) LC-QTOF-MS2. RESULTS: Analysis of the EtOH extracts revealed the presence of alkaloids and flavonoids, in the positive and negative ionization modes. Out of the 25 organic extracts screened for their antiviral activity, the BuOH extracts from S. glycycarpa and S. sarmentosa were the most active, inhibiting 96.0 ± 1.3% and 89.5 ± 0.8% of influenza virus replication 24 h post-infection. These inhibitory effects were maintained until 72hpi. Alkaloids, O- and C-flavonoid glycosides, dihydrochalcones and a procyanidin dimer were annotated in these extracts. CONCLUSIONS: The inhibitory effect against influenza A(H1N1)pdm09 virus replication shown by Amazonian Siparuna species corroborates the use of these plants in Brazilian Folk Medicine, showing their potential as anti-influenza agents. These promising results stimulate the continuation of this study with the aim of isolating the compound(s) responsible for this bioactivity, thus contributing to a better knowledge of those species and to the research of natural products with potential anti-influenza activity.
Keywords:
Alkaloids; Anti-Influenza activity; Chemical fingerprint; Dihydrochalcones; Flavonoids; Liquid chromatography-high resolution tandem mass spectrometry
Authors: Carla Monteiro Leal; Suzana Guimarães Leitão; Romain Sausset; Simony C Mendonça; Pedro H A Nascimento; Caio Felipe de Araujo R Cheohen; Maria Eduarda A Esteves; Manuela Leal da Silva; Tayssa Santos Gondim; Maria Eduarda S Monteiro; Amanda Resende Tucci; Natália Fintelman-Rodrigues; Marilda M Siqueira; Milene Dias Miranda; Fernanda N Costa; Rosineide C Simas; Gilda Guimarães Leitão Journal: Rev Bras Farmacogn Date: 2021-07-20 Impact factor: 2.010