Chemical profile of Stachytarpheta schottiana by LC-HRMS/MS dereplication and molecular networking

Silva, Marcos Vinicius Toledo e; Garrett, Rafael; Simas, Daniel Luiz Reis; Konno, Tatiana Ungaretti Paleo; Muzitano, Michelle Frazão; Pinto, Shaft Corrêa; Barth, Thiago

doi:10.1590/2175-7860202172099

Cited by 6 publications

(4 citation statements)

References 34 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The first ( m/z 465) likely was generated from a neutral loss of the xylose moiety, followed by a neutral loss of the hexoside residue. Thus, the base peak of m/z 303 was attributed to aglycone according to previous reports 42 . Mauritianin ( m/z 741.2247) also was annotated, and it showed common fragmentation patterns, such as cleavage of the sugar moiety linked at kaempferol.…”

Section: Resultssupporting

confidence: 57%

See 1 more Smart Citation

Untargeted‐based metabolomics analysis and in vitro/in silico antiviral activity of extracts from Phyllanthus brasiliensis (Aubl.) Poir

Carvalho

Reis

Gomes

et al. 2023

Phytochemical Analysis

View full text Add to dashboard Cite

IntroductionThis study describes the molecular profile and the potential antiviral activity of extracts from Phyllanthus brasiliensis, a plant widely found in the Brazilian Amazon. The research aims to shed light on the potential use of this species as a natural antiviral agent.MethodsThe extracts were analysed using liquid chromatography–mass spectrometry (LC–MS) system, a potent analytical technique to discover drug candidates. In the meantime, in vitro antiviral assays were performed against Mayaro, Oropouche, Chikungunya, and Zika viruses. In addition, the antiviral activity of annotated compounds was predicted by in silico methods.ResultsOverall, 44 compounds were annotated in this study. The results revealed that P. brasiliensis has a high content of fatty acids, flavones, flavan‐3‐ols, and lignans. Furthermore, in vitro assays revealed potent antiviral activity against different arboviruses, especially lignan‐rich extracts against Zika virus (ZIKV), as follows: methanolic extract from bark (MEB) [effective concentration for 50% of the cells (EC50) = 0.80 μg/mL, selectivity index (SI) = 377.59], methanolic extract from the leaf (MEL) (EC50 = 0.84 μg/mL, SI = 297.62), and hydroalcoholic extract from the leaf (HEL) (EC50 = 1.36 μg/mL, SI = 735.29). These results were supported by interesting in silico prediction, where tuberculatin (a lignan) showed a high antiviral activity score.ConclusionsPhyllanthus brasiliensis extracts contain metabolites that could be a new kick‐off point for the discovery of candidates for antiviral drug development, with lignans becoming a promising trend for further virology research.

show abstract

Section: Resultssupporting

confidence: 57%

“…Thus, the base peak of m/z 303 was attributed to aglycone according to previous reports. 42 Mauritianin (m/z 741.2247) also was annotated, and it showed common fragmentation patterns, such as cleavage of the sugar moiety linked at kaempferol. We highlight neutral losses of two rhamnose units [(M + H) -2C 6 H 10 O 4 ] + .…”

Section: Flavonesmentioning

confidence: 99%

Untargeted‐based metabolomics analysis and in vitro/in silico antiviral activity of extracts from Phyllanthus brasiliensis (Aubl.) Poir

Carvalho

Reis

Gomes

et al. 2023

Phytochemical Analysis

View full text Add to dashboard Cite

show abstract

“…The rst (m/z 465) likely was generated from a neutral loss of the xylose moiety, followed by a neutral loss of the hexoside residue. Thus, the base peak of m/z 303 was attributed to aglycone according to previous reports[42]. Mauritianin (m/z 741.2247) also was annotated and it showed common fragmentation patterns, such as cleavage of the sugar moiety linked at kaempferol.…”

supporting

confidence: 56%

Chemical Diversity and In Vitro/In Silico Antiviral Activity of Extracts from Different Parts of Phyllanthus brasiliensis (Aubl.) Poir

Carvalho

Reis

Gomes

et al. 2023

Preprint

View full text Add to dashboard Cite

Introduction: Plants of the genus Phyllanthus (Euphorbiaceae), the “stone breaker” has long been used in folk medicine to treat hepatitis B, an important viral disease. In this regard some species of this genus were tested against viruses as Herpes simplex virus type 1 (HSV-1), COVID and Hepatitis C virus (HCV), showing expressive inhibition in some of them, attracting attention to the genus and to its chemical constituents. Although P. brasiliensis has no traditional use as an antiviral plant, these findings urge us to consider whether P. brasiliensis, plant widely distributed in the Brazilian Amazon and its compounds have antiviral activity against Vero cell lines infected with Mayaro, Oropouche, Chikungunya, and Zika viruses. Objectives: Thus, herein we describe a study of extracts' chemical diversity, antiviral activity, and specialized metabolites detected in different parts of the Phyllanthus brasiliensis (Aubl.) Poir., Methods: In this context, liquid chromatography-mass spectrometry is a crucial analytical method to reveal the identity of many drug candidates from extracts from medicinal plants used to treat diseases, including for instance infections by viruses. Results: As result, 44 compounds were annotated by mass spectrometry-based molecular networking approach. Along, the extracts were tested against Vero cell lines infected with Mayaro, Oropouche, Chikungunya, and Zika viruses. Overall, the results revealed that this species is high in fatty acids, flavones, flavan-3-ols, and lignans. Among them, especially lignans are known to have promising antiviral properties. In this context, in vitro assays revealed potent antiviral activity against different viruses, especially lignan-rich extracts MEB (EC50 = 0.80 µg.mL− 1, SI = 377.59), MEL (EC50 = 0.84 µg.mL− 1, SI = 297.62), and HEL (EC50 = 1.36 µg.mL− 1, SI = 735.29) against Zika virus (ZIKV). Conclusions: The potential of lignans was also supported by in silico antiviral prediction, and Tuberculatin (a lignan) stood out with high activity score and as a strong candidate from MEL extract. Therefore, authors believe that P. brasiliensis extracts contain metabolites that could be a new kick-off point with candidates for antiviral drug development, with lignans becoming a promising trend for further virology research.

show abstract

“…Stachytarpheta schottiana was collected in the Restinga de Jurubatiba National Park and its crude extract was produced by maceration with ethanol for 72 hours, repeating the procedure 3 times, until complete extraction. Details about the collection and the extract chemical composition have been previously described (Toledo e Silva et al, 2021).…”

Section: Obtaining the Stachytarpheta Schottiana Crude Extractmentioning

confidence: 99%

Anthelmintic effect of Stachytarpheta schottiana in Caenorhabditis elegans

Palermo,

Da Silva,

De Souza

et al. 2023

Braz. J. Hea. Rev.

View full text Add to dashboard Cite

Helminthiasis is considered a serious illness in tropical countries. The study of activity of natural products has proven to be an excellent alternative to parasite control. This work evaluated the anthelmintic activity of the crude extract of Stachytarpheta schottiana on viability, movements, reproduction behaviors and morphology of different stages of Caenorhabditis elegans. The extract did not decrease L1 hatching, and the survival of L1-L2 and adults in all tested concentrations. And it did not alter the movements of C. elegans adults and the egg-laying activity and brood size. Chemotaxis behavioral assays showed that C. elegans was not attracted or repelled by the extract. The morphological analysis of different forms showed several alterations as cuticular damages that promoted the detachment from the nematode body. The eggs were degraded or not present in adult bodies treated. The results obtained with the crude extract suggest that several secondary metabolites isolated from S. schottiana have an anthelmintic effect and for this confirmation, future analyses will be necessary.

show abstract

Chemical profile of Stachytarpheta schottiana by LC-HRMS/MS dereplication and molecular networking

Cited by 6 publications

References 34 publications

Untargeted‐based metabolomics analysis and in vitro/in silico antiviral activity of extracts from Phyllanthus brasiliensis (Aubl.) Poir

Untargeted‐based metabolomics analysis and in vitro/in silico antiviral activity of extracts from Phyllanthus brasiliensis (Aubl.) Poir

Chemical Diversity and In Vitro/In Silico Antiviral Activity of Extracts from Different Parts of Phyllanthus brasiliensis (Aubl.) Poir

Anthelmintic effect of Stachytarpheta schottiana in Caenorhabditis elegans

Contact Info

Product

Resources

About