Spilanthol content of Acmella oleracea subtypes and their bactericide and antibiofilm activities against Streptococcus mutans

Peretti, Paulo; Rodrigues, Emanuelle Tavares; Souza, Bernardino Maia de; Bezerra, Roberto Messias; Fernandez, E.; Sousa, Francisco Fábio Oliveira de; Pinheiro, Mayara Tânia

doi:10.1016/j.sajb.2021.08.001

Cited by 7 publications

(5 citation statements)

References 61 publications

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“…MW is an important aspect of the drug's therapeutic activity; if it increases beyond a certain limit, the volume of compounds also increases correspondingly, which in turn affects the drug's activity [ 20 , 21 ]. Drug with MW < 500 are easily transported, diffused, and absorbed compared to heavy molecules.…”

Section: Resultsmentioning

confidence: 99%

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Pharmacological Characteristics of the Hydroethanolic Extract of Acmella oleracea (L) R. K. Jansen Flowers: ADME/Tox In Silico and In Vivo Antihypertensive and Chronic Toxicity Evaluation

Rodrigues

Peretti

Bezerra

et al. 2023

Evidence-Based Complementary and Alternative Medicine

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Acmella oleracea (L.) R. K. Jansen, popularly known as jambu in Northern Brazil, is widely used in folk medicine and local cuisine. Its consumption in different ways reinforces the need for safety assessments. In this study, the major compounds found in the hydroethanolic extract of A. oleracea flowers (EHFAO) were characterized by ultra-performance liquid mass spectrometry (UHPLC-ESI-QTOF-MS/MS). The effects of oral administration of 100/mg/kg of EHFAO extract over 60 days in male spontaneously hypertensive (SHR) and Wistar (WR) rats and the in silico ADME/Tox predictions, lipophilicity, and water solubility were accomplished for the compounds identified. Spilanthol was detected as the foremost major compound at a concentration of 97.7%, followed by 1.53% scopoletin and 0.77% d-limonene. The treatment with EHFAO did not alter the animals´ weight over the studied period. Moderate alterations were observed solely in the hepatic enzymes AST (WR = 97 UI/L and SHR = 150 UI/L ∗ p < 0.05 ) and ALT (WR = 55 UI/L and SHR = 95 UI/L ∗ p < 0.05 ), while no relevant histopathological alterations were found. The in-silico study confirmed the in vivo findings, as the identified compounds were considered highly bioactive orally, due to their drug similarity profiles, adequate lipid solubility, bioavailability, and pharmacokinetics. Therefore, the chronic treatment with EHFAO was found safe at the concentration of 100/mg/kg, with no interference in the blood pressure levels neither appreciable toxic effects.

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Section: Resultsmentioning

confidence: 99%

“…The metabolites quantification followed the method used by Peretti et al [ 21 ]. The dry extract of A. oleracea was carefully weighed (–2 mg), dissolved in 95% ethanol at a ratio of 1 : 140, filtered through a syringe filter (GHP 0.2 mm Acrodisc®), and subjected to UHPLC-ESI-QToF-MS/MS.…”

Section: Methodsmentioning

confidence: 99%

Pharmacological Characteristics of the Hydroethanolic Extract of Acmella oleracea (L) R. K. Jansen Flowers: ADME/Tox In Silico and In Vivo Antihypertensive and Chronic Toxicity Evaluation

Rodrigues

Peretti

Bezerra

et al. 2023

Evidence-Based Complementary and Alternative Medicine

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“…The antimicrobial activity of A. oleracea may be highly species-specific, as it has been tested in vitro against several bacteria and fungi, showing positive results only against some of them, such as Salmonella typhi (MIC of 31.25 µg/mL), Streptococcus mutans , and Lactobacillus species (zones of inhibition ranging between 21 and 29 mm at 20 mg/mL), Staphylococcus aureus (MIC of 1.250 µg/mL) , Bacillus subtilis (MIC of 1.250 µg/mL), Escherichia coli (MIC of 1.250 µg/mL) , Pseudomonas aeruginosa (MIC of 1.250 µg/mL), and Candida albicans (MIC of 2.50 µg/mL), [ 99 , 100 , 101 ]. A. oleracea also showed antibiofilm potential against pre-formed S. mutans biofilms (MIC of 125 µg/mL) [ 102 ].…”

Section: Biological Activitiesmentioning

confidence: 99%

A Review of the Chemistry and Biological Activities of Acmella oleracea (“jambù”, Asteraceae), with a View to the Development of Bioinsecticides and Acaricides

Ferrati

Baldassarri

Cappellacci

et al. 2022

Plants

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Human pathologies, environmental pollution, and resistance phenomena caused by the intensive use of chemical pesticides have shifted the attention of the agrochemical industries towards eco-friendly insecticides and acaricides. Acmella oleracea (L.) R. K. Jansen (jambù) is a plant native to South America, widely distributed and cultivated in many countries due to its numerous pharmacological properties. This review analyzes literature about the plant, its uses, and current knowledge regarding insecticidal and acaricidal activity. Acmella oleracea has proven to be a potential pesticide candidate against several key arthropod pest and vector species. This property is inherent to its essential oil and plant extract, which contain spilanthol, the main representative of N-alkylamides. As a result, there is a scientific basis for the industrial exploitation of jambù in the preparation of green insecticides. However, studies related to its toxicity towards non-target species and those aimed at formulating and developing marketable products are lacking.

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“…Anti-inflammatory effects have been shown for spilanthol in dermatitis, pancreatitis, and intestinal mucositis models in mice, with the suppression of inflammatory transcription factors and inhibited iNOS expression [12,13]. A. oleracea extracts rich in alkylamides also show antimicrobial activity against Salmonella typhi and antibiofilm activity against Streptococcus mutans biofilms [14,15]. Spilanthol inhibits aflatoxin biosynthesis and the growth of Aspergillus parasiticus [16].…”

Section: Introductionmentioning

confidence: 99%

Natural Deep Eutectic Solvents for the Extraction of Spilanthol from Acmella oleracea (L.) R.K.Jansen

Alperth,

Feistritzer,

Huber

et al. 2024

Molecules

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With a growing focus on green chemistry, the extraction of natural products with natural deep eutectic solvents (NADES), which are eutectic mixtures of hydrogen bond donors and acceptors, has become an ever-expanding field of research. However, the use of NADES for the extraction of spilanthol from Acmella oleracea (L.) R.K.Jansen has not yet been investigated. Therefore, in this study, 20 choline chloride-based NADES, and for comparison, ethanol, were used as green extraction agents for spilanthol from Acmella oleracea flower heads. The effects of time, water addition, and temperature on NADES extractions were investigated and analysed by HPLC-DAD quantification. Additionally, UHPLC-DAD-ESI-MSn results for dichloromethane extracts, as well as the isolation of spilanthol and other main constituents as reference compounds, are reported. The best green extraction results were achieved by choline chloride (ChCl) with 1,2-propanediol (P, 1:2 molar ratio, +20% water) at 244.58 µg/mL, comparable to yields with ethanol (245.93 µg/mL). Methylurea (MeU, 1:2, +20% water) also showed promising results as a hydrogen bond donor in combination with choline chloride (208.12 µg/mL). In further experiments with NADES ChCl/P (1:2) and ChCl/MeU (1:2), extraction time had the least effect on spilanthol extraction with NADES, while yield decreased with water addition over 20% and increased with extraction temperature up to 80 °C. NADES are promising extraction agents for the extraction of spilanthol, and these findings could lead to applicable extracts for medicinal purposes, due to their non-toxic constituents.

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Spilanthol content of Acmella oleracea subtypes and their bactericide and antibiofilm activities against Streptococcus mutans

Cited by 7 publications

References 61 publications

Pharmacological Characteristics of the Hydroethanolic Extract of Acmella oleracea (L) R. K. Jansen Flowers: ADME/Tox In Silico and In Vivo Antihypertensive and Chronic Toxicity Evaluation

Pharmacological Characteristics of the Hydroethanolic Extract of Acmella oleracea (L) R. K. Jansen Flowers: ADME/Tox In Silico and In Vivo Antihypertensive and Chronic Toxicity Evaluation

A Review of the Chemistry and Biological Activities of Acmella oleracea (“jambù”, Asteraceae), with a View to the Development of Bioinsecticides and Acaricides

Natural Deep Eutectic Solvents for the Extraction of Spilanthol from Acmella oleracea (L.) R.K.Jansen

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