Analytical and preparative chromatographic approaches for extraction of spilanthol from Acmella oleracea flowers

Balieiro, Odiane C.; Pinheiro, Mayra; Silva, Simone Y.S.; Oliveira, Marilene Nunes; Silva, Sebastião C.; Gomes, A. A.; Pinto, Licarion

doi:10.1016/j.microc.2020.105035

Cited by 13 publications

(5 citation statements)

References 27 publications

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“…Belonging to the Asteraceae family, it is native in Eastern Amazon and cultivated in the Brazilian states of Pará and Amapá [ 1 , 2 ]. It has demonstrated important pharmacological properties such as anti-inflammatory, diuretic, vasorelaxant, antioxidant, and antibacterial [ 3 , 4 ].…”

Section: Introductionmentioning

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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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: Introductionmentioning

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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“…Sample extraction and clean-up are normally required prior to chromatographic analysis due to the matrix effect. For some extraction methods, including maceration [22,25,26], solid-liquid extraction (SLE) [3,16,28] and Soxhlet extraction [28] were applied. Reports have shown that ethanol [3,16,22,29], methanol [25,26] and mixtures of methanol, ethanol, acetonitrile, water [28] are crucial solvents for the extraction of spilanthol from plants.…”

Section: Introductionmentioning

confidence: 99%

“…One chromatographic method is based on gas chromatography coupled with FID detection [9]. The mentioned publications describe the analytical methods for quantification of spilanthol in Spilanthes acmella [9,16,22,[25][26][27] and Acmella oleracea flower [3,9,28].…”

Section: Introductionmentioning

confidence: 99%

“…For some extraction methods, including maceration [22,25,26], solid-liquid extraction (SLE) [3,16,28] and Soxhlet extraction [28] were applied. Reports have shown that ethanol [3,16,22,29], methanol [25,26] and mixtures of methanol, ethanol, acetonitrile, water [28] are crucial solvents for the extraction of spilanthol from plants. Supercritical CO 2 with added ethanol and water was also used to try to extract spilanthol from S. acmella flowers, leaves, and stems [9].…”

Section: Introductionmentioning

confidence: 99%

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Extraction, Purification, Quantification, and Stability of Bioactive Spilanthol from Acmella oleracea

et al. 2022

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Acmella oleracea is an ethnobotanically significant plant with a relatiwely high content of spilanthol. Due to its broad spectrum of activity, including anti-inflammatory, antioxidant, analgesic, antifungal, and bacteriostatic properties, it is considered a valuable bioactive natural product. In addition, spilanthol as its main bioactive component inhibits facial muscle contractions, making it an attractive ingredient in anti-wrinkle and anti-aging cosmetics. Due to its muscle paralyzing effects, it is called herbal botox. The commercial interest in spilanthol encourages the development of effective methods of isolating it from plant material. The methodology used in this paper allows for the obtaining of extracts from Acmella oleracea with a relatively high content of spilanthol. An effective method of spilanthol extraction from all aerial parts of Acmella oleracea as well as methods of enriching spilanthol concentration in extracts achieved by removing polar and acidic substances from crude extracts was developed. To quantify the concentration of spilanthol, a simple, fast and economically feasible quantification protocol that uses nuclear magnetic resonance (HNMR) was developed. In addition, it has been proven, that oxidation of spilanthol by air gives (2E,7Z)-6,9-endoperoxy-N-(2-methylpropyl)-2,7-decadienamide. The studies on spilanthol solutions stability were carried out and the conditions for the long-time storage of spilanthol solutions have also been developed. Additionally, for confirmation of obtained results a sensitive (LOQ=1 ng/mL), precise (RSD lower than 7%) and accurate (RE lower than 7.5%), new HPLC-MS/MS method was applied.

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“…Therefore, Acmella oleracea is a plant of commercial interest, due to its pharmacological properties, but there are few studies assessing its processing and application of conservation methods [15,16]. Thus, the objective of this study was to evaluate the drying kinetics of the mass of jambu leaves and mass of jambu leaves in foam mat at different temperatures (50, 60 and 70 °C and thickness of 1.0 cm), determine thermodynamic properties and evaluate its physicochemical characterization.…”

Section: Introductionmentioning

confidence: 99%

Fits of Models and Thermodynamic Properties in Drying of Mass of Jambu Leaves

Gomes¹,

Resende²,

Sousa³

et al. 2022

Preprint

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The objective of this study was to evaluate the drying kinetics of the mass of jambu leaves and mass of jambu leaves in foam mat at different temperatures (50, 60 and 70 °C and thickness of 1.0 cm). The physicochemical characterization of the materials was performed before and after drying. Twelve different drying models were fitted to the drying kinetics data and the thermodynamic properties were calculated. The physicochemical parameters for the mass of leaves and foam after drying were moisture content from 2 to 7%, ash from 13 to 17%, protein content from 22 to 30%, lipids from 0.6 to 4% and total titratable acidity from 0.20 to 0.28% of tartaric acid. Wang & Singh and Midilli models were recommended for describing the drying kinetics. The use of foam mat promoted higher values of effective diffusion coefficient and activation energy and lower values of enthalpy and entropy, thus enhancing the reduction of drying time.

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Analytical and preparative chromatographic approaches for extraction of spilanthol from Acmella oleracea flowers

Cited by 13 publications

References 27 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

Extraction, Purification, Quantification, and Stability of Bioactive Spilanthol from Acmella oleracea

Fits of Models and Thermodynamic Properties in Drying of Mass of Jambu Leaves

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