Use of micellar extraction and cloud point preconcentration for valorization of saponins from sisal (Agave sisalana) waste

Sisal (Agave sisalana) is the main hard fiber produced worldwide, with an estimated generation of 400 thousands t in 2011. From its leaves, only the hard fibers, which represent 3–5% of their weight, are removed. The remaining 95–97% is referred to as sisal waste and contains steroidal saponins that can be potentially used in foods, cosmetics and pharmaceuticals formulations, as well as for soil bioremediation. The present work aimed at to evaluate strategies for the extraction and concentration of saponins from sisal waste, focused on the use of clean solvents, such as water and ethanol. For this purpose, it was firstly performed a central composite rotatable design for the optimization of the extraction conditions followed by a comparison of this strategy with other methods (Soxhlet, ultrasound-assisted extraction and micellar extraction). Cloud point preconcentration was then tested, using several types and concentrations of salts. The use of orbital shaker extraction (200 rpm) with an ethanolic solution (30%, v/v) at 50 °C, a mass/volume ratio sisal/solvent of 0.17 (g/mL) for 4 h allowed a recovery of 38.6% of the saponins. When a micellar extraction strategy using 7.5% (v/v) of Triton X-100, under the above-mentioned conditions was performed, saponins recovery raised to 98.4%. In a subsequent step, the addition of 20% (m/v) sodium carbonate led to a preconcentration factor of 20.3. The best adsorbent for Triton removal from the preconcentrated solution was Amberlite FPX-66. The process strategy proposed in the present study showed to be efficient for saponins extraction and preconcentration from a low-cost, highly available agricultural waste.     

Sequential extraction of bioactive compounds from Melia azedarach L. in fixed bed extractor using CO2, ethanol and water

Melia azedarach L. is a plant with wide use in folk medicine since it contains many bioactive compounds of interest. The present study aimed to extract bioactive compounds from M. azedarach fruits by a sequential process in fixed bed using various solvent mixtures. Extractions were performed at 50 °C and 300 bar in four sequential steps using supercritical CO₂ (scCO₂), scCO₂/ethanol, pure ethanol, and ethanol/water mixture as solvents, respectively. The efficacy of the extraction process was evaluated by extraction yield and kinetics, and analysis of extracts by: (1) thin layer chromatography (TLC), (2) phenolics content, (3) reduction of surface tension of water, (4) gas chromatography (GC–MS), (5) electrospray ionization mass spectrometry (ESI–MS) and (6) antiviral activity. The overall extraction yield reached 45% and TLC analysis showed extracts with different composition. extract obtained from CO₂/ethanol mixture (SCEE) exhibited the greatest ability to reduce surface tension of water from 72.4 mN m⁻¹ [1] of pure water to 26.9 mN m⁻¹ of an aqueous solution of 40 g L⁻¹. The highest phenolics contents were observed in both the hydroalcoholic extract and scCO₂/ethanolic extract. Volatile oils were not detected in the supercritical extracts by GC–MS. MS analyses identified the fatty acids: linoleic, palmitic and myristic acid in the supercritical extract (SCE), and the phenolics: caffeic acid and malic acid in the other extracts. In addition, SCE and SCEE extracts showed significant inhibition percentage against Herpes Simplex Virus Type 1. The extraction process proposed in the present study produced extracts with significant potential for application in food and pharmaceutical industries.     

Antioxidant activity of phenolics–saponins rich fraction prepared from defatted kenaf seed meal

The current study is aimed to determine the antioxidant properties of crude ethanolic extract (CEE) of defatted kenaf seed meal (DKSM) and its derived n-butanol (BF) and aqueous (AqF) fractions. Spectrophotometric assays showed that BF contained the highest amount of phenolic compounds and saponins, followed by CEE and AqF (p < 0.05). Similarly, HPLC-DAD analysis revealed that level of all the detected predominant phenolic compounds was significantly higher in BF (p < 0.05). Through multiple antioxidant assays, BF exhibited higher antioxidant activity than CEE and AqF, except for iron chelating activity (p < 0.05). Antioxidant activity of CEE and fractions were strongly correlated to their phenolic and saponin contents. This study showed that phenolic compounds and saponins could be extracted and partially purified simultaneously from DKSM by employing a simple alcoholic extraction–fractionation procedure. High antioxidative phenolics–saponins rich fraction from DKSM is a potential active ingredient that could be applied in nutraceuticals, functional foods as well as natural food preservatives.     

Artificial intelligence in predicting extraction of anti-cancer compounds

Saponins from the particulate Saponaria vaccaria L. seeds (0.29–0.84 mm, 15.35–61.40 g H₂O/100 g dry mass) were extracted for methanol concentrations (MeOH) of 30, 50, 70, and 90 mL/100 mL H₂O and temperatures (T) of, 30, 45, and 60 °C at ten extraction intervals (t) between 1 and 180 min. A calibration equation was developed from the liquid-chromatogram–mass spectroscopy peaks to quantify the extract yields (mg mL⁻¹) for various types of saponins. An artificial neural network (ANN) with three inputs, MeOH, T, and t predicted the extraction kinetics and the yields with less than ca. 12% error. The ANN model not only slightly outperformed the numerical diffusional model, but it also made the prediction simple and faster eliminating the use of the partition coefficient and the effective diffusivity. Therefore an ANN model can be a right approach to predict the yields of saponins and similar products.     

Effect of saponins on the physical characteristics, composition and quality of akara (fried cowpea paste) made from non-decorticated cream cowpeas

Changes in the foaming capacity and viscosity of cowpea paste, affected by the addition of saponins, were investigated, as well as the subsequent effect on the texture and oil content of Akara (fried cowpea paste). Two saponins, Quillaja and Yucca, were used. Results showed a significantly greater decrease in the specific gravity after whipping (39.9-52.9%), of the paste prepared with saponins compared to that prepared without saponins (25.1-32.9%). This demonstrated the increase in foaming capacity of the paste prepared with saponins. The results also showed a higher foaming capacity for the Yucca saponin compared with the Quillaja saponin. Subsequently, there was a significant decrease in the apparent viscosity of the paste prepared with saponins and a decrease in the firmness (6.51-7.78 N) of the fried product compared to that prepared without saponins (10.89-11.58 N). These results suggest that saponins can be used to increase the foaming capacity of cowpea paste resulting in a more desirably soft, spongy-textured product. There was a significant increase in the fat content of the samples produced with saponins (25.1-42.0 g/100 g) compared to the control (18.8-19.6 g/100 g) due to the formation of more air spaces in the cowpea paste.     

Surface-Active Properties of Solvent-Extracted <Emphasis Type="Italic">Panax ginseng</Emphasis> Saponin-Based Surfactants

In this study, saponins were extracted from Panax ginseng root powder. The crude solvent‐extracted saponins containing triterpenoid glycosides and terpenes that were identified by TLC techniques. The critical micelle concentrations (CMC) of the saponins were determined by measuring the change in (a) the UV‐visible spectrum of iodine due to the micelle‐iodine complexation, (b) the absorption intensity of aqueous alpha‐lipoic acid due to the micellar solubilization of the drug, and (c) the surface tension due to the abrupt change in the air/liquid interface saturation by surfactants monomers. The development of new absorption peak due to the micelle‐iodine complexation, enhancement in the absorbance due to the micelle‐solubilized lipoic acid, and displacement of monomer‐micelle equilibrium to micelle formation in higher monomer concentration region are some of the physicochemical properties in which CMC could be determined. We found a CMC of 0.009% w/v.     

An improved method for thin layer chromatographic analysis of saponins

Analysis of saponins by thin layer chromatography (TLC) is reported. The solvent system was n-butanol:water:acetic acid (84:14:7). Detection of saponins on the TLC plates after development and air-drying was done by immersion in a suspension of sheep erythrocytes, followed by washing off the excess blood on the plate surface. Saponins appeared as white spots against a pink background. The protocol provided specific detection of saponins in the saponins enriched extracts from Aesculusindica (Wall. ex Camb.) Hook.f., Lonicera japonica Thunb., Silene inflata Sm., Sapindusmukorossi Gaertn., Chlorophytum borivilianum Santapau & Fernandes, Asparagusadscendens Roxb., Asparagus racemosus Willd., Agave americana L., Camellia sinensis [L.] O. Kuntze. The protocol is convenient, inexpensive, does not require any corrosive chemicals and provides specific detection of saponins.     

Comprehensive analysis of Phyteuma orbiculare L., a wild Alpine food plant

Plants which have been traditionally eaten by the alpine population may provide new opportunities for agricultural development in mountain regions. In this context we have investigated the chemical composition of Phyteuma orbiculare (Campanulaceae), a perennial herb whose leaves have been eaten as salad by rural populations in Valais (Switzerland). Extracts of different polarities were subjected to comprehensive metabolite profiling using a dereplication platform combining HPLC–PDA-MS, and offline NMR analysis. Twenty-three compounds, including various phenolic glycosides, a new dimeric phenylpropanoid glucoside, saponins, and fatty acids were identified online, or after targeted isolation. Selected phenolic constituents were quantitatively assessed by HPLC–PDA analysis. In addition, substances relevant for nutrition, such as β-carotene, fatty acids, ascorbic acid and minerals were quantified in leaves and flowers. The antioxidant capacity was determined with an ORAC assay, and total phenolic compounds were quantified. Finally, the phytochemical profile was compared to that of the related species P. spicatum, P. hemisphaericum and P. ovatum.     

苦瓜皂甙柱提取工艺的研究

首次采用柱提取法提取苦瓜总皂甙,详细讨论了各工艺参数对提取苦瓜皂甙提取率的影响,在单因素实验的基础上进行正交实验,优化了工艺参数。又在Matlab软件对流出曲线进行拟合和积分处理得到了较好的结果,并在此基础上,最终确定了最佳提取工艺条件提取溶剂为70%的工业酒精、提取温度为75℃、流速为4.5BV/h、柱提取220min,皂甙得率为4.198%。     

Spirostane,furostane and cholestane saponins from Persian leek with antifungal activity

A phytochemical investigation of the seeds of Persian leek afforded the isolation of two new spirostane glycosides, persicosides A (1) and B (2), four new furostane glycosides, isolated as a couple of inseparable mixture, persicosides C1/C2 (3a/3b) and D1/D2 (4a/4b), one cholestane glycoside, persicoside E (5), together with the furostane glycosides ceposides A1/A2 and C1/C2 (6a/6b and 7a/7b), tropeosides A1/A2 and B1/B2 (8a/8b and 9a/9b), and ascalonicoside A1/A2 (10a/10b), already described in white onion, red Tropea onion, and shallot, respectively. Structure elucidation of the compounds was carried out by comprehensive spectroscopic analyses, including 2D NMR spectroscopy and MS spectrometry, and by chemical evidences. The chemical structure of new compounds were identified as (25S)-spirostan-2α,3β,6β-triol 3-O-[β-d-glucopyranosyl-(1 → 3)] [β-d-xylopyranosyl-(1 → 2)]-β-d-glucopyranosyl-(1 → 4)-β-d-galactopyranoside (1), (25S)-spirostan-2α,3β,6β-triol 3-O-[β-d-xylopyranosyl-(1 → 3)] [α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranosyl-(1 → 4)-O-β-d-galactopyranoside (2), furosta-1β,3β,22ξ,26-tetraol 5-en 1-O-β-d-glucopyranosyl (1 → 3)-β-d-glucopyranosyl (1 → 2)-β-d-galactopyranosyl 26-O-α-l-rhamnopyranosyl (1 → 2)-β-d-galactopyranoside (3a,3b), furosta-2α,3β,22ξ,26-tetraol 3-O-β-d-glucopyranosyl (1 → 3)-β-d-glucopyranosyl (1 → 2)-β-d-galactopyranosyl 26-O-β-d-glucopyranoside (4a,4b), (22S)-cholesta-1β,3β,16β,22β-tetraol 5-en 1-O-α-l-rhamnopyranosyl 16-O-α-l-rhamnopyranosyl (1 → 2)-β-d-galactopyranoside (5).