A sequential separation of linderane and norisoboldine using supercritical fluid and ionic liquid-based ultrasonic-assisted extraction from Lindera aggregate

ABSTRACT

Linderane (LDR) and norisoboldine (NOR) are two typical active compounds in Lindera aggregate (Sims.) Kosterm. In this study, a new method of sequential extraction of LDR and NOR from L. aggregate was developed by supercritical fluid extraction (SFE) and ionic liquid-based ultrasonic-assisted extraction (IL-UAE) for the first time. The suitable SFE with CO₂ conditions for LDR were 60 min dynamic extraction time, 40°C temperature and 30 MPa pressure. And the optimal IL-UAE factors for NOR were 2.06 mol/L 1-butyl-3-methylimidazolium bromide ([Bmim] Br) aqueous solution, 44 mL/g liquid–solid ratio, and 67 min ultrasonic time. Compared with the traditional extraction process, the sequential methods not only can obtain higher extraction efficiency, but also can realize the selective extraction for two different kinds of constituents with less consumption of traditional organic solvent. In addition, this environmentally friendly method could be used in a large-scale industry.     

Determination of Anti-Tumor Constitute Mollugin from Traditional Chinese Medicine Rubia cordifolia: Comparative Study of Classical and Microwave Extraction Techniques

Abstract

Rubia cordifolia is a common traditional Chinese medicine (TCM) used for centuries for the treatment of cough, inflammation of the joints, uterine hemorrhage, and uteritis. Mollugin is a major active component present in R. cordifolia and recognized as a potential anti-tumor compound. In this work, a microwave-assisted extraction (MAE) method has been developed for extracting mollugin from R. cordifolia. Several variables that can potentially affect the extraction yield, namely extracting solvent, microwave power, extraction time, and solid-liquid ratio were optimized. The separation and quantitative determination of mollugin was carried out by HPLC with UV detection at 254 nm. Under appropriate MAE conditions, such as extraction time of 4 min, ethanol concentration of 70% (v/v), microwave power of 460 W, and solid-liquid ratio of 1:20 (g/mL), the extraction yield of mollugin from R. cordifolia with MAE was higher than conventional extraction methods such as Soxhlet extraction, heat reflux extraction, and ultrasonic-assisted extraction. Due to the considerable saving in time and its higher extraction yield, the proposed MAE procedure was obviously a more rapid and effective sample preparation technique.     

Optimization of Microwave‐Assisted Extraction of Flavonoid from Radix Astragali using Response Surface Methodology

Abstract

Response surface methodology (RSM) was applied to predict optimum conditions for microwave‐assisted extraction (MAE) of flavonoid from Radix Astragali. A central composite design was used to monitor the effect of temperature, extraction time, solvent‐to‐material ratio, and the ethanol concentration on yield of total flavanoid (TFA). Optimum extraction conditions were predicted as 108.2°C, 26.7 min, 23.1 ml/g solvent‐to‐material ratio and 86.2% ethanol. The maximum yield 1.234±0.031 mg/g was close to the yield of Soxhlet and higher than that of ultrasound assisted extraction and heat reflux extraction. MAE was an effective alternative to conventional extraction methods.     

SIMULTANEOUS EXTRACTION AND QUANTITATION OF OLEANOLIC ACID AND URSOLIC ACID FROM SCUTELLARIA BARBATA D. DON BY ULTRASOUND-ASSISTED EXTRACTION AND HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY

A modified ultrasound-assisted extraction (MUAE) method and an HPLC technique were developed to identify and quantify simultaneously the amount of oleanolic acid (OA) and ursolic acid (UA) in Scutellaria barbata D. Don. The optimal conditions for MUAE were observed when the particle size was 0.2–0.5 mm, the duty cycle was 75%, the extraction temperature was 55°C, the ratio of solvent to raw material was 12.0:1 (mL:g), the ethanol concentration was 60%, and the extraction time was 25 min. Compared to the traditional extraction method, MUAE reduced the extraction time, extraction temperature, and solvent consumption and achieved superior yields of OA and UA. Furthermore, the combined MUAE-HPLC method was successfully applied for the first time to investigate and compare the amounts of OA and UA in samples obtained from different geographical regions.     

Optimization of microwave-assisted extraction of bioactive compounds from pistachio (Pistacia vera L.) hull

ABSTRACT

Phenolic compounds were extracted from pistachio hull using microwave-assisted solvent extraction (MASE). The effects of four parameters, microwave power, extraction time, solvent to sample ratio, and ethanol concentration were evaluated. The extraction conditions were optimized by response surface methodology to enhance the total phenolic content (TPC). Optimal conditions were found as 140 W microwave power, 4.5 min extraction time, 19:1 (v/w) solvent to sample ratio, and 56% ethanol concentration to get maximum TPC (62.24 mg GAE/g dry hull). Also, MASE was compared with conventional solvent extraction (CSE) and MASE gave higher TPC, yield, and antioxidant activity.     

Optimization of Microwave-Assisted Extraction of Astaxanthin from Haematococcus Pluvialis by Response Surface Methodology and Antioxidant Activities of the Extracts

Abstract

Microwave-assisted extraction (MAE) was applied for the extraction of astaxanthin from Haematococcus pluvialis and response surface methodology (RSM) was used to optimize extraction parameters to the content of astaxanthin. Four independent variables such as microwave power (W), extraction time (sec), solvent volume (mL), and the number of extraction were optimized in this paper. The optimal conditions were determined and tri-dimensional response surfaces were plotted from the mathematical models. The F-test and p-value indicated that microwave power, extraction time, the number of extraction, and their quadratic had a highly significant effect on the response value (p <0.01), then the solvent volume and the interaction effects of microwave power and the number of extraction also displayed significant effect (p <0.05). Considering the extraction efficiency, the optimized conditions of MAE were as follows: microwave power was 141 W, extraction time 83 sec, solvent volume 9.8 mL, the number of extraction four times. About 594 ± 3.02 µg astaxanthin was extracted from Haematococcus pluvialis the dried powders (100 mg) under the optimal conditions, and it close to the predicted contents (592 µg). The antioxidant activities of the extracts obtained under optimal conditions were analyzed, and the results showed that the extracts presented strong ability of inhibiting the peroxidantion of linoleic acid, exhibited strong radical-scavenging properties against the DPPH, as well as strong reducing power.     

Response Surface Methodology to Supercritical Carbon Dioxide Extraction of Essential Oil from Amormum krevanh Pierre

Abstract

Response surface methodology was employed to investigate the effects of operating conditions and predict the optimal conditions for supercritical carbon dioxide extraction of essential oil from Amomum krevanh Pierre. The factors investigated were operating temperature (33–67°C), the operating pressure (91–259 bar), and the extraction time (20–70 min). The main effect of the operating pressure and the interaction effect between the operating temperature and the extraction time were found to be significant factors. From the response surface model, an optimal condition for essential oil content within the range of experimental study was found to be at 33°C, 175 bar, and 70 min, which gave the oil yield of 17.3 mg/g dry wt. The essential oil yield obtained at all conditions were higher than that obtained by organic solvent extraction (9.74 mg/g dry wt.) while the composition of the extract was similar, which were 1,8-cineole (70.87%), β-pinene (8.89%), and limonene (4.81%).     

Pressurized Water Extraction of Hydrolysable Tannins from Phyllanthus niruri Linn

Pressurized water extraction (PWE) was studied for the extraction of hydrolysable tannins from Phyllanthus niruri Linn. The effects of operating conditions (pressure, temperature, and the water flow rate) on the extraction yields were investigated. The results showed that the extraction yields increased with increasing temperature and with decreasing water flow rate, whereas pressure gave no significant effect. At 100 bar, 100°C and 1.5 ml/min, the extract had higher component contents (%g/g extract) of gallic acid (0.65%), corilagin (4.11%), and ellagic acid (8.91%) than a commercial HEPAR-P? extract (0.21%, 2.64%, 4.17%, respectively). It was also found that the dynamic PWE had a faster extraction rate and lower solvent consumption (0.018 m³/kg) compared to the Soxhlet extraction and ultrasonication.     

Extraction of Total Phenolics of Sour Cherry Pomace by High Pressure Solvent and Subcritical Fluid and Determination of the Antioxidant Activities of the Extracts

Abstract

High pressure liquid extraction (HPE) and subcritical fluid (CO₂+ethanol) extraction (SCE) were used for the extraction of total phenolic compounds (TPC) from sour cherry pomace. Antiradical efficiency (AE) of the extracts was also determined. Ethanol was the solvent for HPE and co‐solvent for SCE. Combinations of pressure (50, 125, 200 MPa), temperature (20, 40, 60°C), solid/solvent ratio (0.05, 0.15, 0.25 g/ml) and extraction time (10, 25, 40 min) were variables for HPE according to the Box‐Behnken experimental design. The variables used for SCE were pressure (20, 40, 60 MPa), temperature (40, 50, 60°C), ethanol concentration (14, 17, 20 wt%) and extraction time (10, 25, 40 min). For HPE, TPC, and AE at the optimum conditions (176–193 MPa, 60°C, 0.06–0.07 g solid/ml solvent, 25 min) were found as 3.80 mg gae/g sample and 22 mg DPPH^?/g sample, respectively. TPC and AE at the optimum conditions (54.8–59 MPa, 50.6–54.4°C, 20 wt% ethanol, 40 min) for SCE were determined as 0.60 mg gae/g sample and 2.30 mg DPPH^?/g sample for sour cherry pomace, respectively.     

Optimization of Ultrasound-Assisted Extraction of Artemisinin from Artemisia annua L. by Response Surface Methodology

Artemisinin is a compound extracted from Artemisia annua L. with a remarkable curative effect against malaria. It can be extracted using ultrasound-assisted extraction (UAE) and then detected via HPLC. In this study, response surface methodology (RSM) was used to optimize UAE conditions for obtaining the maximum yield of artemisinin. Three independent variables (ratio of solvent to material, extraction temperature, and ultrasonic power) were evaluated using the Box-Behnken experimental design, with the yield of artemisinin as a response variable. Experimental data were highly fitted to a mathematical-regression model using multiple linear regression (MLR). Based on response surface plots, the three independent variables exhibited interactive effects on the yield of artemisinin. The optimal extraction conditions were as follows: 42.71 mL/g ratio of solvent to material, 41.86°C extraction temperature and 120 W ultrasonic power. The predicted yield of artemisinin by model was 0.7848%, whereas the actual yield in the extracts was 0.7826% ± 0.0790% in adjusted optimal conditions, with a relative error of 0.28%. The results undoubtedly demonstrated that RSM could be used to explore the optimum conditions of artemisinin extraction.     

Response Surface Optimized Ultrasonic-Assisted Extraction of Quercetin and Isolation of Phenolic Compounds From Hypericum perforatum L. by Column Chromatography

The effects of ultrasonic-assisted extraction factors for the main phenolic compound (quercetin) from Hypericum perforatum L. were optimized using the Box–Behnken design (BBD) combined with response surface methodology. The BBD was employed to evaluate the effects of extraction temperature (30–70°C), extraction time (20–80 min), methanol concentration (20–80%, v/v), and HCl concentration (0.8–2.0 M) on the content of one of the major phenolic compounds of quercetin. The extracts were analyzed by high performance liquid chromatography (HPLC). The major phenolic compounds of H. perforatum were isolated and the antioxidant capacity and total phenol content were determined in crude extract and fractions. The optimum conditions were determined as extraction temperature 67°C, extraction time 67 min, methanol concentration 77% (v/v), and HCl concentration 1.2 M. The predicted content of quercetin was 10.81 mg/g dried plant under the optimal conditions and the subsequent verification experiment with 11.09 mg/g dried plant confirmed the validity of the predicted model. The isolated compounds were identified as quercetin, cyanidin, protocatechuic acid, and kaempferol.     

Chitin Extraction from Black Tiger Shrimp (Penaeus monodon) Waste using Organic Acids

Abstract

In chitin extraction from black tiger shrimp shell waste, HCl is the commonly used decalcifying agent. However, it is considered a harsh chemical. An alternate was found by using organic acids. Conditions for deproteinization were: 1 M NaOH at 95°C for 6 h and solid‐to‐solvent ratio of 1∶15 (w/v). Demineralization involved treatment with 0.25 M HCl at ambient temperature for 30 min with agitation. The optimal solid‐to‐acid ratio was 1∶30 (w/v) and this led to 86.5±1.2% purification of chitin. With the same conditions, the optimal ratio of mixed acids (0.25 M HCOOH and 0.25 M C₆H₈O₇ at 1∶2 (v/v)) was 1∶28 (w/v) with chitin purification of 88.1±1.8%.     

Extraction of Hydrocarbons from Crude Oil Tank Bottom Sludges using Supercritical Ethane

Abstract

A custom‐built, solvent recirculating, supercritical fluid extraction (SFE) apparatus was used to study the extraction of hydrocarbons from a crude oil tank bottom sludge (COTBS) with supercritical ethane. The SFE experiments were carried out varying the pressure (10 MPa and 17.20 MPa) and temperature (35°C and 65°C). The yield of the extracted hydrocarbon fraction increased with increase in extraction pressure at constant temperature, and decreased with increase in extraction temperature at constant pressure. The maximum extraction yield was obtained at the pressure and temperature conditions that lead to the highest solvent density. The extracted hydrocarbon fraction was a significantly upgraded liquid relative to the original untreated COTBS.     

Optimization of Ultrasound-Assisted Extraction of Single Cell Oil from Mortierella isabellina

In this paper, ultrasound-assisted extraction of single cell oil (SCO) from Mortierella isabellina (MI) was investigated using mathematical statistics, such as Plackett–Burman (PB) design, steepest ascent (SA) design, and Box–Behnken (BB) design. The results from response surface methodology (RSM) indicated the hydrochloric acid concentration, ultrasound time, ultrasound temperature, and extraction time are the most significant parameters. The optimum extraction conditions were as follows: ultrasound power 300 W, ultrasound time 12.20 min, ultrasound temperature 53.42°c, hydrochloric acid 30 mmol in each gram of wet fungal mycelia, extraction time 19.45 min, extraction solvent (CH₃Cl-CH₃OH) ratio 2:1. Under the conditions, the extraction rate of SCO from MI was up to 90.63 ± 1.35%, and the yield of SCO was 109.88 ± 0.02 mg/g (P < 0.05) that was 1.23-fold and 1.35-fold the yield of acid-heating method and ultrasound method, respectively.     

Separation of Radiogallium from Zinc Using Membrane-Based Liquid-Liquid Extraction in Flow: Experimental and COSMO-RS Studies

ABSTRACT

A switch from batch to continuous manufacturing of gallium-68 (⁶⁸Ga) and ⁶⁸Ga-labeled pharmaceuticals can be advantageous, as it recycles isotopically-enriched zinc-68 (⁶⁸Zn), removes pre- and post-irradiation target manipulations, and provides scalability via dose-on-demand production. Herein we report efficient extraction of radiogallium (^66,67,68Ga = *Ga) from ZnCl₂/HCl solutions in batch and in flow using a membrane-based liquid-liquid separator. From 5.6 M ZnCl₂/3 M HCl, a 1/2 (v/v) diisopropyl ether (ⁱPr₂O)/trifluorotoluene (TFT) solvent extracts 76.3 ± 1.9% of *Ga and 1.9 ± 1.6% of Zn in flow using a single pass through. From 1 M ZnCl₂/6 M HCl, a 1/2 (v/v) n-butyl methyl ether (n-BuOMe)/TFT solvent extracts 95.7 ± 2.0% of *Ga and 0.005 ± 0.003% of Zn in flow. TFT plays a key role in controlling the interfacial tension between the aqueous and the organic phases, ensuring clean membrane-based separation. The process did not extract Cu, Mn, and Co but did extract Fe. Using HGaCl₄ and ZnCl₂ as the extractable species, the COSMO-RS theory predicts the solvation-driven extraction of Ga and Zn with a mean unsigned error of prediction of 4.0% and 3.4% respectively.     

Optimization of Microwave-Assisted Extraction of Cherry Laurel Fruit

Response surface methodology was used to optimize the influence of microwave power (300–600 W), plant material-to-solvent ratio (0.05–0.2 g/cm³), and extraction time (10–30 min) on the efficiency of microwave-assisted extraction of the cherry laurel (Prunus laurocerasus L.) fruit. From experimental data, a quadratic polynomial mathematical model (R² = 0.9949) was developed to predict the extract yield. All considered factors were statistically significant for extraction efficiency, while the most important factor was extraction time. Microwave power of 550 W, plant material-to-solvent ratio of 0.05 g/cm³, and time of 25 min were determined as optimal conditions with a maximum yield of 9.36 g/100 g fresh plant material, which was confirmed through laboratory experiments (9.12 ± 0.61 g/100 g fresh plant material). An economic condition for simultaneous maximum extract yield (7.58 g/100 g fresh plant material) with minimal energy and solvent consumption was determined by the desirability function method (18.2 min, 300 W, and 0.2 g/cm³). Additionally, the total phenol and flavonoid quantification and antioxidant activity of both extracts were tested. There is no statistically significant difference in the total flavonoid content in the extracts obtained under both proposed conditions, while the total phenolic content and antioxidant activity of the extract obtained under economic conditions were slightly lower.     

Solvent-assisted extraction of oil from papaya (Carica papaya L.) seeds: evaluation of its physiochemical properties and fatty-acid composition

ABSTRACT

The present work reports the solvent-assisted extraction of oil from papaya (Carica papaya L.) seeds. Various operating parameters such as solid solvent ratio, temperature and time on oil yield, and its effects have been investigated using response surface methodology. The experimental oil yield (20.30 ± 0.03%) at optimal condition was well agreed with the predicted value. The compositions from GC-FID results showed saturated fatty acid (20.94%), monounsaturated fatty acid (73.12%), and polyunsaturated fatty acid (4.96%). It was also found that the solvent-assisted extraction is a simple and effective method for extraction of oil from papaya seeds.     

Recovery of Anti-Cancer Damnacanthal from Roots of Morinda citrifolia by Microwave-Assisted Extraction

Abstract

This study investigated the effects of material particle size, irradiation time, extraction temperature, type of solvents, ethanol composition, and the ratio of liquid-to-sample on microwave-assisted extraction (MAE) of roots of Morinda citrifolia to obtain the most important anti-cancer compound, damnacanthal. The highest recovery of the compound was obtained after 5 min of MAE of small particle size material at 100 and 120°C. Longer extraction time caused the decrease in percent recovery due to the decomposition of the compound. Among the pure solvents tested, acetone and methanol gave the highest recovery. However, the use of ethanol-water solution (80% v/v) could considerably improve the yield of damnacanthal extracted. MAE was found to give the highest extraction efficiency when compared with other extraction methods such as extraction with electrical heating, soxhlet extraction, and ultrasound-assisted extraction (UAE).     

Extraction and HPLC Characterization of Chlorogenic Acid from Tobacco Residuals

Abstract

Chlorogenic acid is a highly valuable natural polyphenol compound used in medicine and industries. Its current commercial sources are from plant extracts of Lonicera japonica Thunb and Eucommia ulmoides Oliver. These sources are limited and expensive. On the other hand, tobacco residuals contain chlorogenic acid and other natural polyphenol compounds. Large quantities of tobacco residuals are produced each year as waste materials from tobacco manufacturing, potentially providing an alternative commercial source of chlorogenic acid and other valuable compounds. In this paper, microwave and ultrasound extractions of chlorogenic acid with mixed solvent were studied. Total polyphenol concentrations in extract solutions obtained with different extraction methods were analyzed with the method of ferrous tartrate and UV‐Vis spectrophotometry and compared. The extraction solutions were also characterized for polyphenol compositions with the method of HPLC. Experimental results indicated that high extract concentrations of chlorogenic acid were obtained with a mixed solvent of acetone and water (1:2 v/v). A total polyphenol concentration of up to 4.87 mg/ml and a chlorogenic acid concentration of up to 2.12 mg/ml were achieved. The application of microwave and ultrasound significantly increased the extract concentrations. The extraction time needed was also much reduced. HPLC analysis indicated that acetone water mixed solvent extraction achieved much higher relative concentrations of chlorogenic acid to other compounds in the extract solutions. These results indicted that fast and effective extraction of chlorogenic acid from tobacco residuals were achieved.     

Recovery of Saponins from Jua (Ziziphus joazeiro) by Micellar Extraction and Cloud Point Preconcentration

Juá (Ziziphus joazeiro) is a Brazilian plant and its bark has been used as a detergent and phytotherapic due to its high saponin content (2–10 %). Saponins are triterpenic glycosides with some properties that aid their use in food, cosmetic and pharmaceutical industries. The object of the present work was to develop an extraction and concentration process of saponins from jua bark, using green solvents such as water and ethanol. Firstly, the extraction conditions optimization was carried out using a central composite design, and compared with other methods such as Soxhlet, ultrasound-assisted extraction and micellar extraction. Then, cloud point preconcentration was tested to select the salt type and its concentration which promotes a higher concentration factor and partition coefficient at room temperature. Finally, the removal of a t-octyl phenol ethoxylate (9–10 EO) nonionic surfactant by adsorption was evaluated by optimizing the adsorbent type and its concentration, temperature and time of adsorption, in addition to the adsorbent recycling. Orbital shaker extraction leads to a recovery of 45.6 % saponins under the following conditions: temperature, 38.8 °C; jua/solvent ratio, 0.272; stirring speed, 300 rpm; extraction time, 2 h. Under these conditions, saponins recovery reached 90.8 % when using 15 % v/v of the nonionic surfactant, and a preconcentration factor of 14.2 was obtained by adding sodium carbonate 20 % w/v. The preconcentration factor decreased to a value of 10.1, after nonionic surfactant removal by a hydrophobic crosslinked polystyrene copolymer resin.