Green Solvent to Substitute Hexane for Bioactive Lipids Extraction from Black Cumin and Basil Seeds

Bourgou, Soumaya; Bettaieb Rebey, Iness; Ben Kaab, Sofiene; Hammami, Majdi; Dakhlaoui, Sarra; Sawsen, Selmi; Msaada, Kamel; Isoda, Hiroko; Ksouri, Riadh; Fauconnier, Marie-Laure

doi:10.3390/foods10071493

Download

Article (Scientific journals)

Green Solvent to Substitute Hexane for Bioactive Lipids Extraction from Black Cumin and Basil Seeds

Bourgou, Soumaya; Bettaieb Rebey, Iness; Ben Kaab, Sofiene et al.

2021 • In Foods

Peer Reviewed verified by ORBi

Permalink
https://hdl.handle.net/2268/261429

DOI
10.3390/foods10071493

Files (1)Send to Details Statistics Bibliography Similar publications

Files

Full Text

foods-10-01493.pdf

Publisher postprint (4.28 MB)

Download

All documents in ORBi are protected by a user license.

Send to

RIS BibTex APA Chicago Permalink X Linkedin

Details

Keywords :

Nigella sativa; Ocimum basilicum; PUFA; tocopherols; phenolics; green extraction; bio-based solvents; bio-activities

Abstract :

[en] A comparative study of bioactive lipids extraction from black cumin (Nigella sativa L.) and basil (Ocimum basilicum L.) seeds using conventional petroleum-based solvent and green solvent 2-methyltetrahydrofuran (MeTHF) was performed. MeTHF extraction allowed obtaining the highest oil yield in black cumin (34%). Regarding fatty acids composition, linoleic acid (61%) and α-linolenic (78%) were relevant in black cumin and basil green and conventionally extracted oils, respectively. Besides, MeTHF allowed obtaining higher tocopherols and total phenolics contents in black cumin (400 mg/kg of oil and 12 mg EGA/g oil) and basil (317 mg/kg oil and 5 mg EGA/g oil) compared to hexane-extracted ones. The content of major phenolic compounds in the two seed oils, trans-hydroxycinnamic acid, rosmarinic acid, and thymol was enhanced by MeTHF extraction. Furthermore, MeTHF-extracted oils possess stronger antioxidant activities (radical scavenging, total antioxidant, and β-carotene bleaching activities) and high and similar anti-inflammatory capacity to hexane-extracted oils. In conclusion, the results revealed that MeTHF is efficient to replace hazardous solvents to extract oil from black cumin and basil seeds rich in compounds relevant to the human diet, including essential polyunsaturated fatty acids (n-6 and n-3), tocopherols, and phenolic compounds with improved biological activities.

Disciplines :

Phytobiology (plant sciences, forestry, mycology...)
Chemistry

Author, co-author :

Bourgou, Soumaya

Bettaieb Rebey, Iness

Ben Kaab, Sofiene

Hammami, Majdi

Dakhlaoui, Sarra

Sawsen, Selmi

Msaada, Kamel

Isoda, Hiroko

Ksouri, Riadh

Fauconnier, Marie-Laure ; Université de Liège - ULiège > Département GxABT > Chimie des agro-biosystèmes

Language :

English

Title :

Green Solvent to Substitute Hexane for Bioactive Lipids Extraction from Black Cumin and Basil Seeds

Publication date :

28 June 2021

Journal title :

Foods

eISSN :

2304-8158

Publisher :

MDPI AG, Switzerland

Peer reviewed :

Peer Reviewed verified by ORBi

Available on ORBi :

since 28 June 2021

Statistics

Number of views

58 (14 by ULiège)

Number of downloads

87 (6 by ULiège)

More statistics

Scopus citations^®

Scopus citations^®
without self-citations

OpenCitations

Bibliography

Durkin, L.A.; Childs, C.E.; Calder, P.C. Omega-3 polyunsaturated fatty acids and the intestinal epithelium-A Review. Foods 2021, 10, 199. [CrossRef] [PubMed]
Quílez, M.; Ferreres, F.; López-Miranda, S.; Salazar, E.; Jordán, M.J. Seed oil from mediterranean aromatic and medicinal plants of the Lamiaceae family as a source of bioactive components with nutritional. Antioxidants 2020, 9, 510. [CrossRef] [PubMed]
Tuberoso, C.I.G.; Kowalczyk, A.; Sarritzu, E.; Cabras, P. Determination of antioxidant compounds and antioxidant activity in commercial oilseeds for food use. Food. Chem. 2007, 103, 1494–1501. [CrossRef]
Saini, R.K.; Keum, Y.S. Tocopherols and tocotrienols in plants and their products: A review on methods of extraction, chromato-graphic separation, and detection. Food Res. Int. 2016, 82, 59–70. [CrossRef]
Crinnion, W.J. The CDC fourth national report on human exposure to environmental chemicals: What it tells us about our toxic burden and how it assist environmental medicine physicians. Altern. Med. Rev. 2010, 15, 101–108.
Ravi, H.K.; Vian, M.A.; Tao, Y.; Degrou, A.; Costil, J.; Trespeuch, C.; Chemat, F. Alternative solvents for lipid extraction and their effect on protein quality in black soldier fly (Hermetia illucens) larvae. J. Clean. Prod. 2019, 238, 117861. [CrossRef]
Kerton, F.M. Alternative Solvents for Green Chemistry; Royal Society of Chemistry: Cambridge, UK, 2009.
Sicaire, A.G.; Vian, M.A.; Fine, F.; Carré, P.; Tostain, S.; Chemat, F. Experimental approach versus COSMO-RS assisted solvent screening for predicting the solubility of rapeseed oil. OCL 2015, 22, 1–7. [CrossRef]
De Jesus, S.S.; Ferreira, G.F.; Fregolente, L.V.; Maciel Filho, R. Laboratory extraction of microalgal lipids using sugarcane bagasse derived green solvent. Algal Res. 2018, 35, 292–300. [CrossRef]
Bettaieb Rebey, I.; Bourgou, S.; Detry, P.; Wannes, W.A.; Kenny, T.; Ksouri, R.; Sellami, I.H.; Fauconnier, M.L. Green extraction of fennel and anise edible oils using bio-based solvent and supercritical fluid: Assessment of chemical composition, antioxidant property, and oxidative stability. Food. Bioprocess Technol. 2019, 12, 1798–1807. [CrossRef]
Bourgou, S.; Bettaieb Rebey, I.; Dakhlaoui, S.; Msaada, K.; Saidani Tounsi, M.; Ksouri, R.; Fauconnier, M.; Hamrouni-Sellami, I. Green extraction of oil from Carum carvi seeds using bio-based solvent and supercritical fluid: Evaluation of its antioxidant and anti-inflammatory activities. Phytochem. Anal. 2019, 31, 37–45. [CrossRef]
Rapinel, V.; Claux, O.; Abert-Vian, M.; McAlinden, C.; Bartier, M.; Patouillard, N.; Jacques, L.; Chemat, F. 2-Methyloxolane (2-MeOx) as sustainable lipophilic solvent to substitute hexane for green extraction of natural products. Properties, Applications and Perspectives. Molecules 2020, 25, 3417. [CrossRef]
Angers, P.; Morales, M.R.; Simon, J.E. Fatty acid variation in seed oil among Ocimum species. J. Am. Oil Chemists’ Soc. 1996, 73, 393–395. [CrossRef]
Cheikh-Rouhou, S.; Besbes, S.; Hentati, B.; Blecker, C.; Deroanne, C.; Attia, H. Nigella sativa L.: Chemical composition and physicochemical characteristics of lipid fraction. Food. Chem. 2007, 101, 673–681. [CrossRef]
Hamrouni-Sellami, I.; Kchouk, M.E.; Marzou, B. Lipid and aroma composition of black cumin (Nigella sativa L.) seeds from Tunisia. J. Food. Biochem. 2008, 32, 335–352. [CrossRef]
Kiralan, M.; Özkan, G.; Bayrak, A.; Ramadan, M.F. Physicochemical properties and stability of black cumin (Nigella sativa) seed oil as affected by different extraction methods. Ind. Crops Prod. 2014, 57, 52–58. [CrossRef]
Nour, A.H.; Elhussein, S.A.; Osman, N.A.; Nour, A.H. Characterization and chemical composition of the fixed oil of fourteen basil (Ocimum basilicum L.) accessions grown in Sudan. Int. J. Chem. Technol. 2009, 2, 113–119. [CrossRef]
Tasioula-Margari, M.; Okogeri, O. Simultaneous determination of phenolic compounds and tocopherols in virgin olive oil using HPLC and UV detection. Food. Chem. 2001, 74, 377–383. [CrossRef]
Parry, J.; Su, L.; Luther, M.; Zhou, K.; Yurawecz, M.P.; Parry, J.; Su, L.; Luther, M.; Whittaker, P.; Yu, L. Fatty acid composition and antioxidant properties of cold-pressed marionberry, boysenberry, red raspberry, and blueberry seed oils. J. Agric. Food. Chem. 2005, 53, 66–573. [CrossRef]
Ganesan, P.; Kumar, C.S.; Bhaskar, N. Antioxidant properties of methanol extract and its solvent fractions obtained from selected Indian red seaweeds. Bioresour. Technol. 2008, 99, 2717–2723. [CrossRef]
Boulaaba, M.; Kalai, F.Z.; Dakhlaoui, S.; Ezzine, Y.; Selmi, S.; Bourgou, S.; Smaoui, A.; Isoda, H.; Ksouri, R. Antioxidant, antiproliferative and anti-inflammatory effects of Glaucium flavum fractions enriched in phenolic compounds. Med. Chem. Res. 2019, 28, 1995–2001. [CrossRef]
O’Brien, J.; Wilson, I.; Orton, T.; Pognan, F. Investigation of the Alamar Blue (resazurin) fluorescent dye for the assessment of mammalian cell cytotoxicity. Eur. J. Biochem. 2000, 267, 5421–5426. [CrossRef] [PubMed]
Mahmood, W.M.A.W.; Theodoropoulos, C.; Gonzalez-Miquel, M. Enhanced microalgal lipid extraction using bio-based solvents for sustainable biofuel production. Green. Chem 2017, 19, 5723–5733. [CrossRef]
Yara-Varon, E.; Fabiano-Tixier, A.S.; Balcells, M.; Canela-Garayo, R.; Bily, A.; Chemat, F. Is it possible to substitute hexane with green solvents for extraction of carotenoids? A theoretical versus experimental solubility study. RSC Adv. R. Soc. Chem. 2016, 6, 27750–27759. [CrossRef]
Antonucci, V.; Coleman, J.; Ferry, J.B.; Johnson, N.; Mathe, M.; Scott, J.P.; Xu, J. Toxicological assessment of 2-methyltetrahydrofuran and cyclopentyl methyl ether in support of their use in pharmaceutical chemical process development. Org. Process Res. Dev. 2011, 15, 939–941. [CrossRef]
Ghaleshahi, A.Z.; Ezzatpanah, H.; Rajabzadeh, G.; Ghavami, M. Comparison and analysis characteristics of flax, perilla and basil seed oils cultivated in Iran. J. Food Sci. Technol. 2020, 57, 1258–1268. [CrossRef]
Ramadan, M.F.; Mörsel, J.T. Radical scavenging activity of black cumin (Nigella sativa L.), coriander (Coriandrum sativum L.), and niger (Guizotia abyssinica Cass.) crude seed oils and oil fractions. J. Agric. Food. Chem. 2003, 51, 6961–6969. [CrossRef]
Kawamura, A.; Ooyama, K.; Kojima, K.; Kachi, H.; Abe, T.; Amano, K.; Aoyama, T. Dietary supplementation of gamma-linolenic acid improves skin parameters in subjects with dry skin and mild atopic dermatitis. J. Oleo Sci. 2011, 60, 597–607. [CrossRef]
Grusak, M.A.; Della, P.D. Improving the nutrient composition of plants to enhance human nutrition and health. Annu. Rev. Plant Phys. 1999, 50, 133–161. [CrossRef]
Hassanien, M.M.M.; Abdel-Razek, A.G.; Rudzińska, M.; Siger, A.; Ratusz, K.; Przybylski, R. Phytochemical contents and oxidative stability of oils from non-traditional sources. Eur. J. Lipid Sci. Technol. 2014, 116, 1563–1571. [CrossRef]
Sahu, P.K.; Suryakant, C.; Elise, S.; Inga, M.; Ying, Q.; Ania, G.; Magdalena, R.; Khageshwar, S.; Paweł, G. Fatty acids, tocopherols, tocotrienols, phytosterols, carotenoids, and squalene in seed oils of Hyptis suaveolens, Leonotis nepetifolia, and Ocimum sanctum. Eur. J. Lipid Sci. Technol. 2020, 112, 2000053. [CrossRef]
Gharby, S.; Ravi, H.K.; Guillaume, D.; Vian, M.A.; Chemat, F.; Charrouf, Z. 2-methyloxolane as alternative solvent for lipid extraction and its effect on the cactus (Opuntia ficus-indica L.) seed oil fractions. OCL 2020, 27, 1–7. [CrossRef]
Siger, A.; Nogala-Kalucka, M.; Lampart-Szczapa, E. The content and antioxidant activity of phenolic compounds in cold-pressed plant oils. J. Food. Lipids 2008, 15, 137–149. [CrossRef]
Ramadan, M.F. Healthy blends of high linoleic sunflower oil with selected cold pressed oils: Functionality, stability and antioxidative characteristics. Ind. Crops Prod. 2013, 43, 65–72. [CrossRef]
Bourgou, S.; Pichette, A.; Marzouk, B.; Legault, J. Bioactivities of black cumin essential oil and its main terpenes from Tunisia. S. Afr. J. Bot. 2010, 76, 210–216. [CrossRef]
Nutrizioj, M.; Pataro, G.; Carullo, D.; Carpentieri, S.; Mazza, L.; Ferrari, G.; Chemat, F.; Banovic, M.; Jambrak, A.R. High voltage electrical discharges as an alternative extraction process of phenolic and volatile vompounds from wild Thyme (Thymus serpyllum L.): In silico and experimental approaches for solubility assessment. Molecules 2020, 25, 4131. [CrossRef]
Ozturk, B.; Winterburn, J.; Gonzalez-Miquel, M. Orange peel waste valorisation through limonene extraction using bio-based solvents. Biochem. Eng. J. 2019, 151, 107298. [CrossRef]
Filly, A.; Fabiano-Tixier, A.S.; Fernandez, X.; Chemat, F. Alternative solvents for extraction of food aromas: Experimental and COSMO-RS study. LWT 2015, 61, 33–40. [CrossRef]
Combes, J.; Rivera, E.C.; Clément, T.; Fojcik, C.; Athès, V.; Moussa, M.; Allais, F. Solvent selection strategy for an ISPR (In Situ/In Stream Product Recovery) process: The case of microbial production of p-coumaric acid coupled with a liquid-liquid extraction. Sep. Purif. Technol. 2020, 259, 118170. [CrossRef]
Wang, L.; Cai, C.; Liu, J.; Tan, Z. Selective separation of the homologues of baicalin and baicalein from Scutellaria baicalensis Georgi using a recyclable ionic liquid-based liquid-liquid extraction system. Process Biochem. 2021, 103, 1–8. [CrossRef]
Sroka, Z.; Cisowski, W. Hydrogen peroxide scavenging, antioxidant and anti-radical activity of some phenolic acids. Food Chem. Toxicol. 2003, 41, 753–758. [CrossRef]
Chaabani, E.; Vian, M.A.; Dakhlaoui, S.; Bourgou, S.; Chemat, F.; Ksouri, R. Pistacia lentiscus L. edible oil: Green extraction with bio-based solvents, metabolite profiling and in vitro anti-inflammatory activity. OCL 2019, 26, 1–10. [CrossRef]
Kim, E.O.; Min, K.J.; Kwon, T.K.; Um, B.H.; Moreau, R.A.; Choi, S.W. Anti-inflammatory activity of hydroxycinnamic acid derivatives isolated from corn bran in lipopolysaccharide-stimulated Raw 264.7 macrophages. Food Chem. Toxicol. 2012, 50, 1309–1316. [CrossRef]