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Current Bioactive Compounds

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ISSN (Print): 1573-4072
ISSN (Online): 1875-6646

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Research Article

Optimization of Antioxidant and Antimicrobial Activities by Fractionation of Artemisia judaica subsp. sahariensis Crude Extract from Ahaggar (Algerian Arid Region): UPLC-ESI-MS/MS Analysis of Fractions

Author(s): Ryma Kebbab*, Aida basseddik, Walid Boussebaa, Elhafid Nabti and Karim Houali

Volume 20, Issue 1, 2024

Published on: 06 September, 2023

Article ID: e180723218852 Pages: 15

DOI: 10.2174/1573407219666230718125630

Price: $65

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Abstract

Background: In recent years, medicinal plants have received considerable attention due to the search for novel bioactive compounds. In this optic, we have been interested in Artemisia judaica subsp. sahariensis, a Saharan species widely used in phytotherapy by the Tuaregs of the Ahaggar.

Objectives: This study aims to evaluate and optimize the biological activities of this plant in order to valorize its bioactive compounds.

Methods: For this purpose, an extraction with methanol (70%) was carried out, then a liquid-liquid fractionation, using solvents with increasing polarity: diethyl ether, ethyl acetate, n-butanol and water. We realized an analysis of phenols, flavonoids and evaluation of antioxidant and antimicrobial activities in addition to the UPLC-ESI-MS/MS analysis of the fractions.

Results: The reducing effect was proportional to the solvent polarity. The crude extract gave the best reducing power (17.55 ± 3.06 μg/mL), better phenols and flavonoids contents (20.35 ± 0.5 mgGAE/gTDM), (10.35 ± 0.56 mgGAE/gTDM) respectively compared to its fractions. The DPPH (2,2-Diphenyl-1-Picrylhydrazyl) radical scavenging assay showed that the ethyl acetate fraction was the most active with the lowest IC50 value (inhibitory concentration to 50% of DPPH) (41.43 ± 0.24 μg/ml) followed by n-butanol (58.53 ± 0.20 μg/mL), diethyl ether (135.07 ± 6.18 μg/mL) and aqueous (226.41 ± 1.51 μg/mL) fractions (p <0.0001). Moreover, hydromethanolic extract gave an IC50 value of 114.05 ± 3.37 μg/mL. The antimicrobial effect was observed on all clinical multiresistant bacteria tested except Klebsiella pneumoniae, which was resistant. The most important effect was observed by the ethyl acetate fraction against the fungal strain Candida albicans. Various phenolic acids and flavonoids (flavones, flavonols, flavanones) were detected and could be responsible for these bioactivities.

Conclusion: We can conclude that liquid-liquid extraction with solvents of increasing polarity plays a major role in optimizing the biological activity of this plant, which contains polyphenols and can therefore be valued as a source of natural antioxidants and antimicrobials.

Graphical Abstract

[1]
Guillermo Gormaz, J.; Valls, N.; Sotomayor, C.; Turner, T.; Rodrigo, R. Potential role of polyphenols in the prevention of cardiovascular diseases: Molecular bases. Curr. Med. Chem., 2016, 23(2), 115-128.
[http://dx.doi.org/10.2174/0929867323666151127201732] [PMID: 26630919]
[2]
Macheix, J.J.; Fleuriet, A.; Jay-Allemand, C. Plant phenolic compounds: An example of secondary metabolites of economic importance; Polytechnic and university press in French-speaking Switzerland.: Lausanne, Switzerland, 2005.
[3]
Moharram, F.A.; Nagy, M.M.; El Dib, R.A.; el-Tantawy, M.M.; El Hossary, G.G.; El-Hosari, D.G. Pharmacological activity and flavonoids constituents of Artemisia judaica L aerial parts. J. Ethnopharmacol., 2021, 270, 113777.
[http://dx.doi.org/10.1016/j.jep.2021.113777] [PMID: 33412247]
[4]
Rice-Evans, C.A.; Miller, N.J.; Paganga, G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic. Biol. Med., 1996, 20(7), 933-956.
[http://dx.doi.org/10.1016/0891-5849(95)02227-9] [PMID: 8743980]
[5]
Nofal, S.M.; Mahmoud, S.S.; Ramadan, A.; Soliman, G.A.; Fawzy, R. Anti-diabetic effect of Artemisia judaica extracts. Res. J. Med. Sci., 2009, 4(1), 42-48.
[6]
Zakaryan, H.; Arabyan, E.; Oo, A.; Zandi, K. Flavonoids: Promising natural compounds against viral infections. Arch. Virol., 2017, 162(9), 2539-2551.
[http://dx.doi.org/10.1007/s00705-017-3417-y] [PMID: 28547385]
[7]
Ali G.; Ghasemzadeh, N. Flavonoids and phenolic acids: Role and biochemical activity in plants and human. J. Med. Plants Res., 2011, 5(31), 6697-6703.
[http://dx.doi.org/10.5897/JMPR11.1404]
[8]
Dontha, S. A review on antioxidant methods. Asian J. Pharm. Clin. Res., 2016, 9(2), 14-32.
[9]
Maksimović, Z.; Malenčić, Đ.; Kovačević, N. Polyphenol contents and antioxidant activity of Maydis stigma extracts. Bioresour. Technol., 2005, 96(8), 873-877.
[http://dx.doi.org/10.1016/j.biortech.2004.09.006] [PMID: 15627557]
[10]
Pietta, P.G. Flavonoids as antioxidants. J. Nat. Prod., 2000, 63(7), 1035-1042.
[http://dx.doi.org/10.1021/np9904509] [PMID: 10924197]
[11]
Yamin, R.; Ruslin, ; Mistriyani, ; Sabarudin, ; Ihsan, S.; Armadany, F.I.; Sahumena, M.H.; Fatimah, W.O.N. Determination of total phenolic and flavonoid contents of jackfruit peel and in vitro antiradical test. Food Res., 2020, 5(1), 84-90.
[http://dx.doi.org/10.26656/fr.2017.5(1).350]
[12]
Oreopoulou, A.; Tsimogiannis, D.; Oreopoulou, V. Chapter 15 -Extraction of polyphenols from aromatic and medicinal plants: An over-view of the methods and the effect of extraction parameters. In: Polyphenols in Plants; Academic Press, 2019; pp. 243-259.
[http://dx.doi.org/10.1016/B978-0-12-813768-0.00025-6]
[13]
Athamena, S.; Chalghem, I.; Kassah-Laouar, A.; Laroui, S.; Khebri, S. Activité antioxydante et antimicrobienne d’extraits de Cuminum cyminum L. Leban. Sci. J., 2010, 11(1), 69-81.
[14]
Herrera-Pool, E.; Ramos-Díaz, A.L.; Lizardi-Jiménez, M.A.; Pech-Cohuo, S.; Ayora-Talavera, T.; Cuevas-Bernardino, J.C.; García-Cruz, U.; Pacheco, N. Effect of solvent polarity on the Ultrasound Assisted extraction and antioxidant activity of phenolic compounds from habanero pepper leaves (Capsicum chinense) and its identification by UPLC-PDA-ESI-MS/MS. Ultrason. Sonochem., 2021, 76, 105658.
[http://dx.doi.org/10.1016/j.ultsonch.2021.105658] [PMID: 34242865]
[15]
Miladi, S.; Damak, M. in vitro antioxidant activities of aloe vera leaf skin extracts. J. Tunisian Chem. Soc., 2008, 10, 101-109.
[16]
Widodo, H.; Sismindari, A.W.; Asmara, W.; Rohman, A. Antioxidant activities of methanolic extract and its fractions of Baccaurea racemosa and Macaranga subpeltata leaves. Food Res., 2019, 4(1), 127-134.
[http://dx.doi.org/10.26656/fr.2017.4(1).144]
[17]
Allam, H.; Benamar, H.; Ben Mansour, R.; Ksouri, R.; Bennaceur, M. Phenolic composition, antioxidant, and antibacterial activities of Artemisia judaica subsp. sahariensis. J. Herbs Spices Med. Plants, 2019, 25(4), 347-362.
[http://dx.doi.org/10.1080/10496475.2019.1631928]
[18]
Benderradji, L.; Ghadbane, M.; Messaoudi, N.; Okki, L.E.E. in vitro multiple solution extracts from leaves of artemisia judaica l. var. sahariensis (l. chevall.) collected from the algerian sahara and its antimicrobial activities against pathogenic microorganisms. In: Euro-Mediterranean Conference for Environmental Integration; Springer: Cham, 2019; pp. 1401-1406.
[19]
Bisht, D.; Kumar, D.; Kumar, D.; Dua, K.; Chellappan, D.K. Phytochemistry and pharmacological activity of the genus artemisia. Arch. Pharm. Res., 2021, 44(5), 439-474.
[http://dx.doi.org/10.1007/s12272-021-01328-4] [PMID: 33893998]
[20]
Guetat, A.; Al-Ghamdi, F.A.; Osman, A.K. The genus Artemisia L. in the northern region of Saudi Arabia: Essential oil variability and antibacterial activities. Nat. Prod. Res., 2017, 31(5), 598-603.
[http://dx.doi.org/10.1080/14786419.2016.1207071] [PMID: 27546287]
[21]
Gast, M. Armoise. Berber Encyclopedia, 1989, 6, 1-6.
[22]
Farah, R.; Mahfoud, H.M.; Mohamed, D.O.H.; Amoura, ; Roukia, H.; Naima, H.; Houria, M.; Imane, B.; Chaima, B. Ethnobotanical study of some medicinal plants from Hoggar, Algeria. J. Med. Plants Res., 2015, 9(30), 820-827.
[http://dx.doi.org/10.5897/JMPR2015.5805]
[23]
Sahki, A.; Sahki, R. The Hoggar botanical walk; Ed. Ésope: Lyon, 2004, p. 311.
[24]
Ahmed-Laloui, H.; Zaak, H.; Rahmani, A.; Kashi, I.; Chemat, S.; Miara, M.D.; Cherb, N.; Derdour, M. Assessment of artemisinin and antioxidant activities of three wild Artemisia species of Algeria. Nat. Prod. Res., 2022, 36(24), 6344-6352.
[http://dx.doi.org/10.1080/14786419.2022.2025803] [PMID: 35001764]
[25]
Quezel, P.; Santa, S. New flora of Algeria and southern desert regions; California Native Plant Society: Paris, France, 1962.
[26]
Samatha, T.; Shyamsundarachary, R.; Srinivas, P.; Swamy, N.R. Quantification of total phenolic and total flavonoid contents in extracts of Oroxylum indicum L. Kurz. Asian J. Pharm. Clin. Res., 2012, 5(4), 177-179.
[27]
Shuang, L.; Ronghua, Z.; Ming, Z.; Yuping, Z.; Kelong, H.; Xu, Z. huting, F. Effects of ultrasonic-assistant extraction parameters on total flavones yield of Selaginella doederleinii and its antioxidant activity. J. Med. Plants Res., 2010, 4(17), 1743-1750.
[28]
Ebrahimzadeh, M.A.; Nabavi, S.M.; Nabavi, S.F.; Bahramian, F.; Bekhradnia, A.R. Antioxidant and free radical scavenging activity of H. officinalis L. var. angustifolius, V. odorata, B. hyrcana and C. speciosum. Pak. J. Pharm. Sci., 2010, 23(1), 29-34.
[PMID: 20067863]
[29]
Brand-Williams, W.; Cuvelier, M.E.; Berset, C. Use of a free radical method to evaluate antioxidant activity. Lebensm. Wiss. Technol., 1995, 28(1), 25-30.
[http://dx.doi.org/10.1016/S0023-6438(95)80008-5]
[30]
Prakash, D.; Upadhyay, G.; Singh, B.N.; Singh, H.B. Antioxidant and free radical-scavenging activities of seeds and agri-wastes of some varieties of soybean (Glycine max). Food Chem., 2007, 104(2), 783-790.
[http://dx.doi.org/10.1016/j.foodchem.2006.12.029]
[31]
Valgas, C.; Souza, S.M.; Smânia, E.F.A.; Smânia, A., Jr Screening methods to determine antibacterial activity of natural products. Braz. J. Microbiol., 2007, 38(2), 369-380.
[http://dx.doi.org/10.1590/S1517-83822007000200034]
[32]
Magaldi, S.; Mata-Essayag, S.; Hartung de Capriles, C.; Pérez, C.; Colella, M.T.; Olaizola, C.; Ontiveros, Y. Well diffusion for antifungal susceptibility testing. Int. J. Infect. Dis., 2004, 8(1), 39-45.
[http://dx.doi.org/10.1016/j.ijid.2003.03.002] [PMID: 14690779]
[33]
Balouiri, M.; Sadiki, M.; Ibnsouda, S.K. Methods for in vitro evaluating antimicrobial activity: A review. J. Pharm. Anal., 2016, 6(2), 71-79.
[http://dx.doi.org/10.1016/j.jpha.2015.11.005] [PMID: 29403965]
[34]
Performance standards for antimicrobial disk susceptibility tests, Approved standard Ninth ed.; , 2006, 26-M2-A9, .
[35]
Clinical and Laboratory Standards Institute-CLSI. Approved standard. Methods for dilution antimicrobial susceptibility test for bacteria that grow aerobocally., 2009, 29 M07-A8, 1-65.
[36]
Mohammed, M.J.; Anand, U.; Altemimi, A.B.; Tripathi, V.; Guo, Y.; Pratap-Singh, A. Phenolic composition, antioxidant capacity and antibacterial activity of white wormwood (Artemisia herba-alba). Plants, 2021, 10(1), 164.
[http://dx.doi.org/10.3390/plants10010164] [PMID: 33467047]
[37]
Nawaz, H.; Shad, M.A.; Rehman, N.; Andaleeb, H.; Ullah, N. Effect of solvent polarity on extraction yield and antioxidant properties of phytochemicals from bean (Phaseolus vulgaris) seeds. Braz. J. Pharm. Sci., 2020, 56, e17129.
[http://dx.doi.org/10.1590/s2175-97902019000417129]
[38]
Do, Q.D.; Angkawijaya, A.E.; Tran-Nguyen, P.L.; Huynh, L.H.; Soetaredjo, F.E.; Ismadji, S.; Ju, Y.H. Effect of extraction solvent on total phenol content, total flavonoid content, and antioxidant activity of Limnophila aromatica. J. Food Drug Anal., 2014, 22(3), 296-302.
[PMID: 28911418]
[39]
Mohammedi, Z.; Atik, F. Impact of solvent extraction type on total polyphenols content and biological activity from Tamarix aphylla (L.) Karst. Int. J. Pharma. Bio. Sci., 2011, 2, 609-615.
[40]
Elmouloud, B. Extraction of polyphenols and study of the antioxidant and antibacterial activities of some Saharan plants.. PhD thesis Badji Mokhtar-Annaba university, Annaba, Algeria., 2016.
[41]
Franco, D.; Sineiro, J.; Rubilar, M.; Sánche, M.; Jerez, M. Polyphenols from plant materials: Extraction and antioxidant power. J. Agric. Food Chem., 2008, 7(8), 3210-3216.
[42]
Ydjedd, S.; Chaalal, M.; Richar, G.; Kati, D.E.; López-Nicolás, R.; Fauconnier, M.L.; Louaileche, H. Assessment of antioxidant potential of phenolic compounds fractions of Algerian Ceratonia siliqua L. pods during ripening stages. Int. Food Res. J., 2017, 24(5), 2041-2049.
[43]
Galanakis, C.M.; Goulas, V.; Tsakona, S.; Manganaris, G.A.; Gekas, V. A knowledge base for the recovery of natural phenols with different solvents. Int. J. Food Prop., 2013, 16(2), 382-396.
[http://dx.doi.org/10.1080/10942912.2010.522750]
[44]
Abarca-Vargas, R.; Zamilpa, A.; Petricevich, V.L. Development and validation of conditions for extracting flavonoids content and evaluation of antioxidant and cytoprotective activities from Bougainvillea x buttiana Bracteas (var. rose). Antioxidants, 2019, 8(8), 264.
[http://dx.doi.org/10.3390/antiox8080264] [PMID: 31374928]
[45]
Sultana, B.; Anwar, F.; Ashraf, M. Effect of extraction solvent/technique on the antioxidant activity of selected medicinal plant extracts. Molecules, 2009, 14(6), 2167-2180.
[http://dx.doi.org/10.3390/molecules14062167] [PMID: 19553890]
[46]
Menaiaia, K.; Khaldi, F.; Ouahab, A.; Bensouici, C. Determination of the bioactive compounds, antioxidant and antifungal activities of different extracts of Marrubium Vulgare L. Analele Univ. Din. Oradea Fasc. Biol., 2021, XXVIII(1), 59-66.
[47]
Dorman, H.J.D.; Hiltunen, R. Ocimum basilicum L.: Phenolic profile and antioxidant-related activity. Nat. Prod. Commun., 2010, 5(1), 1934578X1000500.
[http://dx.doi.org/10.1177/1934578X1000500117] [PMID: 20184024]
[48]
Djeridane, A.; Yousfi, M.; Nadjemi, B.; Boutassouna, D.; Stocker, P.; Vidal, N. Antioxidant activity of some algerian medicinal plants extracts containing phenolic compounds. Food Chem., 2006, 97(4), 654-660.
[http://dx.doi.org/10.1016/j.foodchem.2005.04.028]
[49]
Nabiel, A.M.; Saleh Sabry, I.E.N.; Mamdchjh, M.A.Z. Flavonoids of Artemisia judaica, A. monosperma and A. herba-alba. Phytochemistry, 1987, 26(1I), 3059-3064.
[50]
Hurabielle, M.; Eberle, J.; Paris, M. Study of the flavonoids of Artemisia campestris subspecies glutinosa. Planta Med., 1982, 46(10), 124-125.
[http://dx.doi.org/10.1055/s-2007-970035] [PMID: 17396957]
[51]
Abu-Niaaj, L.; Katampe, I. Isolation and characterization of flavones from Artemisia monosperma. Pharmacogn. J., 2018, 10(5), 1018-1023.
[http://dx.doi.org/10.5530/pj.2018.5.173]
[52]
El Amier, Y.A.; Al Borki, A.S.; Elagami, S.A. Potential of wild plant Artemisia judaica L. as sustainable source of antioxidant and antimicrobial compounds. J. Exp. Sci., 2019, 10(1), 4-8.
[53]
Pal, S.; Saha, C. A review on structure–affinity relationship of dietary flavonoids with serum albumins. J. Biomol. Struct. Dyn., 2014, 32(7), 1132-1147.
[http://dx.doi.org/10.1080/07391102.2013.811700] [PMID: 23815082]
[54]
Benzie, I.F.F.; Strain, J.J. The ferric reducing ability of plasma (FRAP) as a measure of “antioxidant power”: The FRAP assay. Anal. Biochem., 1996, 239(1), 70-76.
[http://dx.doi.org/10.1006/abio.1996.0292] [PMID: 8660627]
[55]
Amari, N.O.; Bouzouina, M.; Berkani, A.; Lotmani, B. Phytochemical screening and antioxidant capacity of the aerial parts of Thymelaea hirsuta L. Asian Pac. J. Trop. Dis., 2014, 4(2), 104-109.
[http://dx.doi.org/10.1016/S2222-1808(14)60324-8]
[56]
Nanda, S.; Madan, K. The role of Safranal and saffron stigma extracts in oxidative stress, diseases and photoaging: A systematic review. Heliyon, 2021, 7(2), e06117.
[http://dx.doi.org/10.1016/j.heliyon.2021.e06117] [PMID: 33615006]
[57]
Yin, J.; Heo, S.; Jung Jung, M.; Wang, M.H. Antioxidant activitity of fractions from 70% Methanolic Extract of Sonchus oleraceus L. Food Sci. Biotechnol., 2008, 17(6), 1299-1304.
[58]
Li, Z.; Lee, H.; Liang, X.; Liang, D.; Wang, Q.; Huang, D.; Ong, C. Profiling of phenolic compounds and antioxidant activity of 12 cruciferous vegetables. Molecules, 2018, 23(5), 1139.
[http://dx.doi.org/10.3390/molecules23051139] [PMID: 29748497]
[59]
Teixeira, T.S.; Vale, R.C.; Almeida, R.R.; Ferreira, T.P.S.; Guimarães, L.G.L. Antioxidant potential and its correlation with the contents of phenolic compounds and flavonoids of methanolic extracts from different medicinal plants. Rev. Virtual Chem., 2017, 9, 1546-1559.
[http://dx.doi.org/10.21577/1984-6835.20170090]
[60]
Pandey, K.B.; Rizvi, S.I. Ferric reducing and radical scavenging activities of selectec important polyphenols present in foods. Int. J. Food Prop., 2012, 15(3), 702-708.
[http://dx.doi.org/10.1080/10942912.2010.498547]
[61]
Brglez Mojzer, E.; Knez Hrnčič, M.; Škerget, M.; Knez, Ž.; Bren, U. Polyphenols: Extraction methods, antioxidative action, bioavailability and anticarcinogenic effects. Molecules, 2016, 21(7), 901-938.
[http://dx.doi.org/10.3390/molecules21070901] [PMID: 27409600]

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