Identification of bioactive compounds and determination of totalphenolic and flavonoid contents in leaf extracts originated from the Algerian desert Olea europaea subsp. laperrinei and Olea europaea subsp. europaea var. Sylvestris and evaluation of their potential as antioxidants
Main Article Content
Keywords
Olea europaea L, subsp. laperrinei, var. sylvestris, phytochemical profile, total phenolic, flavonoids contents, antioxidant potential
Abstract
Since ancient times, Olea europaea L. Notably, the olive leaf has been used in ethnopharmacology to treat fevers and malaria. Currently, this aerial part aroused the interest of researchers around the world in the fields of medicine and pharmacology due to their beneficial effects on human health, including anti-hypertensive hypoglycemic, hypocholesterol, antimicrobial properties, as well as utilized to prevent Alzheimer's disease and to provide protection from colon, breast, and ovarian cancers. Additionally,has a great antioxidant potential due to their high phenolic content.Despite the knowledge of bioactivities of olives that have been frequently reported, the majority of them were related to cultivated olives, whereas wild olives are even less recognized or unknown like our case subsp. laperrinei. The purpose of this work was to realize a comparative evaluation of the phytochemical profile, total phenolic, and flavonoids contents, as well as the antioxidant potential of both aqueous and methanolic extract from two subspecies such as Olea europea subsp.laperrinei from Sahara and Olea europaea var. sylvestris from north of Algeria has been done. In order to understand how environmental stress exerted on these wild species affects the capacity to synthesizesecondarymetabolites as well as antioxidant potential. HPLC analysis showed that Oleuropein is the main compound in all extracts in which the Saharan extracts showed a height level (276.157 mg/g), furthermore, all the extracts obtained showed reasonably high total phenolic and flavonoid contents and good radical scavenging activity notably those from subsp.laperrinei were more important. Furthermore, the highest values were obtained using methanol as solvents than water. The results also showed that wild olives have very high antioxidant potentials andit could be deduced that their leaves can under stress conditions increase the synthesis of bioactive as in the case of subsp. laperrinei compared to var. sylvestris from no stressful condition.
References
2. Boldi AM. Libraries from natural product-like scaffolds. Curr Opin Chem Biol .2004; 8: 281 - 286. doi:10.1016/j.cbpa.2004.04.010.
3. Clardy J, Walsh C. Lessons from natural molecules. Nature. 2004; 432: 729 - 837. doi:10.1038/nature03194.
4. Bouchefra A, Idoui T. Nutritional effect of virgin olive oil " Sigoise variety " on growth performance, plasma lipids and endogenous microflora of Wistar rats. Les technologies de laboratoire.2012;7(26) :20-26. https://revues.imist.ma/index.php/technolab/article/view/572/475.
5. Stark A H, Madar P Z. Olive Oil as a Functional Food: Epidemiology and Nutritional Approaches.Nutr. Rev.2002 ;60: 170-176. doi:10.1301/002966402320243250.
6. Romero-García J M , Niño L , Martínez-Patiño C , Álvarez E , CastroM J N. Biorefinery based on olive biomass. State of the art and future trends.Bioresour. Technol.2014;159: 421–432.doi: 10.1016/j.biortech.2014.03.062 .
7. Nunes M A, Pimentel F B, Costa A S G, Alves R C, Oliveira M B P. Olive by-products for functional and food applications: Challenging opportunities to face environmental constraints.Innov. Food Sci. Emerg. Technol.2016;35: 139–148. doi:10.1016/j.ifset.2016.04.016.
8. Somova L I, Shode F O, Ramnanan P, Nadar A. Anti-hypertensive, anti-atherosclerotic and antioxidant activity of triterpenoids isolated from Olea europaea subspecies Africana leaves J. Ethnopharmacol.2003; 84:299-305. doi:10.1016/S0378-8741(02)00332-X.
9. Sedef E l N, Karakaya S. Olive tree (Olea europaea) leaves: Potential beneficial effects on human health.Nutr. Rev.2009;67(11): 632–638.doi:10.1111/j.1753-4887.2009.00248.x.
10. Brahmi F, Mechri B, Dabbou S, Dhibi M, Hammami M. The efficacy of phenolics compounds with different polarities as antioxidants from olive leaves depending on seasonal variations. Ind.Crops Prod. 2012; 38:146–152. doi: 10.1016/j.indcrop.2012.01.023.
11. Talhaoui N, Taamalli A, Gómez-Caravaca A M, Fernández-Gutiérrez A, Segura-Carretero A. Phenolic compounds in olive leaves: Analytical determination, biotic and abiotic influence, and health benefits. Food Res. Int. 2015; 77: 92–108. https://doi.org/10.1016/j.foodres.2015.09.011
12. Altarejos J, Salido S, Perez-Bonilla M, et al. ″Preliminary assay on the radical scavenging activity of olive woodextracts″. Fitoterapia.2005;76: 348-351. doi:10.1016/j.fitote.2005.02.002.
13. Benavente-Garcia O, Castillo J, Lorente J, Ortuno A, Del RioJ A. “Antioxidant activity of phenolics extracted from Olea europaea L. leaves” Food Chem. 2000; 68:457-462. doi:10.1016/S0308-8146(99)00221-6.
14. Tripoli E, Giammanco M, Tabacchi G, Di Majo D, Giammanco S. La Guardia M. The phenolic compounds of virgin olive oil: structure, biological activity and beneficial effects on human health. Nutr Res Rev.2005;18:98–112. doi:10.1079/NRR200495.
15. Bulotta S, Corradino R, Celano M et al. Antioxidant and antigrowth action of peracetylatedoleuropein in thyroidcancercells. J. Mol. Endocrinol. 2013; 51: 181–189. doi:10.1530/JME-12-0241.
16. GoulasV, Exarchou V, Troganis AN, Psomiadou E, Fotsis T, Briasoulis E.Phytochemicals in olive-leafextracts and their antiproliferative activity againstcancer and endothelialcells. Mol. Nutr. Food Res. 2009; 53:600–60.doi:10.1002/mnfr.200800204
17. Chu Y H, Chang C L, HsuH. Flavonoidcontent of severalvegetables and theirantioxidant activity. J. Sci. Food Agric. 2000; 80:561–566. doi:10.1002/(SICI)1097-0010(200004)80:5<561:AID-JSFA574>3.0.CO;2-%23 .
18. Ndhlala A R, Kasiyamhuru A, Mupure C, Chitindingu K, Benhura MA, Muchuweti M. Phenolic composition of Flacourtia indica, Opuntia megacantha and Sclerocaryabirrea. Food Chem. 2007; 103:82–87. doi:10.1016/j.foodchem.2006.06.066 .
19. Sharma S, Stutzman J D, KelloffG J, Steele V E."Screening of potential chemopreventive agents using biochemical markers of carcinogenesis". Cancer Res.1994; 54: 5848–5855.doi:10.1023/A:1009702822807.
20. Al-Azzawie H F, Alhamdani M S S. “Hypoglycemic and antioxidanteffect of oleuropein in alloxan-diabeticrabbits”.J. Life Sci. 2006 ; 78: 1371-1377.doi:10.1016/j.lfs.2005.07.029.
21. Niaounakis M, Halvadakis CP. Olive Processing Waste Management: Literature Review and Patent Survey, second ed., vol. 5, in: Waste Management. Elsevier, Amsterdam .2006; xvi + 498.https://www.sciencedirect.com/bookseries/waste-management-series/vol/5/suppl/C .
22. Olmo-García L, Bajoub A, Benlamaalam, S, et al. Establishing the phenolic composition of Olea europaea L. leaves from cultivars grown in Morocco as a crucial step towards their subsequent exploitation. Molecules. 2018; 23: 2524. doi:10.3390/molecules23102524.
23. Nicolì F, Negro C, Vergine M, et al. Evaluation of phytochemical and antioxidant properties of 15 Italian Olea europaea L. cultivar leaves. Molecules. 2019;24, 1998. doi:10.3390/molecules24101998 .
24. Abaza L, Taamalli A, Nsir H, ZarroukM. Olive Tree (Olea europeae L.) Leaves: Importance and Advances in the Analysis of PhenolicCompounds.Antioxidants. 2015; 4: 682-698; doi:10.3390/antiox4040682 .
25. Zeriouh W, Nani A, Belarbi M, et al. Phenolic extract from Oleaster (Olea europaea var. Sylvestris) leaves reduces colon cancer growth and induces caspase-dependent apoptosis in colon cancercells via the mitochondrial apoptotic pathway. PLoS ONE .2017; 12:1–19. doi:10.1371/journal.pone.0170823 .
26. Sarma A. D., Mallick A. R. and Ghosh A. K.. “Free Radicals and TheirRole in Different Clinical Conditions: An Overview,” International Journal of Pharma Sciences and Research, Vol. 1, No. 3, 2010, pp. 185-192.
27. Ito N, Hirose M, Fukushima H, TsudaT, Shirai T,Tatenatsu M. Studies on Antioxidants: Their Carcinogenic and Modifying Effects on Chemical Carcinogens.Food ChemToxicol. 1986; 24: 1071-1092.doi: 10.1016/0278-6915(86)90291-7.
28. Chen C, Pearson M A, Gray I J. Effects of syntheticantioxidants (BHA, BHT and PG) on the mutagenicityof IQ-like compounds, Food Chem.1992; 43: 177- 183. https://doi.org/10.1016/0308-8146(92)90170-7.
29. Kahl R, Kappus H. Toxicology of the Synthetic Antioxidants BHA and BHT in Comparison with Natural Antioxidant Vitamin E. Zeitschrift-fur. Z Lebensm Unters Forsch. 1993; 196: 329-338. doi:10.1007/BF01197931.
30. Nadhala R A, Moyo M, Staden VJ. Natural Antioxidants: Fascinating or Mythical Biomolecules. Molecules. 2010; 15:6905-6930.doi: 10.3390/molecules15106905.
31. Azwanida N N. A Review on the Extraction Methods Use in Medicinal Plants, Principle, Strength and Limitation.MedAromat Plants. 2015; 4: 196. doi: 10.4172/2167-0412.1000196.
32. Bouaziz M, Fki I, Jemai H, Ayadi M, Sayadi S. Effect of storage on refined and husk olive oils composition: Stabilization by addition of natural antioxidants from Chemlali olive leaves. Food Chem.2008 ;10: 253–262.doi: 10.1016/j.foodchem.2007.10.074.
33. Stanojević, L., Stanković, M., Nikolić, V, et al.Antioxidant activity and total phenolic and flavonoid contents of Hieracium pilosellaL. extracts. Sensors. 2009;9: 5702-5714. doi: 10.3390/s90705702.
34. Handa S, Khanuja S P, Longo GRakesh D D.Extraction Technologies for Medicinal and Aromatic Plants. UNIDO and ICS , Trieste, Italy .2008; 260 : 21–54.
35. Vongsaka B, Sithisarna P, Mangmool S, Thongpraditchotec S, Wongkrajangc Y, Gritsanapana W. Maximizing total phenolics, total flavonoids contents and antioxidant activity of Moringa oleifera leaf extract by the appropriate extraction method. Ind Crops Prod. 2013;44: 566–571. doi: 10.1016/j.indcrop.2012.09.021.
36. Dhanani T, Shah S, Gajbhiye NA, Kumar S. Effect of extraction methods on yield, phytochemical constituents and antioxidant activity of Withania somnifera. Arab. J. Chem. 2013; 10:S1193 – S1199. doi: 10.1016/j.arabjc.2013.02.015.
37. Bougandoura N, Bendimerad N.antifungal activity of aqueuous and methanol extracts of Satureja calamintha ssp. (nepeta) briq. Revuedes Bio Ressources. 2012; 2 :1-7.
38. Djeridane A, Yousfi M, Nadjemi B, Maamri S, Djireb F, Stocker P. Phenolic extracts from various Algerian plants as strong inhibitors of porcine liver carboxylesterase. J EnzymeInhibMedChem.2006; 21(6):719726.doi: 10.1080/14756360600810399 .
39. Singleton V L, Orthofer R, Lamuela- Raventos R M. Analysis of total phenols and other oxidation substrates and antioxidants by means of folin-ciocalteu reagent. Methods Enzymol. 1999; 299:152- 178. doi: 10.1016/S0076-6879(99)99017-1.
40. Kosalec I, Bakmaz M, Pepeljnjak S, Vladimir-Knezevic S. Quantitative analysis of the flavonoids in raw propolis from northern Croatia.Acta.Pharm. 2004; 54: 65- 72.
41. Kulsic T, Radomic A, Katalinic V, Milos M. Use of different methods for testing antioxidant activity of Oregano essential oil. Food. chem. 2004; 85(4): 633-40. doi: 10.1016/j.foodchem.2003.07.024.
42. Arab K, Bouchenak O, Yahhiaoui K. Evaluation of the biological activity of wild and cultivated olive leaves. Afrique science.2013;09:159 – 166.
43. Luís Â, Gilb N, Amaral M E, Duarte A P. Antioxidant activities of extracts from acacia melanoxylon, acacia dealbata and Olea europaea and alkaloids estimation. int j pharm pharm sci .2012;4(1): 225-231.
44. Salah MB, Abdelmelek H, Abderraba M. Study of Phenolic Composition and Biological Activities Assessment of Olive Leaves from different Varieties Grown in Tunisia. Med chem 2012; 2: 107-111. doi: 10.4172/2161-0444.1000124
45. Briante R, Patumi M, Terenziani S, Bismuto E, Febbraio F. Olea europaea L. leaf extract and derivatives: antioxidant properties. J Agric Food Chem . 2002;50: 4934–4940. dio: 10.1021/jf025540p
46. Badarinath AV, RAo KM, Chetty CMS, Ramkanth V, Rajan TVS, Gnanaprakash K. A review
on in-vitro antioxidant methods: comparisons, correlations and considerations. Int. J. PharmTech Res 2010;2 (2) : 1276–1285.
47. Stankovic M, Curcic S, Zlatic N, Bojovic B. Ecological variability of the phenolic compounds of Olea europaea L. leaves from natural habitats and cultivated conditions. Biotechnol. Biotechnol. Equip.2017; 31(3): 499–504. doi: 10.1080/13102818.2016.127580.
48. DEBIB A, Boukhatemm N. Phenolic Content, Antioxidant and Antimicrobial Activities of “Chemlali” Olive Leaf (Olea europaea L.) Extracts.IJPPE.2017; 6: 38-46 ,2297-6922. doi: 10.18052/www.scipress.com/IJPPE.6.38 .
49. Edziri H, Jaziri R, Chehab H, et al. A comparative study on chemicalcomposition; antibiofilm and biological activities of leavesextracts of fourTunisian olive cultivars. Heliyon. 2019; 5(5): e01604. doi: 10.1016/j.heliyon.2019.e01604.
50. Himour S,Yahia A, Belattar H. Oleuropein and Antibacterial Activities of Olea europaea L. Leaf Extract. Eur. Sci. J. 2017;13(6):1857 – 7881 (Print) e -1857- 7431.doi: 10.19044/esj.2017.v13n6p342.
51. Saiah H, AllemR, EL Kebir FZ. Antioxidant and antibacterial activities of six Algerian medicinal plants. Int J Pharm Pharm Sci. 2016; 8(1):0975-1491.
52. Luís Â, Domingues F, Gil C, Duarte A. Antioxidant activity of extracts of Portuguese shrubs: Pterospartumtridentatum, Cytisusscoparius, and Erica spp.J Med Plants Res.2009; 3: 886 – 893.
53. Nicolì F, Negro C, Vergine M, et al.Evaluation of phytochemical and antioxidant properties of 15 Italian Olea europaea L. cultivar leaves. Molecules. 2019; 24: 1998. doi: 10.3390/molecules24101998 .
54. Van AckerSA, Tromp M N., Haenen GR, Van Der Vijgh WJ, Bast A. Flavonoids as scavengers of nitricoxide radical. Biochem. Biophys.1995; 214:755–759. doi: 10.1006/bbrc.1995.2350 .
55. Puppo A. Effect of flavonoids on hydroxyl radical formation by Fenton-type reactions; influence of the ironchelator. Phytochemistry. 1992; 31:85-88. doi: 10.1016/0031-9422(91)83011-9 .
56. Bouaziz M, Sayadi S. Isolation and evaluation of antioxidants from leaves of a Tunisian cultivar olive tree. Eur J Lipid Sci Technol. 2005; 107: 497–504. doi: 10.1002/ejlt.200501166 .
57. Ranalli A, Contento S., Lucera L, Febo M D, Marchegiani D, Fonzo V D. Factors affecting the contents of Iridoid Oleuropein in olive leaves (Olea europaea L.). J. Agric. Food Chem. 2006; 54, 434–440. doi: 10.1021/jf051647b .
58. Monteleone J I, Sperlinga E, Siracusa, L. Water as a Solvent of Election for Obtaining Oleuropein-Rich Extracts from Olive (Olea europaea) Leaves. Agronomy .2021; 11: 465. doi. 10.3390/agronomy11030465.
59. Orak H H, Karamać M, Amarowicz R, Orak A, Penkacik K. Genotype-Related Differences in the Phenolic Compound Profile and Antioxidant Activity of Extracts from Olive (Olea europaea L.) Leaves. Molecules. 2019;24(6): 1130. doi: 10.3390/molecules24061130.
60. Salta FN, Mylona A, Chiou A, Boskou G , Andrikopoulos N. Oxidative stability of edible vegetable oils enriched in polyphenols with olive leaf extract. Food Sci. Tech. Int. 2007; 13:413.
doi: 10.1177/1082013208089563
61. Augustyniak A, Bartosz G, Cipak A, Duburs G, Horakova L, Luczaj W, Majekova M, Odysseos
AD, Rackova L, Skrzydlewska E, Stefek M, Strosova M, Tirzitis G, Venskutonis PR, Viskupicoca J, Vraka PS, Zarkovic N. Natural and synthetic antioxidants: an updated overview. Free Radic Res. 2010; 44: 1216-62. Doi:10.3109/10715762.2010.508495
62. Ghasemzadeh A, Jaafar H Z E Rahmat A. Antioxidant activities, total phenolics and flavonoid
scontent in two varieties of Malaysia young ginger (Zingiber officinale Roscoe). Molecules . 2010; 15: 4324-4333. Doi: 10.3390/molecules15064324
63. Wang, C., Li, J., Lv, X., Zhang, M., Song, Y., Chen, L. I., & Liu, Y. (2009). Ameliorative effect
of berberine on endothelial dysfunction in diabetic rats induced by high-fat diet and streptozotocin. European Journal of Pharmacology.20(1–3), 131–137. doi: 10.1016/j. ejphar.2009.07.027
64. Pandey KB, Rizvi SI. Plant polyphenols as dietary antioxidants in human health and disease. Oxid Med Cell Longev. 2009; 2: 270-8. doi:10.4161/oxim.2.5.9498
65. Khan TA, Mazid M, Mohammad F.Status of secondary plant products under abiotic stress: an overview. J Stress PhysiolBiochem. 2011;7(2):75–98.doi:10.31031/SBB.2018.02.000545.
66. Zaïri A, Nouir S, Zarrouk A, Haddad H, Khélifa A, Achour L., Phytochemical profile, cytotoxic, antioxidant, and allelopathic potentials of aqueous leaf extracts of Olea europaea. Food Sci Nutr. 2020; 19; 8(9):4805-4813. doi: 10.1002/fsn3.1755