Abstract
Oil seeds are a natural source of phytochemicals with high nutritional value. The present study aims to evaluate for the first time the antioxidant, enzyme inhibitory, and anti-inflammatory activities in vitro and in vivo, as well as the physicochemical properties, fatty acid compositions, total polyphenol, flavonoid, and tocopherol contents of Algerian Prunus amygdalus var. amara cold-pressed oil. Bitter almond produces seeds that yield 35.5% of oil. It was characterized by a high saponification index of 215.94 mg KOH g−1 of oil, a peroxide value of 7.74 meq O2kg of oil, a K232 of 2.612, and a K270 of 0.39. This oil represented a valuable source of healthy fatty acids. GC–MS analysis revealed oleic (68.27%) and linoleic (16.14%) as the main fatty acids. α-Tocopherol (85.77 mg/kg) was found to be the major component. The total phenolic and flavonoid contents were 21.94 ± 0.29 and 21.52 ± 0.14 µg/mL, respectively. The oil showed good antioxidant activity (A0.50 = 34 ± 0.44 μg/mL) using the CUPRAC assay and modest activity with DPPH, ABTS, FRAP, and β-carotene assays, respectively. BAO (bitter almond oil) displayed the most promising α-glucosidase and α-amylase activities compared to acarbose as a reference molecule and moderate acetylcholinesterase (AChE) inhibitory activity. Moreover, BAO demonstrated in vitro and in vivo anti-inflammatory efficacy in a dose-dependent manner, comparable to that of diclofenac sodium. These effects were confirmed by histological examinations. Overall, our results showed that BAO has a strong potential to design new industrial preparations with nutritional, pharmaceutical, and cosmeceutical applications.
Graphical abstract
Similar content being viewed by others
References
M. Stryjecka, A. Kiełtyka-Dadasiewicz, M. Michalak, L. Rachoń, A. Głowacka, J. Oleo Sci. 68, 729 (2019)
Y. Aqil, I. Ouassor, W. Belmaghraoui, S. El Hajjaji, OCL 27, 24 (2020)
F. Fratianni, A. d’Acierno, M.N. Ombra, G. Amato, V. De Feo, J.F. Ayala-Zavala, R. Coppola, F. Nazzaro, Front Nutr (2021). https://doi.org/10.3389/fnut.2021.775751
B. Zhou, Y. Wang, J. Kang, H. Zhong, P.D. Prenzler, Eur. J. Lipid Sci. Technol. 118, 236 (2015)
R. Ghanbari, F. Anwar, K.M. Alkharfy, A.-H. Gilani, N. Saari, Int. J. Mol. Sci. 13, 3291 (2012)
B. Matthäus, M.M. Özcan, J. Food Lipids 16, 187 (2009)
D. Potter, T. Eriksson, R.C. Evans, S. Oh, J.E.E. Smedmark, D.R. Morgan, C.S. Campbell, Plant Systematics Evol. 266(1), 5–43 (2007)
S. Mariette, M. Tavaud, U. Arunyawat, G. Capdeville, M. Millan, F. Salin, BMC Genet. (2010). https://doi.org/10.1186/1471-2156-11-77
M. Ouzir, S.E. Bernoussi, M. Tabyaoui, K. Taghzouti, Compr. Rev. Food Sci. Food Safety 20, 3344 (2021). https://doi.org/10.1111/1541-4337.12752
N. Chaouali, I. Gana, A. Dorra, F. Khelifi, A. Nouioui, W. Masri, I. Belwaer, H. Ghorbel, and A. Hedhili, ISRN Toxicology 2013, 1 (2013)
F. Dicenta, P. Martínez-Gómez, N. Grané, M.L. Martín, A. León, J.A. Cánovas, V. Berenguer, J. Agric. Food Chem. 50, 2149 (2002)
X.-Y. He, L.-J. Wu, W.-X. Wang, P.-J. Xie, Y.-H. Chen, F. Wang, J. Ethnopharmacol. 254, 112717 (2020)
B. Moradi, S. Heidari-Soureshjani, M. Asadi-Samani, Q. Yang, Int. J. Pharm. Phytopharmacol. Res. 7, 1–9 (2017)
L. Zhang, M. Zhao, J. Chen, M. Wang, X. Yu, Int. J. Food Sci. Technol. 54, 3083 (2019)
M.F. Ramadan, M.M. Asker, M. Tadros, Eur. Food Res. Technol. 234, 833 (2012)
M. Natić, D. D. Zagorac, I. Ćirić, M. Meland, B. Rabrenović, and M. F. Akšić, Cold Pressed Oils 637 (2020)
FAOSTAT. Crops by countries/years. (2020) http://www.fao.org/faostat/en/?#data/QC
ISO, Animal and vegetable fats and oils. Determination of saponification value, 3657 (2002)
E. ISO, Animal and Vegetable fats and oils. Determination of peroxide value. Iodometric (visual) endpoint determination, 3960(2007)
ISO, Animal and vegetable fats and oils. Determination of acid value and acidity, 660 (2009)
ISO, Animal and vegetable fats and oils.Determination of iodine value, 3961 (2009)
ISO, Animal and vegetable fats and oils. Determination of ultraviolet absorbance expressed as specific UV extinction, 3656 (2011)
M. Balz, E. Schulte, H.P. Thier, Lipid / Fett 94, 209 (1992)
ISO, Animal and Vegetables Fat and Oils. Gas Chromatography of Fatty Acid Methyl Esters. Preparation of Methyl Esters of Fatty Acids. International Organization for Standardization: Geneva, Switzerland. 12966–2 (2011)
K. Slinkard, V.L. Singleton, Am. J. Enol. Vitic. 28, 49–55 (1977)
G. Tel, M. Öztürk, M.E. Duru, B. Do, M. Harmandar, Rec Nat Prod. 11, 86–95 (2013)
M. Blois, Nature 181, 1199 (1958)
R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, C. Rice-Evans, Free Radical Biol. Med. 26, 1231 (1999)
M. Oyaizu, Jpn. J. Nutr. 44, 307–315 (1986)
R. Apak, K. Güçlü, M. Özyürek, S.E. Karademir, J. Agric. Food Chem. 52, 7970 (2004)
G.J. Marco, J. Am. Oil. Chem. Soc. 45, 594 (1968)
S. Lordan, T.J. Smyth, A. Soler-Vila, C. Stanton, R.P. Ross, FoodChem. 141, 2170–2176 (2013)
G. Zengin, C. Sarikurkcu, A. Aktumsek, R. Ceylan, O. Ceylan, Ind. Crops Prod. 53, 244 (2014)
G.L. Ellman, D. Courtney, V. Andres Jr., R.M. Featherstone, Biochem. Pharmacol. 7, 88–95 (1961)
K. Karthik, B. Rathna, P.R. Kumar, R. VenuPriya, K. Sunilkumar, R. Singh, Indian J. Res. Pharm. Biotechnol. 1, 729–730 (2013)
Y. Wang, P. Chen, C. Tang, Y. Wang, Y. Li, H. Zhang, J. Ethnopharmacol. 151, 944 (2014)
H. Hanine , L.H. Zinelabidine, O. Kodad, H. Hssaini, A. Haddioui, and S. Ennahli,. Options Méditerranéennes, A, 119 (2016)
M.M. Özcan, F. Al Juhaimi, K. Ghafoor, E.E. Babiker, M.M. Özcan, J. Food Sci. Technol. 57, 955 (2019)
A. el Ayeb-Zakhama, H. Chahdoura, B.E. Ziani, M. Snoussi, M. Khemiss, G. Flamini, F. Harzallah-Skhiri, Environ. Sci. Pollut. Res. 26, 14137 (2019)
CODEX ALIMENTARIUS.Codex standard for named vegetable oils (CODEX-STAN 210, Amended 2003–2005). (2013)
S. El Bernoussi, I. Boujemaa, H. Harhar, W. Belmaghraoui, B. Matthäus, M. Tabyaoui, J. Stored Prod. Res. 88, 101662 (2020)
Z. Petkova, G. Antova, OCL 26, 32 (2019)
N. Rezaee, W. M. A. D. B. Fernando, E. Hone, H. R. Sohrabi, S. K. Johnson, S. Gunzburg, and R. N. Martins, Frontiers in Aging Neuroscience 13, (2021)
B. Singh, J.P. Singh, A. Kaur, N. Singh, Food Res. Int. 101, 1 (2017)
S. Keser, E. Demir, O. Yilmaz, J. Chem. Soc. Pak. 36(3), 541 (2014)
N. Kalogeropoulos, M. Tsimidou, Antioxidants 3, 387 (2014)
C. Alasalvar, E. Pelvan, B. Topal, Int. J. Food Sci. Nutr. 61, 630 (2010)
E.-F. Varvouni, K. Graikou, O. Gortzi, A. Cheilari, N. Aligiannis, I. Chinou, Foods 10, 2665 (2021)
D. Chamli, M.A. Bootello, I. Bouali, S. Jouhri, S. Boukhchina, E. Martínez-Force, Grasas Aceites 68, 211 (2017)
E. Rapposelli, M. Rigoldi, D. Satta, D. Delpiano, S. Secci, A. Porceddu, Plants 7, 86 (2018)
M.M. Özcan, B. Matthäus, F. Aljuhaimi, I.A. Mohamed Ahmed, K. Ghafoor, E.E. Babiker, M.A. Osman, M.A. Gassem, H.A. Alqah, J. Food Sci. Technol. 57, 4182 (2020)
T. Acet, K. Ozcan, and G. Zengin, Journal of Food Biochemistry 44, (2019)
M. Kadir Erdogan, I. Halil Gecibesler, Y. Yapar, R. Gundogdu, M. Kirici, L. Behcet, P. Taslimi, Identification and quantification of phenolic compounds in berry skin, pulp, and seeds. Bioorganic Chem. 113, 105032 (2021)
F. Çelik, M.F. Balta, S. Ercişli, M. Gündoğdu, O. Karakaya, A. Yaviç, Erwerbs-obstbau 61, 257 (2019)
F. Chtourou, E. Valli, A. Ben Mansour, A. Bendini, T. Gallina Toschi, M. Bouaziz, J. Food Measurement Charact. 15, 5060 (2021)
Y. Deng, G. Yang, J. Yue, B. Qian, Z. Liu, D. Wang, Y. Zhong, Y. Zhao, Food Control 38, 184 (2014)
İ Gulcin, Archives Toxicol. 94, 651 (2020)
I. Oliveira, A.S. Meyer, S. Afonso, A. Aires, P. Goufo, H. Trindade, B. Gonçalves, J. Food Biochem. 43(7), e12887 (2019)
M.M. Pantelić, D.Č Dabić Zagorac, S.M. Davidović, S.R. Todić, Z.S. Bešlić, U.M. Gašić, ŽL. Tešić, M.M. Natić, Food Chem. 211, 243 (2016)
D. Ivanova, D. Gerova, T. Chervenkov, T. Yankova, J. Ethnopharmacol. 96, 145 (2005)
N. Tlili, B. Kirkan, C. Sarikurkcu, Ind. Crops Prod. 128, 147 (2019)
A. González-Muñoz, A.M. Quesille-Villalobos, C. Fuentealba, K. Shetty, and L. Gálvez Ranilla. J. Agric. Food Chem. 61, 10995 (2013)
K. Papoutsis, J. Zhang, M.C. Bowyer, N. Brunton, E.R. Gibney, J. Lyng, Food Chem. 338, 128119 (2021)
N.E. Daoudi, M. Bouhrim, H. Ouassou, A. Legssyer, H. Mekhfi, A. Ziyyat, M. Aziz, M. Bnouham, S. Afr. J. Bot. 135, 413 (2020)
P. Nowicka, A. Wojdyło, J. Samoticha, J. Functional Foods 25, 397 (2016)
L. Williams, A.O. Connar, L. Latore, O. Dennis, O. Ringer, J.A. Whittaker, W. Kraus, West Ind Med J. 57, 327–331 (2008)
H. Teng, L. Chen, Crit. Rev. Food Sci. Nutr. 57, 3438 (2017)
J. Su, H. Wang, C. Ma, Z. Lou, C. Liu, M.R.T. Rahman, C. Gao, R. Nie, Food Funct. 6, 3400 (2015)
M. Bonesi, M. Tenuta, M. Loizzo, V. Sicari, R. Tundis, Antioxidants 8, 2 (2018)
D. Mihaylova, I. Desseva, A. Popova, I. Dincheva, R. Vrancheva, A. Lante, A. Krastanov, Molecules 26, 4183 (2021)
H. Barakat, Proceedings of The 1st International Electronic Conference on Nutrients - Nutritional and Microbiota Effects on Chronic Disease (2020)
N. Pavlović, S. Vidović, J. Vladić, L. Popović, T. Moslavac, S. Jakobović, S. Jokić, Eur. J. Lipid Sci. Technol. 120(11), 1800043 (2018)
X.-J. Dong, J.-Y. Chen, S.-F. Chen, Y. Li, X.-J. Zhao, J. Food Measurement Characterization 15, 1834 (2021)
N.S. Pegoraro, C. Camponogara, L. Cruz, S.M. Oliveira, J. Ethnopharmacol. 267, 113486 (2021)
S. Xiao, H. Yu, Y. Xie, Y. Guo, J. Fan, W. Yao, J. Ethnopharmacol. 267, 113516 (2021)
Author information
Authors and Affiliations
Corresponding authors
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary Information
Below is the link to the electronic supplementary material.
Rights and permissions
Springer Nature or its licensor holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Guici El Kouacheur, K., Cherif, H.S., Saidi, F. et al. Prunus amygdalus var. amara (bitter almond) seed oil: fatty acid composition, physicochemical parameters, enzyme inhibitory activity, antioxidant and anti-inflammatory potential. Food Measure 17, 371–384 (2023). https://doi.org/10.1007/s11694-022-01629-2
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11694-022-01629-2