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Hemp (Cannabis sativa L.) Seed Oil: Analytical and Phytochemical Characterization of the Unsaponifiable Fraction

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Department of Pharmacology, Faculty of Pharmacy, University of Seville, 41012 Seville, Spain
Laboratory of Cellular and Molecular Nutrition, Instituto de la Grasa, Spanish National Research Council (CSIC), 41012 Seville, Spain
*Telephone: +34659603457. E-mail: [email protected]
Cite this: J. Agric. Food Chem. 2014, 62, 5, 1105–1110
Publication Date (Web):January 15, 2014
https://doi.org/10.1021/jf404278q
Copyright © 2014 American Chemical Society
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Abstract

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Non-drug varieties of Cannabis sativa L., collectively namely as “hemp”, have been an interesting source of food, fiber, and medicine for thousands of years. The ever-increasing demand for vegetables oils has made it essential to characterize additional vegetable oil through innovative uses of its components. The lipid profile showed that linoleic (55%), α-linolenic (16%), and oleic (11%) were the most abundant fatty acids. A yield (1.84–1.92%) of unsaponifiable matter was obtained, and the most interesting compounds were β-sitosterol (1905.00 ± 59.27 mg/kg of oil), campesterol (505.69 ± 32.04 mg/kg of oil), phytol (167.59 ± 1.81 mg/kg of oil), cycloartenol (90.55 ± 3.44 mg/kg of oil), and γ-tocopherol (73.38 ± 2.86 mg/100 g of oil). This study is an interesting contribution for C. sativa L. consideration as a source of bioactive compounds contributing to novel research applications for hemp seed oil in the pharmaceutical, cosmetic food, and other non-food industries.

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  2. Guo-Yuan Zhu, Ji Yang, Xiao-Jun Yao, Xing Yang, Jing Fu, Xin Liu, Li-Ping Bai, Liang Liu, and Zhi-Hong Jiang . (±)-Sativamides A and B, Two Pairs of Racemic Nor-Lignanamide Enantiomers from the Fruits of Cannabis sativa. The Journal of Organic Chemistry 2018, 83 (4) , 2376-2381. https://doi.org/10.1021/acs.joc.7b02765
  3. Xiaoli Yan, Jiajing Tang, Carolina dos Santos Passos, Alessandra Nurisso, Claudia Avello Simões-Pires, Mei Ji, Hongxiang Lou, and Peihong Fan . Characterization of Lignanamides from Hemp (Cannabis sativa L.) Seed and Their Antioxidant and Acetylcholinesterase Inhibitory Activities. Journal of Agricultural and Food Chemistry 2015, 63 (49) , 10611-10619. https://doi.org/10.1021/acs.jafc.5b05282
  4. Milica Pojić, Aleksandra Mišan, Marijana Sakač, Tamara Dapčević Hadnađev, Bojana Šarić, Ivan Milovanović, and Miroslav Hadnađev . Characterization of Byproducts Originating from Hemp Oil Processing. Journal of Agricultural and Food Chemistry 2014, 62 (51) , 12436-12442. https://doi.org/10.1021/jf5044426
  5. Isaac Karimi, Namdar Yousofvand, Baydaa Abed Hussein. In vitro cholinesterase inhibitory action of Cannabis sativa L. Cannabaceae and in silico study of its selected phytocompounds. In Silico Pharmacology 2021, 9 (1) https://doi.org/10.1007/s40203-021-00075-0
  6. Sandra Weck, Verena Peterseil, Helmut K. Mayer, Rupert Hochegger. Development and validation of a real-time PCR assay to detect Cannabis sativa in food. Scientific Reports 2021, 11 (1) https://doi.org/10.1038/s41598-021-83908-4
  7. Song-Yi Gu, Hee-Chang Shin, Dae-Jung Kim, Sang Un Park, Yong-Kyoung Kim. The content and health risk assessment of micro and toxic elements in cereals (oat and quinoa), legumes (lentil and chick pea), and seeds (chia, hemp, and flax). Journal of Food Composition and Analysis 2021, 99 , 103881. https://doi.org/10.1016/j.jfca.2021.103881
  8. Davide Calzolari, Gabriele Rocchetti, Luigi Lucini, Stefano Amaducci. The variety, terroir, and harvest types affect the yield and the phenolic and sterolic profiles of hemp seed oil. Food Research International 2021, 142 , 110212. https://doi.org/10.1016/j.foodres.2021.110212
  9. Cesarettin Alasalvar, Sui Kiat Chang, Bradley Bolling, Won Young Oh, Fereidoon Shahidi. Specialty seeds: Nutrients, bioactives, bioavailability, and health benefits: A comprehensive review. Comprehensive Reviews in Food Science and Food Safety 2021, 34 https://doi.org/10.1111/1541-4337.12730
  10. Youjie Xu, Jikai Zhao, Ruijia Hu, Weiqun Wang, Jason Griffin, Yonghui Li, Xiuzhi Susan Sun, Donghai Wang. Effect of genotype on the physicochemical, nutritional, and antioxidant properties of hempseed. Journal of Agriculture and Food Research 2021, 3 , 100119. https://doi.org/10.1016/j.jafr.2021.100119
  11. Julio Rea, M. D. García-Giménez, Marti Santiago, Rocío De la Puerta, M. A. Fernández-Arche. Hydroxycinnamic acid derivatives isolated from hempseed and their effects on central nervous system enzymes. International Journal of Food Sciences and Nutrition 2021, 72 (2) , 184-194. https://doi.org/10.1080/09637486.2020.1793305
  12. Youjie Xu, Jun Li, Jikai Zhao, Weiqun Wang, Jason Griffin, Yonghui Li, Scott Bean, Mike Tilley, Donghai Wang. Hempseed as a nutritious and healthy human food or animal feed source: a review. International Journal of Food Science & Technology 2021, 56 (2) , 530-543. https://doi.org/10.1111/ijfs.14755
  13. Monika Michalak, Monika Pierzak, Beata Kręcisz, Edyta Suliga. Bioactive Compounds for Skin Health: A Review. Nutrients 2021, 13 (1) , 203. https://doi.org/10.3390/nu13010203
  14. Anubhav Pratap Singh, Farahnaz Fathordoobady, Yigong Guo, Anika Singh, David D. Kitts. Antioxidants help favorably regulate the kinetics of lipid peroxidation, polyunsaturated fatty acids degradation and acidic cannabinoids decarboxylation in hempseed oil. Scientific Reports 2020, 10 (1) https://doi.org/10.1038/s41598-020-67267-0
  15. Stefania Marzorati, Danilo Friscione, Enrico Picchi, Luisella Verotta. Cannabidiol from inflorescences of Cannabis sativa L.: Green extraction and purification processes. Industrial Crops and Products 2020, 155 , 112816. https://doi.org/10.1016/j.indcrop.2020.112816
  16. Malgorzata Moczkowska, Sabina Karp, Olaf K. Horbanczuk, Monika Hanula, Jaroslaw Wyrwisz, Marcin A. Kurek. EFFECT OF ROSEMARY EXTRACT ADDITION ON OXIDATIVE STABILITY AND QUALITY OF HEMP SEED OIL. Food and Bioproducts Processing 2020, 124 , 33-47. https://doi.org/10.1016/j.fbp.2020.08.002
  17. Katherine Gutiérrez‐Luna, Diana Ansorena, Iciar Astiasarán. Flax and hempseed oil functional ingredient stabilized by inulin and chia mucilage as a butter replacer in muffin formulations. Journal of Food Science 2020, 85 (10) , 3072-3080. https://doi.org/10.1111/1750-3841.15407
  18. Maria E Martin, Elena Grao-Cruces, Maria C Millan-Linares, Sergio Montserrat-de la Paz. Grape (Vitis vinifera L.) Seed Oil: A Functional Food from the Winemaking Industry. Foods 2020, 9 (10) , 1360. https://doi.org/10.3390/foods9101360
  19. Halime Özdemir, Emre Bakkalbaşı, Issa Javidipour. Effect of seed roasting on oxidative stability and antioxidant content of hemp seed oil. Journal of Food Science and Technology 2020, 20 https://doi.org/10.1007/s13197-020-04767-x
  20. H. P. Vasantha Rupasinghe, Amy Davis, Shanthanu K. Kumar, Beth Murray, Valtcho D. Zheljazkov. Industrial Hemp (Cannabis sativa subsp. sativa) as an Emerging Source for Value-Added Functional Food Ingredients and Nutraceuticals. Molecules 2020, 25 (18) , 4078. https://doi.org/10.3390/molecules25184078
  21. Luana Izzo, Severina Pacifico, Simona Piccolella, Luigi Castaldo, Alfonso Narváez, Michela Grosso, Alberto Ritieni. Chemical Analysis of Minor Bioactive Components and Cannabidiolic Acid in Commercial Hemp Seed Oil. Molecules 2020, 25 (16) , 3710. https://doi.org/10.3390/molecules25163710
  22. José Ignacio Alonso‐Esteban, María José González‐Fernández, Dmitri Fabrikov, Esperanza Torija‐Isasa, María de Cortes Sánchez‐Mata, José Luis Guil‐Guerrero. Hemp ( Cannabis sativa L.) Varieties: Fatty Acid Profiles and Upgrading of γ‐Linolenic Acid–Containing Hemp Seed Oils. European Journal of Lipid Science and Technology 2020, 122 (7) , 1900445. https://doi.org/10.1002/ejlt.201900445
  23. Barbara Farinon, Romina Molinari, Lara Costantini, Nicolò Merendino. The Seed of Industrial Hemp (Cannabis sativa L.): Nutritional Quality and Potential Functionality for Human Health and Nutrition. Nutrients 2020, 12 (7) , 1935. https://doi.org/10.3390/nu12071935
  24. Paulina M Opyd, Adam Jurgoński, Bartosz Fotschki, Jerzy Juśkiewicz. Dietary Hemp Seeds More Effectively Attenuate Disorders in Genetically Obese Rats than Their Lipid Fraction. The Journal of Nutrition 2020, 150 (6) , 1425-1433. https://doi.org/10.1093/jn/nxaa081
  25. Philipp Klahn. Cannabinoids-Promising Antimicrobial Drugs or Intoxicants with Benefits?. Antibiotics 2020, 9 (6) , 297. https://doi.org/10.3390/antibiotics9060297
  26. Giustino Orlando, Lucia Recinella, Annalisa Chiavaroli, Luigi Brunetti, Sheila Leone, Simone Carradori, Simonetta Di Simone, Maria Chiara Ciferri, Gokhan Zengin, Gunes Ak, Hassan H. Abdullah, Estefanía Cordisco, Maximiliano Sortino, Laura Svetaz, Matteo Politi, Paola Angelini, Stefano Covino, Roberto Venanzoni, Stefania Cesa, Luigi Menghini, Claudio Ferrante. Water Extract from Inflorescences of Industrial Hemp Futura 75 Variety as a Source of Anti-Inflammatory, Anti-Proliferative and Antimycotic Agents: Results from In Silico, In Vitro and Ex Vivo Studies. Antioxidants 2020, 9 (5) , 437. https://doi.org/10.3390/antiox9050437
  27. Lacrimioara Senila, Emilia Neag, Oana Cadar, Melinda Haydee Kovacs, Anca Becze, Marin Senila. Chemical, Nutritional and Antioxidant Characteristics of Different Food Seeds. Applied Sciences 2020, 10 (5) , 1589. https://doi.org/10.3390/app10051589
  28. Fereidoon Shahidi, Priyatharini Ambigaipalan. Quality Assurance of Fats and Oils. 2020,,, 1-17. https://doi.org/10.1002/047167849X.bio072.pub2
  29. Anna Bakowska-Barczak, Marie-Anne de Larminat, Paul P. Kolodziejczyk. The application of flax and hempseed in food, nutraceutical and personal care products. 2020,,, 557-590. https://doi.org/10.1016/B978-0-12-818782-1.00017-1
  30. William Leonard, Pangzhen Zhang, Danyang Ying, Zhongxiang Fang. Hempseed in food industry: Nutritional value, health benefits, and industrial applications. Comprehensive Reviews in Food Science and Food Safety 2020, 19 (1) , 282-308. https://doi.org/10.1111/1541-4337.12517
  31. Eui Jeong Doh, Guemsan Lee, Yeong-Jin Yun, Lin-Woo Kang, Eun Soo Kim, Mi Young Lee, Seung-Eun Oh. DNA Markers to Discriminate Cannabis sativa L. ‘Cheungsam’ with Low Tetrahydrocannabinol (THC) Content from Other South Korea Cultivars Based on the Nucleotide Sequences of Tetrahydrocannabinolic Acid Synthase and Putative 3-Ketoacyl-CoA Synthase Genes. Evidence-Based Complementary and Alternative Medicine 2019, 2019 , 1-10. https://doi.org/10.1155/2019/8121796
  32. Rocio Toscano, Maria C. Millan-Linares, Maria C. Naranjo, Ana Lemus-Conejo, Carmen Claro, Sergio Montserrat-de la Paz. Unsaponifiable and phenolic fractions from virgin olive oil prevent neuroinflammation skewing microglia polarization toward M2 phenotype. Journal of Functional Foods 2019, 62 , 103543. https://doi.org/10.1016/j.jff.2019.103543
  33. Noelia M. Rodriguez-Martin, Rocio Toscano, Alvaro Villanueva, Justo Pedroche, Francisco Millan, Sergio Montserrat-de la Paz, Maria C. Millan-Linares. Neuroprotective protein hydrolysates from hemp ( Cannabis sativa L.) seeds. Food & Function 2019, 10 (10) , 6732-6739. https://doi.org/10.1039/C9FO01904A
  34. Monika Styrczewska, Magdalena Zuk, Aleksandra Boba, Iwan Zalewski, Anna Kulma. Use of Natural Components Derived from Oil Seed Plants for Treatment of Inflammatory Skin Diseases. Current Pharmaceutical Design 2019, 25 (20) , 2241-2263. https://doi.org/10.2174/1381612825666190716111700
  35. Constance Chingwaru, Tanja Bagar, Alfred Maroyi, Petrina T. Kapewangolo, Walter Chingwaru. Wound healing potential of selected Southern African medicinal plants: A review. Journal of Herbal Medicine 2019, 17-18 , 100263. https://doi.org/10.1016/j.hermed.2019.100263
  36. C Siciliano, Lucia Bartella, F. Mazzotti, D Aiello, A Napoli, P De Luca, A Temperini. 1 H NMR quantification of cannabidiol (CBD) in industrial products derived from Cannabis sativa L. (hemp) seeds. IOP Conference Series: Materials Science and Engineering 2019, 572 , 012010. https://doi.org/10.1088/1757-899X/572/1/012010
  37. Afraz Subratti, Lorale J. Lalgee, Nigel K. Jalsa. Liquified dimethyl ether (DME): A green solvent for the extraction of hemp (Cannabis sativa L.) seed oil. Sustainable Chemistry and Pharmacy 2019, 12 , 100144. https://doi.org/10.1016/j.scp.2019.100144
  38. Mara Mandrioli, Matilde Tura, Stefano Scotti, Tullia Gallina Toschi. Fast Detection of 10 Cannabinoids by RP-HPLC-UV Method in Cannabis sativa L.. Molecules 2019, 24 (11) , 2113. https://doi.org/10.3390/molecules24112113
  39. Salvatore Faugno, Simona Piccolella, Maura Sannino, Luigia Principio, Giuseppina Crescente, Gian Maria Baldi, Nunzio Fiorentino, Severina Pacifico. Can agronomic practices and cold-pressing extraction parameters affect phenols and polyphenols content in hempseed oils?. Industrial Crops and Products 2019, 130 , 511-519. https://doi.org/10.1016/j.indcrop.2018.12.084
  40. Laurentiu Mihai Palade, Mihaela Habeanu, Daniela Eliza Marin, Veronica Sanda Chedea, Gina Cecilia Pistol, Iulian Alexandru Grosu, Anca Gheorghe, Mariana Ropota, Ionelia Taranu. Effect of Dietary Hemp Seed on Oxidative Status in Sows during Late Gestation and Lactation and Their Offspring. Animals 2019, 9 (4) , 194. https://doi.org/10.3390/ani9040194
  41. Claudio Ferrante, Lucia Recinella, Maurizio Ronci, Luigi Menghini, Luigi Brunetti, Annalisa Chiavaroli, Sheila Leone, Luigi Di Iorio, Simone Carradori, Bruno Tirillini, Paola Angelini, Stefano Covino, Roberto Venanzoni, Giustino Orlando. Multiple pharmacognostic characterization on hemp commercial cultivars: Focus on inflorescence water extract activity. Food and Chemical Toxicology 2019, 125 , 452-461. https://doi.org/10.1016/j.fct.2019.01.035
  42. Shanshan Wang, Qian Luo, Peihong Fan. Cannabisin F from Hemp (Cannabis sativa) Seed Suppresses Lipopolysaccharide-Induced Inflammatory Responses in BV2 Microglia as SIRT1 Modulator. International Journal of Molecular Sciences 2019, 20 (3) , 507. https://doi.org/10.3390/ijms20030507
  43. Hasene Keskin Çavdar. Active Compounds, Health Effects, and Extraction of Unconventional Plant Seed Oils. 2019,,, 245-285. https://doi.org/10.1007/978-3-030-03344-6_10
  44. Lalduhsanga Pachuau, Chanam Melody Devi, Abhinab Goswami, Supriya Sahu, Rajat Subhra Dutta. Seed Oils as a Source of Natural Bio-active Compounds. 2019,,, 209-235. https://doi.org/10.1007/978-981-13-7154-7_8
  45. P. Prasad, S. Savyasachi, L. Prasanna Anjaneya Reddy, R. V. Sreedhar. Physico-chemical Characterization, Profiling of Total Lipids and Triacylglycerol Molecular Species of Omega-3 Fatty Acid Rich B. arvensis Seed Oil from India. Journal of Oleo Science 2019, 68 (3) , 209-223. https://doi.org/10.5650/jos.ess18219
  46. Vaida Kitrytė, Dovyda Bagdonaitė, Petras Rimantas Venskutonis. Biorefining of industrial hemp (Cannabis sativa L.) threshing residues into cannabinoid and antioxidant fractions by supercritical carbon dioxide, pressurized liquid and enzyme-assisted extractions. Food Chemistry 2018, 267 , 420-429. https://doi.org/10.1016/j.foodchem.2017.09.080
  47. Giuseppina Crescente, Simona Piccolella, Assunta Esposito, Monica Scognamiglio, Antonio Fiorentino, Severina Pacifico. Chemical composition and nutraceutical properties of hempseed: an ancient food with actual functional value. Phytochemistry Reviews 2018, 17 (4) , 733-749. https://doi.org/10.1007/s11101-018-9556-2
  48. Yuefang Zhou, Shanshan Wang, Hongxiang Lou, Peihong Fan. Chemical constituents of hemp (Cannabis sativa L.) seed with potential anti-neuroinflammatory activity. Phytochemistry Letters 2018, 23 , 57-61. https://doi.org/10.1016/j.phytol.2017.11.013
  49. Maria C. Millan-Linares, Beatriz Bermudez, Maria E. Martin, Ernesto Muñoz, Rocio Abia, Francisco Millan, Francisco J. G. Muriana, Sergio Montserrat-de la Paz. Unsaponifiable fraction isolated from grape ( Vitis vinifera L.) seed oil attenuates oxidative and inflammatory responses in human primary monocytes. Food & Function 2018, 9 (4) , 2517-2523. https://doi.org/10.1039/C8FO00063H
  50. Tian-Tian Guo, Jian-Chun Zhang, Hai Zhang, Qing-Chao Liu, Yong Zhao, Yu-Fei Hou, Lu Bai, Li Zhang, Xue-Qiang Liu, Xue-Ying Liu, Sheng-Yong Zhang, Nai-Sheng Bai. Bioactive spirans and other constituents from the leaves of Cannabis sativa f. sativa. Journal of Asian Natural Products Research 2017, 19 (8) , 793-802. https://doi.org/10.1080/10286020.2016.1248947
  51. Isvett Josefina Flores-Sanchez, Ana Carmela Ramos-Valdivia. A review from patents inspired by the genus Cannabis. Phytochemistry Reviews 2017, 16 (4) , 639-675. https://doi.org/10.1007/s11101-016-9485-x
  52. S. S. Kaki, T. Jabeen, J. R.C. Reddy, M. Ram Mohan, E. Anjaneyulu, R. B.N. Prasad, B. V.S.K. Rao. Isolation and physico-chemical characterization of Butea parviflora seed oil. Grasas y Aceites 2016, 67 (3) , e151. https://doi.org/10.3989/gya.0334161
  53. Christelle M. Andre, Jean-Francois Hausman, Gea Guerriero. Cannabis sativa: The Plant of the Thousand and One Molecules. Frontiers in Plant Science 2016, 7 https://doi.org/10.3389/fpls.2016.00019
  54. Norio Iizuka. Constipation and Herbal Medicine. 2016,,, 53-65. https://doi.org/10.1007/978-1-4939-4002-8_5
  55. Odile Morin. Caractéristiques des huiles de lin et de chanvre. OCL 2015, 22 (6) , D608. https://doi.org/10.1051/ocl/2015053
  56. Da Cheng Hao, Xiao-Jie Gu, Pei Gen Xiao. Phytochemical and biological research of Cannabis pharmaceutical resources. 2015,,, 431-464. https://doi.org/10.1016/B978-0-08-100085-4.00011-6
  57. N.T. Dunford. Hemp and flaxseed oil. 2015,,, 39-63. https://doi.org/10.1016/B978-1-78242-376-8.00002-8

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