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Corresponding Author(s)

徐云凤（1989—），女，河南科技大学讲师，博士。E-mail：xuyunfeng1573@126.com

Abstract

The review summarized the latest domestical and international research progress in the biosynthesis pathway, safety, extraction process, and biological activity of oleuropein in recent years. The problems in the olive industry was analyzed and its future development direction was prospected.

Publication Date

12-26-2023

First Page

233

Last Page

240

DOI

10.13652/j.spjx.1003.5788.2022.81196

References

[1] VOGEL P, MACHADO I K, GARAVAGLIA J, et al. Polyphenols benefits of olive leaf （Olea europaea L.） to human health[J]. Nutrición Hospitalaria, 2015, 31（3）: 1 427-1 433.
[2] GAMLI  F. The health effects of oleuropein, one of the major phenolic compounds of olives, Olea europaea L.[J]. Italian Journal of Food Science, 2016, 28（2）: 178-189.
[3] 李聚桢. 我国油橄榄产业发展概况及前景展望[J]. 粮油食品科技, 2006（4）: 8-10. LI J Z. Overview and prospect of olive industry development in China[J]. Science and Technology of Cereals, Oils and Foods, 2006（4）: 8-10.
[4] 李楠, 赵兴文, 郭美佳, 等. 油橄榄叶有效成分的提取及药理活性的研究进展[J]. 食品工业科技, 2020, 41（10）: 327-331, 338. LI N, ZHAO X W, GUO M J, et al. Advances in extraction and pharmacological activities of effective constituents from olea europaea leaf[J]. Science and Technology of Food Industry, 2020, 41（10）: 327-331, 338.
[5] SABRY O M M. Beneficial health effects of olive leaves extracts[J]. Journal of Natural Sciences Research, 2014, 4（19）: 1-9.
[6] SCHWINGSHACKL L, HOFFMANN G. Does a mediterranean-type diet reduce cancer risk?[J]. Current Nutrition Reports, 2016, 5（1）: 9-17.
[7] 赵艳霞, 卜文文, 刘常金, 等. 油橄榄叶羟基酪醇提取工艺优化及抗氧化研究[J]. 食品工业, 2017, 38（4）: 8-13. ZHAO Y X, BU W W, LIU C J, et al. Study on extraction processing optimization of hydrotyrosol from olive leaves and their antioxidant activities[J]. The Food Industry, 2017, 38（4）: 8-13.
[8] CAN A, AYVAZ H, PALA  U, et al. The potential of near and mid-infrared spectroscopy for rapid quantification of oleuropein, total phenolics, total flavonoids and antioxidant activity in olive tree （Olea europaea） leaves[J]. Journal of Food Measurement and Characterization, 2018, 12（4）: 2 747-2 757.
[9] RUZZOLINI J, PEPPICELLI S, ANDREUCCI E, et al. Oleuropein, the main polyphenol of Olea europaea leaf extract, has an anti-cancer effect on human BRAF melanoma cells and potentiates the cytotoxicity of current chemotherapies[J]. Nutrients, 2018, 10（12）: 1 950.
[10] SOMERVILLE V, MOORE R, BRAAKHUIS A. The effect of olive leaf extract on upper respiratory illness in high school athletes: A randomised control trial[J]. Nutrients, 2019, 11（2）: 358.
[11] MA S C, HE Z D, DENG X L, et al. In vitro evaluation of secoiridoid glucosides from the fruits of ligustrum lucidum as antiviral agents[J]. Chemical and Pharmaceutical Bulletin, 2001, 49（11）: 1 471-1 473.
[12] XING C, XU L, YAO Y. Beneficial role of oleuropein in sepsis-induced myocardial injury. Possible Involvement of GSK-3β/NF-kB pathway[J]. Acta Cirúrgica Brasileira, 2021, 36（1）: e360107.
[13] MIKAMI T, KIM J, PARK J, et al. Olive leaf extract prevents obesity, cognitive decline, and depression and improves exercise capacity in mice[J]. Scientific Reports, 2021, 11（1）: 12495.
[14] ALAGNA F, MARIOTTI R, PANARA F, et al. Olive phenolic compounds: Metabolic and transcriptional profiling during fruit development[J]. BMC Plant Biology, 2012, 12（1）: 162.
[15] 谢普军, 黄立新, 张彩虹, 等. 油橄榄叶提取物中橄榄苦苷稳定性及对亚铁离子的螯合作用[J]. 食品工业科技, 2013, 34（4）: 133-136. XIE P J, HUANG L X, ZHANG C H, et al. Stability of oleuropein in olive leaves extracts and its chelating action to ferrous ions[J]. Science and Technology of Food Industry, 2013, 34（4）: 133-136.
[16] 刘飞飞, 刘录, 马晓霞, 等. 橄榄苦苷的热转化产物研究[J]. 云南民族大学学报（自然科学版）, 2017, 26（1）: 5-8. LIU F F, LIU L, MA X X, et al. Study on the heat-treatment transformation products of oleuropein[J]. Journal of Yunnan Minzu University （Natural Sciences Edition）, 2017, 26（1）: 5-8.
[17] 王强, 王仲明, 谢跃杰, 等. 油橄榄叶提取物橄榄苦苷的酶法水解产物及其抗氧化能力的研究[J]. 中国粮油学报, 2018, 33（7）: 99-104, 109. WANG Q, WANG Z M, XIE Y J, et al. Assessment of enzymatic hydrolysis produces and its antioxidant activities of oleuropein in olive leaf extracts[J]. Journal of the Chinese Cereals and Oils Association, 2018, 33（7）: 99-104, 109.
[18] CLEWELL AE, BRES E, VRTESI A, et al. A comprehensive toxicological safety assessment of an extract of Olea europaea L. leaves （BonoliveTM）[J]. International Journal of Toxicology, 2016, 35（2）: 208-221.
[19] SUSALIT E, AGUS N, EFFENDI I, et al. Olive （Olea europaea） leaf extract effective in patients with stage-1 hypertension: Comparison with Captopril[J]. Phytomedicine, 2011, 18（4）: 251-258.
[20] ARANTES-RODRIGUES R, HENRIQUES A, PIRES M J, et al. High doses of olive leaf extract induce liver changes in mice[J]. Food and Chemical toxicology, 2011, 49（9）: 1 989-1 997.
[21] EDGECOMBE S C, STRETCH G L, HAYBALL P J. Oleuropein, an antioxidant polyphenol from olive oil, is poorly absorbed from isolated perfused rat intestine[J]. The Journal of Nutrition, 2000, 130（12）: 2 996-3 002.
[22] 何海荣. 油橄榄叶提取物的抗氧化活性和大鼠尿排泄特征研究[D]. 兰州: 兰州大学, 2016: 30-37. HE H R. A Study on antioxidant activity of olive leaf extract and urinary excretion in rats[D]. Lanzhou: Lanzhou University, 2016: 30-37.
[23] 尹营松. 橄榄苦苷大鼠体内药代动力学研究[D]. 承德: 承德医学院, 2013: 32-43. YIN Y S. Studies on pharmacokineics of oleuropein in rats[D]. Chengde: Chengde Medical University, 2013: 32-43.
[24] 王化, 周丽萍, 李梦莎, 等. 微波辅助提取暴马丁香中紫丁香苷和橄榄苦苷的工艺研究[J]. 植物研究, 2016, 36（1）: 141-145. WANG H, ZHOU L P, LI M S, et al. Optimization of microwave-assisted extraction of syringin and oleuropein from Syringa reticulata[J]. Bulletin of Botanical Research, 2016, 36（1）: 141-145.
[25] 王晓杰, 黄立新, 张彩虹, 等. 微波辅助提取橄榄苦苷及其抗氧化性能研究[J]. 食品工业科技, 2018, 39（7）: 140-145. WANG X J, HUANG L X, ZHANG C H, et al. Microwave-assisted extraction of oleuropein from olive leaves and its antioxidant properties[J]. Science and Technology of Food Industry, 2018, 39（7）: 140-145.
[26] CONTRERAS M D M, LAMA-MUOZ A, ESPNOLA F, et al. Valorization of olive mill leaves through ultrasound-assisted extraction[J]. Food Chemistry, 2020, 314: 126218.
[27] MARTIN-GARCIA B, PIMENTEL-MORAL S, GMEZ-CARAVACA A M, et al. Box-behnken experimental design for a green extraction method of phenolic compounds from olive leaves[J]. Industrial Crops and Products, 2020, 154: 112741.
[28] LORENZO C, LORENZO G, MARIA B, et al. Optimization of the production process of dried unripe olives （Olea europaea L. ） as a nutraceutical ingredient naturally rich in phenolic compounds[J]. LWT, 2020, 129: 109569.
[29] 田富林, 黄文晶, 张驰, 等. HPD600型大孔树脂纯化麦麸多酚及其抗氧化活性和定性分析[J]. 食品与机械, 2022, 38（5）: 173-178, 242. TIAN F L, HUANG W J, ZHANG C, et al. Antioxidant activity and qualitative analysis of wheat bran polyphenols purified using HPD600 macroporous resin[J]. Food & Machinery, 2022, 38（5）: 173-178, 242.
[30] LIU Y, LIU Y, ZHANG J, et al. Adsorption behaviors for oleuropein from olive leaves extracts by porous materials with carbon nanotubes[J]. Colloid and Polymer Science, 2015, 293（8）: 2 395-2 404.
[31] 田志祥, 李洁, 李振卿, 等. 橄榄叶提取物中橄榄苦苷的分离及工艺优化[J]. 中南药学, 2019, 17（4）: 527-531. TIAN Z X, LI J, LI Z Q, et al. Separation and optimization of oleuropein from olive leaf extract[J]. Central South Pharmacy, 2019, 17（4）: 527-531.
[32] LIU B, LIU J, HUANG D, et al. Isolation and purification of oleuropein from olive leaves using boric acid affinity resin and a novel solvent system[J]. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 2021, 614: 126145.
[33] 田雨, 包媛媛, 林奇, 等. 橄榄苦苷对核桃油抗氧化稳定性的研究[J]. 中国粮油学报, 2019, 34（3）: 53-60. TIAN Y, BAO Y Y, LIN Q, et al. Antioxidative stability of walnut oil with oleuropein[J]. Journal of the Chinese Cereals and Oils Association, 2019, 34（3）: 53-60.
[34] LEE O H, LEE B Y. Antioxidant and antimicrobial activities of individual and combined phenolics in olea europaea leaf extract[J]. Bioresource Technology, 2010, 101（10）: 3 751-3 754.
[35] 吴遵秋, 姜友军, 苏光灿, 等. 油橄榄叶中橄榄苦苷的体外抗氧化和抑菌活性[J]. 食品科学, 2014, 35（21）: 94-99. WU Z Q, JIANG Y J, SU G C, et al. Antioxidant and antimicrobial activities of oleuropein in vitro[J]. Food Science, 2014, 35（21）: 94-99.
[36] 李文杰, 李静. 橄榄苦苷对H2O2诱导的PC12氧化应激损伤的保护作用[J]. 中医药学报, 2019, 47（3）: 37-41. LI W J, LI J. Protective effect of oleuropein on H2O2-induced oxidative stress injury in PC12 cells[J]. Chinese Medicine and Pharmacology, 2019, 47（3）: 37-41.
[37] FARES R, BAZZI S, BAYDOUN S E, et al. The antioxidant and anti-proliferative activity of the Lebanese Olea europaea extract[J]. Plant Foods for Human Nutrition, 2011, 66（1）: 58-63.
[38] CORONA G, DEIANA M, INCANI A, et al. Inhibition of p38/CREB phosphorylation and COX-2 expression by olive oil polyphenols underlies their anti-proliferative effects[J]. Biochemical and Biophysical Research Communications, 2007, 362（3）: 606-611.
[39] 田凤. 橄榄苦苷对胃癌的抑制作用及分子机制研究[D]. 咸宁: 湖北科技学院, 2021: 28-43. TIAN F. Study on the inhibitory effect and molecular mechanism of olivepicroside on gastric cancer[D]. Xianning: Hubei University of Science and Technology, 2021: 28-43.
[40] 许玉黎. 橄榄苦苷抗卵巢癌作用的体内外实验研究[D]. 福州: 福建医科大学, 2018: 6-20. XU Y L. Experimental study on the anti-ovarian cancer effect of oleuropein in vitro and in vivo[D]. Fuzhou: Fujian Medical University, 2018: 6-20.
[41] YAN C M, CHAI E Q, CAI H Y, et al. Oleuropein induces apoptosis via activation of caspases and suppression of phosphatidylinositol 3-kinase/protein kinase B pathway in HepG2 human hepatoma cell line[J]. Molecular Medicine Reports, 2015, 11（6）: 4 617-4 624.
[42] ASGHARZADE S, SHEIKHSHABANI S H, GHASEMPOUR E, et al. The effect of oleuropein on apoptotic pathway regulators in breast cancer cells[J]. European Journal of Pharmacology, 2020, 886: 173509.
[43] LI S, WEI X, HE J, et al. Plasminogen activator inhibitor-1 in cancer research[J]. Biomedicine & Pharmacotherapy, 2018, 105: 83-94.
[44] PLACENCIO V R, DECLERCK Y A. Plasminogen activator inhibitor-1 in cancer: Rationale and insight for future therapeutic testing[J]. Cancer Research, 2015, 75（15）: 2 969-2 974.
[45] TZEKAKI E E, GEROMICHALOS G, LAVRENTIADOU S N, et al. Oleuropein is a natural inhibitor of PAI-1-mediated proliferation in human ER-/PR-breast cancer cells[J]. Breast Cancer Research and Treatment, 2021, 186（2）: 305-316.
[46] FISKE J L, FOMIN V P, BROWN M L, et al. Voltage-sensitive ion channels and cancer[J]. Cancer and Metastasis Reviews, 2006, 25（3）: 493-500.
[47] AKTAS H G, AYAN H. Oleuropein: A potential inhibitor for prostate cancer cell motility by blocking voltage-gated sodium channels[J]. Nutrition and Cancer, 2021, 73（9）: 1 758-1 767.
[48] CHAN S L, YU V C. Proteins of the bcl-2 family in apoptosis signalling: From mechanistic insights to therapeutic opportunities[J]. Clinical and Experimental Pharmacology & Physiology, 2004, 31（3）: 119-128.
[49] NAKANO A, TANI E, MIYAZAKI K, et al. Matrix metalloproteinases and tissue inhibitors of metalloproteinases in human gliomas[J]. Journal of Neurosurgery, 1995, 83（2）: 298-307.
[50] LIU M, WANG J, HUANG B, et al. Oleuropein inhibits the proliferation and invasion of glioma cells via suppression of the AKT signaling pathway[J]. Oncology Reports, 2016, 36（4）: 2 009-2 016.
[51] ULLAH S, PARK C, IKRAM M, et al. Tyrosinase inhibition and anti-melanin generation effect of cinnamamide analogues[J]. Bioorganic Chemistry, 2019, 87: 43-55.
[52] NERYA O, VAYA J, MUSA R, et al. Glabrene and isoliquiritigenin as tyrosinase inhibitors from licorice roots[J]. Journal of Agricultural and Food Chemistry, 2003, 51（5）: 1 201-1 207.
[53] 毕云枫, 宋凤瑞, 刘志强. 天然酪氨酸酶抑制剂的种类及其对酪氨酸酶抑制作用的研究进展[J]. 吉林大学学报（医学版）, 2014, 40（2）: 454-459. BI Y F, SONG F R, LIU Z Q. Research progress on the types of naturaltyrosinase inhibitors and their inhibitory effects on tyrosinase[J]. Journal of Jilin University （Medicine Edition）, 2014, 40（2）: 454-459.
[54] 陈静, 魏鉴腾, 裴栋, 等. 橄榄苦苷对酪氨酸酶抑制作用的研究[J]. 天然产物研究与开发, 2021, 33（12）: 1 998-2 003. CHEN J, WEI J T, PEI D, et al. Study on the inhibitory effect of oleuropein on tyrosinase[J]. Natural Product Research and Development, 2021, 33（12）: 1 998-2 003.
[55] 向玥, 陈粼波, 姚辉, 等. 人参皂苷Rg1对D-半乳糖所致衰老小鼠海马的保护机制[J]. 中草药, 2017, 48（18）: 3 789-3 795. XIANG Y, CHEN L B, YAO H, et al. Protective mechanism of ginsenoside Rg1 on hippocampus of aging mice induced by D-galactose[J]. Chinese Traditional and Herbal Drugs, 2017, 48（18）: 3 789-3 795.
[56] 孙红艳, 刘洪臣. 晚期糖基化终末产物（AGEs）与衰老[J]. 中华老年口腔医学杂志, 2010, 8（5）: 314-317. SUN H Y, LIU H C. Advancedglycation end products （AGEs） and aging[J]. Chinese Journal of Geriatric Dentistry, 2010, 8（5）: 314-317.
[57] 折丽婷, 赵彩红, 陈春红, 等. 橄榄苦苷对D-半乳糖诱导衰老小鼠的抗衰老作用研究[J]. 中国中医药科技, 2020, 27（1）: 37-40. SHE L T, ZHAO C H, CHEN C H, et al. Anti-aging effect of oleuropein on aging mice induced by D-galactose[J]. Chinese Journal of Traditional Medical Science and Technology, 2020, 27（1）: 37-40.
[58] 瘙塁ENGN I Y, ZTRK B. Some natural antimicrobials of plant origin[J]. Anadolu University Journal of Science and Technology C-Life Sciences and Biotechnology, 2018, 7（2）: 256-276.
[59] OMAR S H. Oleuropein in olive and its pharmacological effects[J]. Scientia Pharmaceutica, 2010, 78（2）: 133-154.
[60] CASAS-SANCHEZ J, ALSINA M A, HERRLEIN M K, et al. Interaction between the antibacterial compound, oleuropein, and model membranes[J]. Colloid and Polymer Science, 2007, 285（12）: 1 351-1 360.
[61] RAI M, PARALIKAR P, JOGEE P, et al. Synergistic antimicrobial potential of essential oils in combination with nanoparticles: Emerging trends and future perspectives[J]. International Journal of Pharmaceutics, 2017, 519（1）: 67-78.
[62] LEE-HUANG S, ZHANG L, HUANG P L, et al. Anti-HIV activity of olive leaf extract （OLE） and modulation of host cell gene expression by HIV-1 infection and OLE treatment[J]. Biochemical and Biophysical Research Communications, 2003, 307（4）: 1 029-1 037.
[63] MICOL V, CATURLA N, PREZ-FONS L, et al. The olive leaf extract exhibits antiviral activity against viral haemorrhagic septicaemia rhabdovirus （VHSV）[J]. Antiviral Research, 2005, 66（2）: 129-136.
[64] FREDRICKSON W R. Method and composition for antiviral therapy: US 6117844[P]. 2000-09-12.
[65] YELLON D M, HAUSENLOY D J. Myocardial reperfusion injury[J]. New England Journal of Medicine, 2007, 357（11）: 1 121-1 135.
[66] HEUSCH G. Critical issues for the translation of cardioprotection[J]. Circulation Research, 2017, 120（9）: 1 477-1 486.
[67] TURER A T, HILL J A. Pathogenesis of myocardial ischemia-reperfusion injury and rationale for therapy[J]. The American Journal of Cardiology, 2010, 106（3）: 360-368.
[68] TSOUMANI M, GEORGOULIS A, NIKOLAOU P E, et al. Acute administration of the olive constituent, oleuropein, combined with ischemic postconditioning increases myocardial protection by modulating oxidative defense[J]. Free Radical Biology and Medicine, 2021, 166: 18-32.
[69] HE X, ZHU Y, WANG M, et al. Antidepressant effects of curcumin and HU-211 coencapsulated solid lipid nanoparticles against corticosterone-induced cellular and animal models of major depression[J]. International Journal of Nanomedicine, 2016, 11: 4 975.
[70] MARIA MICHEL T, PULSCHEN D, THOME J. The role of oxidative stress in depressive disorders[J]. Current Pharmaceutical Design, 2012, 18（36）: 5 890-5 899.
[71] BADR A M, ATTIA H A, AL-RASHEED N. Oleuropein reverses repeated corticosterone-induced depressive-like behavior in mice: Evidence of modulating effect on biogenic amines[J]. Scientific Reports, 2020, 10（1）: 1-10.

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