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2000
Volume 11, Issue 2
  • ISSN: 2215-0838
  • E-ISSN: 2215-0846

Abstract

Introduction

Plants have long been utilised as a supplement or alternative treatment for chronic conditions due to their therapeutic capabilities.

Objectives

The objective of this study is to explore the ethnopharmacological aspects and therapeutic potential of naturally occurring oleanolic acid.

Methods

Information regarding oleanolic acid was collected from electronic databases, such as ScienceDirect, Web of Science, PubMed, Springer, Journal websites, Google Scholar, Taylor and Francis, Scopus and Wiley Online Library.

Results

The article covered a wide range of immunomodulatory, antihypertensive, anticancer, antiinflammatory, antianxiety, antidepressant, antiischemic, antiviral, and other effects of triterpenoids. One such triterpenoid is oleanolic acid, which was reported to be present in a number of plants with a wide range of pharmacological potential. This article discussed the promising possibilities for alternative neurodegenerative disease treatment and management through oleanolic acid and its derivatives.

Conclusion

The goal of this systematic review was to review the medicinal importance of oleanolic acid, extracted from a variety of plants used as a dietary source, such as apple, pomegranate, lemon, grapes, pears, olive, a highly powerful molecule with a wide range of biological actions, such as anti-microbial, anti-viral, anti-diabetic, hepatoprotective, antihypertensive, anti-inflammatory, anticancer, anti-ischemic, and cytotoxic properties.

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References

  1. AyelesoT. MatumbaM. MukwevhoE. Oleanolic acid and its derivatives: Biological activities and therapeutic potential in chronic diseases.Molecules20172211191510.3390/molecules2211191529137205
     [Google Scholar]
  2. OrganA. GîrbuV. Cojocaru-TomaM. KulciţkiV. Therapeutic potential and preventive effects of major triterpenic secondary metabolites from Lavandula angustifolia.Revista Farmaceutica a Moldovei20214517981
     [Google Scholar]
  3. Ludeña HuamanM.A. Tupa QuispeA.L. Huamán QuispeR.I. Serrano FloresC.A. Robles CaychoJ. A simple method to obtain ursolic acid.Results in Chemistry2021310014410.1016/j.rechem.2021.100144
     [Google Scholar]
  4. JéssicaJ. João Henrique., L.; Márcia D., L.; Eduardo Y., Y.; Luiz Felipe D., P. Antimicrobial activity of oleanolic and ursolic acids: An update.Evidence-based Complement. Altern. Med20152015114https://onlinelibrary.wiley.com/doi/full/10.1155/2015/620472
     [Google Scholar]
  5. CastellanoJ.M. Ramos-RomeroS. PeronaJ.S. Oleanolic acid: Extraction, characterization and biological activity.Nutrients202214362310.3390/nu1403062335276982
     [Google Scholar]
  6. TangZ.Y. LiY. TangY.T. MaX.D. TangZ.Y. Anticancer activity of oleanolic acid and its derivatives: Recent advances in evidence, target profiling and mechanisms of action.Biomed. Pharmacother.202214511239710.1016/j.biopha.2021.11239734798468
     [Google Scholar]
  7. FengA. YangS. SunY. ZhangL. BoF. LiL. Development and evaluation of oleanolic acid dosage forms and its derivatives.BioMed Res. Int.2020202011610.1155/2020/130874933299854
     [Google Scholar]
  8. YangY.H. DaiS.Y. DengF.H. PengL.H. LiC. PeiY.H. Recent advances in medicinal chemistry of oleanolic acid derivatives.Phytochemistry202220311339710.1016/j.phytochem.2022.11339736029846
     [Google Scholar]
  9. LiuJ. Oleanolic acid and ursolic acid: Research perspectives.J. Ethnopharmacol.20051001-2929410.1016/j.jep.2005.05.02415994040
     [Google Scholar]
  10. RomeroC. MedinaE. MateoM.A. BrenesM. Quantification of bioactive compounds in picual and arbequina olive leaves and fruit.J. Sci. Food Agric.20179761725173210.1002/jsfa.792027447942
     [Google Scholar]
  11. SzakielA. PączkowskiC. PensecF. BertschC. Fruit cuticular waxes as a source of biologically active triterpenoids.Phytochem. Rev.2012112-326328410.1007/s11101‑012‑9241‑923519009
     [Google Scholar]
  12. LiX. WangT. ZhouB. GaoW. CaoJ. HuangL. Chemical composition and antioxidant and anti-inflammatory potential of peels and flesh from 10 different pear varieties (Pyrus spp.).Food Chem.201415253153810.1016/j.foodchem.2013.12.01024444971
     [Google Scholar]
  13. LuoL. BianY. LiuY. ZhangX. WangM. XingS. LiL. GaoD. Combined near infrared photothermal therapy and chemotherapy using gold nanoshells coated liposomes to enhance antitumor effect.Small201612304103411210.1002/smll.20150396127294601
     [Google Scholar]
  14. ZhangS. SunY. SunZ. WangX. YouJ. SuoY. Determination of triterpenic acids in fruits by a novel high performance liquid chromatography method with high sensitivity and specificity.Food Chem.201414626426910.1016/j.foodchem.2013.09.05624176341
     [Google Scholar]
  15. SunL. TaoS. ZhangS. Characterization and quantification of polyphenols and triterpenoids in thinned young fruits of ten pear varieties by UPLC-Q TRAP-MS/MS.Molecules201924115910.3390/molecules2401015930609827
     [Google Scholar]
  16. SzakielA. PączkowskiC. HuttunenS. Triterpenoid content of berries and leaves of bilberry Vaccinium myrtillus from Finland and Poland.J. Agric. Food Chem.20126048118391184910.1021/jf304689523157739
     [Google Scholar]
  17. LiG.L. YouJ.M. SongC.H. XiaL. ZhengJ. SuoY.R. Development of a new HPLC method with precolumn fluorescent derivatization for rapid, selective and sensitive detection of triterpenic acids in fruits.J. Agric. Food Chem.20115972972297910.1021/jf104224t21388126
     [Google Scholar]
  18. FangX. WangJ. YuX. ZhangG. ZhaoJ. Optimization of microwave-assisted extraction followed by RP-HPLC for the simultaneous determination of oleanolic acid and ursolic acid in the fruits of Chaenomeles sinensis.J. Sep. Sci.20103381147115510.1002/jssc.20090072620183824
     [Google Scholar]
  19. RaliS OyedejiOO AremuOO OyedejiAO Nkeh-ChungagBN Semisynthesis of derivatives of oleanolic acid from Syzygium aromaticum and their antinociceptive and anti-inflammatory properties.Mediat Inflamm201620168401843https://onlinelibrary.wiley.com/doi/full/10.1155/2016/8401843
     [Google Scholar]
  20. BerniR. HoqueM.Z. LegayS. CaiG. SiddiquiK.S. HausmanJ.F. AndreC.M. GuerrieroG. Tuscan varieties of sweet cherry are rich sources of ursolic and oleanolic acid: Protein modeling coupled to targeted gene expression and metabolite analyses.Molecules2019248159010.3390/molecules2408159031013661
     [Google Scholar]
  21. JägerS. TrojanH. KoppT. LaszczykM. SchefflerA. Pentacyclic triterpene distribution in various plants - rich sources for a new group of multi-potent plant extracts.Molecules20091462016203110.3390/molecules1406201619513002
     [Google Scholar]
  22. InoueT. NakahataF. Studies on the constituents of sambucus chinensis LINDL.Chem. Pharm. Bull.196917112412710.1248/cpb.17.124
     [Google Scholar]
  23. LiaoQ.F. XieS.P. ChenX.H. BiK.S. Study on the chemical constituents of Sambucus chinensis Lindl.Zhong Yao Cai2006299916918https://europepmc.org/article/med/17212046
     [Google Scholar]
  24. SankpalS. PathadeK.S. KondawarM. Coffea arabica: Herbal drug on Global health issue-obesity.Res. J. Pharmacogn. Phytochem.2020124201206https://ajpsonline.com/AbstractView.aspx?PID=2021-11-1-5
     [Google Scholar]
  25. GuoS. DuanJ. QianD. TangY. WuD. SuS. WangH. ZhaoY. Content variations of triterpenic acid, nucleoside, nucleobase, and sugar in jujube (Ziziphus jujuba) fruit during ripening.Food Chem.201516746847410.1016/j.foodchem.2014.07.01325149013
     [Google Scholar]
  26. MroczekA. KapustaI. JandaB. JaniszowskaW. Triterpene saponin content in the roots of red beet (Beta vulgaris L.) cultivars.J. Agric. Food Chem.20126050123971240210.1021/jf303952x23199283
     [Google Scholar]
  27. Gómez-PulidoL.D.M. González-CanoR.C. DomínguezE. HerediaA. Structure determination of oleanolic and ursolic acids: A combined density functional theory/vibrational spectroscopy methodology.R. Soc. Open Sci.20218621016210.1098/rsos.21016234109042
     [Google Scholar]
  28. SantiagoL.A. MayorA.B. Journal of natural products research paper triterpenes α -Amyrin, oleanolic acid and ursolic acid.J. Asian Nat. Prod.201472936https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=bdc1ef05726a881af3d9ded8f6f187c8e115f4f0
     [Google Scholar]
  29. ŽibernaL. ŠamecD. MocanA. NabaviS. BishayeeA. FarooqiA. SuredaA. NabaviS. Oleanolic acid alters multiple cell signaling pathways: Implication in cancer prevention and therapy.Int. J. Mol. Sci.201718364310.3390/ijms1803064328300756
     [Google Scholar]
  30. LyuH. ChenJ. LiW. Natural triterpenoids for the treatment of diabetes mellitus: A review.Nat. Prod. Commun.201611101934578X160110110.1177/1934578X160110103730549625
     [Google Scholar]
  31. MadlalaH.P. Van HeerdenF.R. MubagwaK. MusabayaneC.T. Changes in renal function and oxidative status associated with the hypotensive effects of oleanolic acid and related synthetic derivatives in experimental animals.PLoS One2015106e012819210.1371/journal.pone.012819226046776
     [Google Scholar]
  32. SunN. LiD. ChenX. WuP. LuY.J. HouN. ChenW.H. WongW.L. New applications of oleanolic acid and its derivatives as cardioprotective agents: A review of their therapeutic perspectives.Curr. Pharm. Des.201925353740375010.2174/138161282566619110511280231692428
     [Google Scholar]
  33. ShanmugamM.K. DaiX. KumarA.P. TanB.K.H. SethiG. BishayeeA. Oleanolic acid and its synthetic derivatives for the prevention and therapy of cancer: Preclinical and clinical evidence.Cancer Lett.2014346220621610.1016/j.canlet.2014.01.01624486850
     [Google Scholar]
  34. LinC. WenX. SunH. Oleanolic acid derivatives for pharmaceutical use: A patent review.Expert Opin. Ther. Pat.201626664365510.1080/13543776.2016.118298827113324
     [Google Scholar]
  35. MuT. XuP. YuB. Facile synthesis of oleanane‐type pentacyclic triterpenoids bearing hydroxy groups on D/E rings.Asian J. Org. Chem.20211071752175510.1002/ajoc.202100316
     [Google Scholar]
  36. SultanaN. AtaA. Oleanolic acid and related derivatives as medicinally important compounds.J. Enzyme Inhib. Med. Chem.200823673975610.1080/1475636070163318718618318
     [Google Scholar]
  37. OzturkM. AltayV. An overview of the endemic medicinal and aromatic plants of Turkiye-conservation and sustainable use.1st Internatıonal Congress on Medicinal and Aromatic Plants - “Natural and Healthy Life”Konya/Turkey2017101139
     [Google Scholar]
  38. KurkovS.V. LoftssonT. Cyclodextrins.Int. J. Pharm.2013453116718010.1016/j.ijpharm.2012.06.05522771733
     [Google Scholar]
  39. Wei-wenL.I. Inclusion of oleanolic acid with β-cyclodextrin.J. Nanchang Univ.2015551013
     [Google Scholar]
  40. YangR. HuangX. DouJ. ZhaiG. SuL. Self-microemulsifying drug delivery system for improved oral bioavailability of oleanolic acid: Design and evaluation.Int. J. Nanomedicine201382917292623966781
     [Google Scholar]
  41. GaoN. GuoM. FuQ. HeZ. Application of hot melt extrusion to enhance the dissolution and oral bioavailability of oleanolic acid.Asian J. Pharm. Sci2017121667210.1016/j.ajps.2016.06.00632104315
     [Google Scholar]
  42. WangZ. Bioavailability of oleanolic acid with β-cyclodextrin derivatives.Fourth Mil Med Univ2013
     [Google Scholar]
  43. QiangZ.H.A.O. Xi-gangL.I.U. “Preparation of oleanolic acid solid dispersions”.Zhongchengyao20184021702176
     [Google Scholar]
  44. WangJ. YuD. “Preparation and evaluation of oleanolic acid solid dispersion”.Tradit. Chin. Med201531445448
     [Google Scholar]
  45. GaoM. XuH. BaoX. ZhangC. GuanX. LiuH. LvL. DengS. GaoD. WangC. TianY. Oleanolic acid-loaded PLGA-TPGS nanoparticles combined with heparin sodium-loaded PLGA-TPGS nanoparticles for enhancing chemotherapy to liver cancer.Life Sci.2016165637410.1016/j.lfs.2016.09.00827640889
     [Google Scholar]
  46. AlvaradoH.L. AbregoG. Garduño-RamirezM.L. ClaresB. CalpenaA.C. GarcíaM.L. Design and optimization of oleanolic/ursolic acid-loaded nanoplatforms for ocular anti-inflammatory applications.Nanomedicine201511352153010.1016/j.nano.2015.01.00425659643
     [Google Scholar]
  47. YangR. SuL.Q. HuangX. [The absorption kinetics of oleanolic acid self-microemulsion in rat stomach and intestine].Zhong Yao Cai200831111695169819260284
     [Google Scholar]
  48. XiaX. LiuH. LvH. ZhangJ. ZhouJ. ZhaoZ. Preparation, characterization, and in vitro/vivo studies of oleanolic acid-loaded lactoferrin nanoparticles.Drug Des. Devel. Ther.2017111417142710.2147/DDDT.S13399728533680
     [Google Scholar]
  49. WangS. DuL.B. JinL. WangZ. PengJ. LiaoN. ZhaoY.Y. ZhangJ.L. PauluhnJ. HaiC.X. WangX. LiW.L. Nano-oleanolic acid alleviates metabolic dysfunctions in rats with high fat and fructose diet.Biomed. Pharmacother.20181081181118710.1016/j.biopha.2018.09.15030372819
     [Google Scholar]
  50. WangY. ZhuP. LiG. ZhuS. LiuK. LiuY. HeJ. LeiJ. Amphiphilic carboxylated cellulose-g-poly(l-lactide) copolymer nanoparticles for oleanolic acid delivery.Carbohydr. Polym.201921410010910.1016/j.carbpol.2019.03.03330925977
     [Google Scholar]
  51. DongJ.W. YoungK.H. HuiK.H. HyeJ.Y. SunY.D. Biopharmaceutics & drug disposition.Biopharm. Drug Dispos.2007285157
     [Google Scholar]
  52. Yang RuiS. L. XinH. GuangxiZ. Preparation and in vitro dissolution of oleanolic acid self-microemulsifying drug delivery systemJ. Chin. Pharm.20102131283130
     [Google Scholar]
  53. SongM. HangT. WangY. JiangL. WuX. ZhangZ. ShenJ. ZhangY. Determination of oleanolic acid in human plasma and study of its pharmacokinetics in Chinese healthy male volunteers by HPLC tandem mass spectrometry.J. Pharm. Biomed. Anal.200640119019610.1016/j.jpba.2005.06.03416126358
     [Google Scholar]
  54. HüschJ. DutagaciB. GlaubitzC. GeppertT. SchneiderG. HarmsM. Müller-GoymannC.C. FinkL. SchmidtM.U. SetzerC. ZirkelJ. RebmannH. Schubert-ZsilaveczM. Abdel-TawabM. Structural properties of so-called NSAID–phospholipid-complexes.Eur. J. Pharm. Sci.2011441-210311610.1016/j.ejps.2011.06.01021726639
     [Google Scholar]
  55. WangW. CuiC. LiM. ZhangZ. LvH. Study of a novel disintegrable oleanolic acid-polyvinylpolypyrrolidone solid dispersion.Drug Dev. Ind. Pharm.20174371178118510.1080/03639045.2017.130195028277846
     [Google Scholar]
  56. ChenM. ZhongZ. TanW. WangS. WangY. Recent advances in nanoparticle formulation of oleanolic acid.Chin. Med.2011612010.1186/1749‑8546‑6‑2021619582
     [Google Scholar]
  57. LiuY. LuoX. XuX. GaoN. LiuX. Preparation, characterization and in vivo pharmacokinetic study of PVP-modified oleanolic acid liposomes.Int. J. Pharm.20175171-21710.1016/j.ijpharm.2016.11.05627899320
     [Google Scholar]
  58. DharmappaK. KumarR. NatarajuA. MohamedR. ShivaprasadH. VishwanathB. Anti-inflammatory activity of oleanolic acid by inhibition of secretory phospholipase A2.Planta Med.200975321121510.1055/s‑0028‑108837419085684
     [Google Scholar]
  59. KashyapD. SharmaA. TuliH.S. PuniaS. SharmaA.K. Ursolic acid and oleanolic acid: Pentacyclic terpenoids with promising anti-inflammatory activities.Recent Pat. Inflamm. Allergy Drug Discov.2016101213310.2174/1872213X1066616071114390427531153
     [Google Scholar]
  60. LiW. ZengH. XuM. HuangC. TaoL. LiJ. ZhangT. ChenH. XiaJ. LiC. LiX. Oleanolic acid improves obesity-related inflammation and insulin resistance by regulating macrophages activation.Front. Pharmacol.20211269748310.3389/fphar.2021.69748334393781
     [Google Scholar]
  61. ZhuS. QiuZ. QiaoX. WaterhouseG.I.N. ZhuW. ZhaoW. HeQ. ZhengZ. Creating burdock polysaccharide-oleanolic acid-ursolic acid nanoparticles to deliver enhanced anti-inflammatory effects: Fabrication, structural characterization and property evaluation.Food Sci. Hum. Wellness202312245446610.1016/j.fshw.2022.07.047
     [Google Scholar]
  62. LeeW. YangE.J. KuS.K. SongK.S. BaeJ.S. Anti-inflammatory effects of oleanolic acid on LPS-induced inflammation in vitro and in vivo.Inflammation20133619410210.1007/s10753‑012‑9523‑922875543
     [Google Scholar]
  63. WangX. YeX. LiuR. ChenH.L. BaiH. LiangX. ZhangX.D. WangZ. LiW. HaiC.X. Antioxidant activities of oleanolic acid in vitro: Possible role of Nrf2 and MAP kinases.Chem. Biol. Interact.2010184332833710.1016/j.cbi.2010.01.03420100471
     [Google Scholar]
  64. CastellanoJ.M. GuindaA. MacíasL. Santos-LozanoJ.M. LapetraJ. RadaM. Free radical scavenging and α-glucosidase inhibition, two potential mechanisms involved in the anti-diabetic activity of oleanolic acid.Grasas Aceites2016673e14210.3989/gya.1237153
     [Google Scholar]
  65. SenA. Prophylactic and therapeutic roles of oleanolic acid its derivatives in several diseases.World J. Clin. Cases20208101767179210.12998/wjcc.v8.i10.176732518769
     [Google Scholar]
  66. Fernández-AparicioÁ. Correa-RodríguezM. CastellanoJ.M. Schmidt-RioValleJ. PeronaJ.S. González-JiménezE. Potential molecular targets of oleanolic acid in insulin resistance and underlying oxidative stress: A systematic review.Antioxidants2022118151710.3390/antiox1108151736009236
     [Google Scholar]
  67. GaoD. LiQ. LiY. LiuZ. LiuZ. FanY. HanZ. LiJ. LiK. Antidiabetic potential of oleanolic acid from Ligustrum lucidum Ait. This article is one of a selection of papers published in this special issue (part 2 of 2) on the Safety and Efficacy of Natural Health Products.Can. J. Physiol. Pharmacol.200785111076108310.1139/Y07‑09818066109
     [Google Scholar]
  68. GaoD. LiQ. LiY. LiuZ. FanY. LiuZ. ZhaoH. LiJ. HanZ. Antidiabetic and antioxidant effects of oleanolic acid from Ligustrum lucidum Ait in alloxan-induced diabetic rats.Phytother. Res.20092391257126210.1002/ptr.260319274687
     [Google Scholar]
  69. MusabayaneC.T. TuftsM.A. MapangaR.F. Synergistic antihyperglycemic effects between plant-derived oleanolic acid and insulin in streptozotocin-induced diabetic rats.Ren. Fail.201032783283910.3109/0886022X.2010.49480220662697
     [Google Scholar]
  70. GuS. Oleanolic acid improved inflammatory response and apoptosis of PC12 cells induced by OGD/R through downregulating miR-142-5P.Nat. Prod. Commun.20211651934578X211018010.1177/1934578X211018019
     [Google Scholar]
  71. CaltanaL. RutoloD. NietoM.L. BruscoA. Further evidence for the neuroprotective role of oleanolic acid in a model of focal brain hypoxia in rats.Neurochem. Int.201479798710.1016/j.neuint.2014.09.01125280833
     [Google Scholar]
  72. ChoS.O. BanJ.Y. KimJ.Y. JuH.S. LeeI.S. SongK.S. BaeK. SeongY.H. Anti-ischemic activities of Aralia cordata and its active component, oleanolic acid.Arch. Pharm. Res.200932692393210.1007/s12272‑009‑1615‑119557371
     [Google Scholar]
  73. RongZ.T. GongX.J. SunH.B. LiY.M. JiH. Protective effects of oleanolic acid on cerebral ischemic damage in vivo and H2O 2 -induced injury in vitro.Pharm. Biol.2011491788510.3109/13880209.2010.49913020684747
     [Google Scholar]
  74. DuY. KoK.M. KoR. Oleanolic acid protects against myocardial ischemia-reperfusion injury by enhancing mitochondrial antioxidant mechanism mediated by glutathione and α-tocopherol in rats.Planta Med.200672322222710.1055/s‑2005‑91619716534726
     [Google Scholar]
  75. LongC. YangJ. YangH. LiX. WangG. Attenuation of renal ischemia/reperfusion injury by oleanolic acid preconditioning via its antioxidant, anti-inflammatory, and anti-apoptotic activities.Mol. Med. Rep.20161364697470410.3892/mmr.2016.512827082705
     [Google Scholar]
  76. LauraC. LuisaN.M. AliciaB. Oleanolic acid: A promising neuroprotective agent for cerebral ischemia.Neural Regen. Res.201510454054110.4103/1673‑5374.15541426170805
     [Google Scholar]
  77. SenthilS. SrideviM. PugalendiK.V. Cardioprotective effect of oleanolic acid on isoproterenol-induced myocardial ischemia in rats.Toxicol. Pathol.200735341842310.1080/0192623070123031217455091
     [Google Scholar]
  78. WangW. WuL. LiJ. JiJ. ChenK. YuQ. LiS. FengJ. LiuT. ZhangJ. ChenJ. ZhouY. MaoY. WangF. DaiW. FanX. GuoC. WuJ. Alleviation of hepatic ischemia reperfusion injury by oleanolic acid pretreating via reducing HMGB1 release and inhibiting apoptosis and autophagy.Mediators Inflamm.2019201911010.1155/2019/324071331316298
     [Google Scholar]
  79. HoriuchiK. ShiotaS. HatanoT. YoshidaT. KurodaT. TsuchiyaT. Antimicrobial activity of oleanolic acid from Salvia officinalis and related compounds on vancomycin-resistant enterococci (VRE).Biol. Pharm. Bull.20073061147114910.1248/bpb.30.114717541170
     [Google Scholar]
  80. SzakielA. RuszkowskiD. GrudniakA. KurekA. WolskaK. DoligalskaM. JaniszowskaW. Antibacterial and antiparasitic activity of oleanolic acid and its glycosides isolated from marigold (Calendula officinalis).Planta Med.200874141709171510.1055/s‑0028‑108831518951335
     [Google Scholar]
  81. CapelC.S. de SouzaA.C.D. de CarvalhoT.C. de SousaJ.P.B. AmbrósioS.R. MartinsC.H.G. CunhaW.R. GalánR.H. FurtadoN.A.J.C. Biotransformation using Mucor rouxii for the production of oleanolic acid derivatives and their antimicrobial activity against oral pathogens.J. Ind. Microbiol. Biotechnol.20113891493149810.1007/s10295‑010‑0935‑y21229379
     [Google Scholar]
  82. KimS. LeeH. LeeS. YoonY. ChoiK.H. Antimicrobial action of oleanolic acid on Listeria monocytogenes, Enterococcus faecium, and Enterococcus faecalis.PLoS One2015103e011880010.1371/journal.pone.011880025756202
     [Google Scholar]
  83. KhwazaV. OyedejiO.O. AderibigbeB.A. Ursolic acid-based derivatives as potential anti-cancer agents: An update.Int. J. Mol. Sci.20202116592010.3390/ijms2116592032824664
     [Google Scholar]
  84. SasikumarK. DubeyV. GhoshA.R. Oleanolic acid from black raisins, Vitis vinifera with antioxidant and antiproliferative potentials on HCT 116 colon cancer cell line.Braz. J. Pharm. Sci.202056e1715810.1590/s2175‑97902019000417158
     [Google Scholar]
  85. PotočnjakI. ŠimićL. VukelićI. BatičićL. DomitrovićR. Oleanolic acid induces HCT116 colon cancer cell death through the p38/FOXO3a/Sirt6 pathway.Chem. Biol. Interact.202236311001010.1016/j.cbi.2022.11001035690101
     [Google Scholar]
  86. ChakravartiB. MauryaR. SiddiquiJ.A. Kumar BidH. RajendranS.M. YadavP.P. KonwarR. In vitro anti-breast cancer activity of ethanolic extract of Wrightia tomentosa: Role of pro-apoptotic effects of oleanolic acid and urosolic acid.J. Ethnopharmacol.20121421727910.1016/j.jep.2012.04.01522855944
     [Google Scholar]
  87. de MeloC.L. QueirozM.G.R. FonsecaS.G.C. BizerraA.M.C. LemosT.L.G. MeloT.S. SantosF.A. RaoV.S. Oleanolic acid, a natural triterpenoid improves blood glucose tolerance in normal mice and ameliorates visceral obesity in mice fed a high-fat diet.Chem. Biol. Interact.20101851596510.1016/j.cbi.2010.02.02820188082
     [Google Scholar]
  88. KimG.J. JoH.J. LeeK.J. ChoiJ.W. AnJ.H. Oleanolic acid induces p53-dependent apoptosis via the ERK/JNK/AKT pathway in cancer cell lines in prostatic cancer xenografts in mice.Oncotarget2018941263702638610.18632/oncotarget.2531629899865
     [Google Scholar]
  89. ChiangL.C. NgL.T. ChiangW. ChangM.Y. LinC.C. Immunomodulatory activities of flavonoids, monoterpenoids, triterpenoids, iridoid glycosides and phenolic compounds of Plantago species.Planta Med.200369760060410.1055/s‑2003‑4111312898413
     [Google Scholar]
  90. RaphaelT.J. KuttanG. Effect of naturally occurring triterpenoids glycyrrhizic acid, ursolic acid, oleanolic acid and nomilin on the immune system.Phytomedicine2003106-748348910.1078/09447110332233142113678231
     [Google Scholar]
  91. HaC.L. WengC.Y. WangL. LianT.W. WuM.J. Immunomodulatory effect of Glossogyne tenuifolia in murine peritoneal macrophages and splenocytes.J. Ethnopharmacol.2006107111612510.1016/j.jep.2006.02.01516584857
     [Google Scholar]
  92. AyatollahiA.M. GhanadianM. AfsharypourS. AbdellaO.M. MirzaiM. AskariG. Pentacyclic triterpenes in euphorbia microsciadia with their T-cell proliferation activity.Iran. J. Pharm. Res.201110228729410.22037/ijpr.2011.96324250356
     [Google Scholar]
  93. WangJ. ShanA. LiuT. ZhangC. ZhangZ. In vitro immunomodulatory effects of an oleanolic acid-enriched extract of Ligustrum lucidum fruit (Ligustrum lucidum supercritical CO2 extract) on piglet immunocytes.Int. Immunopharmacol.201214475876310.1016/j.intimp.2012.10.00623099145
     [Google Scholar]
  94. KimM. LeeS. LimH. LeeJ. ParkJ.Y. KwonH.J. LeeI.C. RyuY.B. KimJ. ShinT. AhnG. RhoM.C. JungK. Oleanolic acid acetate alleviates symptoms of experimental autoimmune encephalomyelitis in mice by regulating toll-like receptor 2 signaling.Front. Pharmacol.20201155639110.3389/fphar.2020.55639133013394
     [Google Scholar]
  95. JuszczykG. MikulskaJ. KasperekK. PietrzakD. MrozekW. HerbetM. Chronic stress and oxidative stress as common factors of the pathogenesis of depression and alzheimer’s disease: The role of antioxidants in prevention and treatment.Antioxidants2021109143910.3390/antiox1009143934573069
     [Google Scholar]
  96. FajemiroyeJ.O. PolepallyP.R. ChaurasiyaN.D. TekwaniB.L. ZjawionyJ.K. CostaE.A. Oleanolic acid acrylate elicits antidepressant-like effect mediated by 5-HT1A receptor.Sci. Rep.2015511158210.1038/srep1158226199018
     [Google Scholar]
  97. YiL.T. LiJ. LiuQ. GengD. ZhouY.F. KeX.Q. ChenH. WengL.J. Antidepressant-like effect of oleanolic acid in mice exposed to the repeated forced swimming test.J. Psychopharmacol.201327545946810.1177/026988111246709023151611
     [Google Scholar]
  98. MadlalaH.P. MetzingerT. van HeerdenF.R. MusabayaneC.T. MubagwaK. DessyC. Vascular endothelium-dependent and independent actions of oleanolic acid and its synthetic oleanane derivatives as possible mechanisms for hypotensive effects.PLoS One2016111e014739510.1371/journal.pone.014739526799746
     [Google Scholar]
  99. PatilS.D. BachhavS.S. BhutadaM.S. PatilS.P. SharmaK.S. Oleanolic acid prevents increase in blood pressure and nephrotoxicity in nitric oxide dependent type of hypertension in rats.Pharmacognosy Res.20157438539210.4103/0974‑8490.15957526692754
     [Google Scholar]
  100. BachhavS.S. PatilS.D. BhutadaM.S. SuranaS.J. Oleanolic acid prevents glucocorticoid-induced hypertension in rats.Phytother. Res.201125101435143910.1002/ptr.343121953707
     [Google Scholar]
  101. ZhangS. LiuY. WangX. TianZ. QiD. LiY. JiangH. Antihypertensive activity of oleanolic acid is mediated via downregulation of secretory phospholipase A2 and fatty acid synthase in spontaneously hypertensive rats.Int. J. Mol. Med.20204662019203410.3892/ijmm.2020.474433125128
     [Google Scholar]
  102. YuR. YangW. QiD. GongL. LiC. LiY. JiangH. Targeted neurotransmitter metabolomics profiling of oleanolic acid in the treatment of spontaneously hypertensive rats.RSC Advances2019940232762328810.1039/C9RA02377A35514525
     [Google Scholar]
  103. SongX. LiuC.C. HongY.R. ZhuX.C. Anticancer activity of novel oleanolic acid methyl ester derivative in HeLa cervical cancer cells is mediated through apoptosis induction and reactive oxygen species production.Bangladesh J. Pharmacol.201510489690210.3329/bjp.v10i4.23709
     [Google Scholar]
  104. SomovaL.O. NadarA. RammananP. ShodeF.O. Cardiovascular, antihyperlipidemic and antioxidant effects of oleanolic and ursolic acids in experimental hypertension.Phytomedicine2003102-311512110.1078/09447110332165980712725563
     [Google Scholar]
  105. WangX. LiuR. ZhangW. ZhangX. LiaoN. WangZ. LiW. QinX. HaiC. Oleanolic acid improves hepatic insulin resistance via antioxidant, hypolipidemic and anti-inflammatory effects.Mol. Cell. Endocrinol.20133761-2708010.1016/j.mce.2013.06.01423791844
     [Google Scholar]
  106. LuoH.Q. ShenJ. ChenC.P. MaX. LinC. OuyangQ. XuanC.X. LiuJ. SunH.B. LiuJ. Lipid-lowering effects of oleanolic acid in hyperlipidemic patients.Chin. J. Nat. Med.201816533934610.1016/S1875‑5364(18)30065‑729860994
     [Google Scholar]
  107. MengoniF. LichtnerM. BattinelliL. MarziM. MastroianniC.M. VulloV. MazzantiG. In vitro anti-HIV activity of oleanolic acid on infected human mononuclear cells.Planta Med.200268211111410.1055/s‑2002‑2025611859458
     [Google Scholar]
  108. KhwazaV. OyedejiO. AderibigbeB. Antiviral activities of oleanolic acid and its analogues.Molecules2018239230010.3390/molecules2309230030205592
     [Google Scholar]
  109. KongL. LiS. LiaoQ. ZhangY. SunR. ZhuX. ZhangQ. WangJ. WuX. FangX. ZhuY. Oleanolic acid and ursolic acid: Novel hepatitis C virus antivirals that inhibit NS5B activity.Antiviral Res.2013981445310.1016/j.antiviral.2013.02.00323422646
     [Google Scholar]
  110. YangY. HeH.J. ChangH. YuY. YangM.B. HeY. FanZ.C. IyerS.S. YuP. Multivalent oleanolic acid human serum albumin conjugate as nonglycosylated neomucin for influenza virus capture and entry inhibition.Eur. J. Med. Chem.20181431723173110.1016/j.ejmech.2017.10.07029146135
     [Google Scholar]
  111. AstudilloL. RodriguezJ.A. Schmeda-HirschmannG. Gastroprotective activity of oleanolic acid derivatives on experimentally induced gastric lesions in rats and mice.J. Pharm. Pharmacol.201054458358810.1211/002235702177871811999138
     [Google Scholar]
  112. RodríguezJ. AstudilloL. Schmeda-HirschmannG. Oleanolic acid promotes healing of acetic acid-induced chronic gastric lesions in rats.Pharmacol. Res.200348329129410.1016/S1043‑6618(03)00155‑512860449
     [Google Scholar]
  113. MatsudaH. LiY. MurakamiT. YamaharaJ. YoshikawaM. Protective effects of oleanolic acid oligoglycosides on ethanol- or indomethacin-induced gastric mucosal lesions in rats.Life Sci.19986317PL245PL25010.1016/S0024‑3205(98)00426‑39808070
     [Google Scholar]
  114. SánchezM. TheodulozC. Schmeda-HirschmannG. RazmilicI. YáñezT. RodríguezJ.A. Gastroprotective and ulcer-healing activity of oleanolic acid derivatives: In vitro–in vivo relationships.Life Sci.200679141349135610.1016/j.lfs.2006.03.04416712876
     [Google Scholar]
  115. SungS. KwonD. UmE. KimB. Could polyphenols help in the control of rheumatoid arthritis?Molecules2019248158910.3390/molecules2408158931013659
     [Google Scholar]
  116. ChoiJ.K. KimS.W. KimD.S. LeeJ.Y. LeeS. OhH.M. HaY.S. YooJ. ParkP.H. ShinT.Y. KwonT.K. RhoM.C. KimS.H. Oleanolic acid acetate inhibits rheumatoid arthritis by modulating T cell immune responses and matrix-degrading enzymes.Toxicol. Appl. Pharmacol.20162901910.1016/j.taap.2015.11.00526570984
     [Google Scholar]
  117. BaoJ. YanW. XuK. ChenM. ChenZ. RanJ. XiongY. WuL. SethR.K. Oleanolic acid decreases IL-1β-induced activation of fibroblast-like synoviocytes via the SIRT3-NF-κB axis in osteoarthritis.Oxid. Med. Cell. Longev.2020202011010.1155/2020/751721933062145
     [Google Scholar]
  118. KangD.G. LeeH.J. KimK.T. HwangS.C. LeeC.J. ParkJ.S. Effect of oleanolic acid on the activity, secretion and gene expression of matrix metalloproteinase-3 in articular chondrocytes in vitro and the production of matrix metalloproteinase-3 in vivo.Korean J. Physiol. Pharmacol.201721219720410.4196/kjpp.2017.21.2.19728280413
     [Google Scholar]
  119. CaoS. TianX.L. YuW.X. ZhouL.P. DongX.L. FavusM.J. WongM.S. Oleanolic acid and ursolic acid improve bone properties and calcium balance and modulate vitamin D metabolism in aged female rats.Front. Pharmacol.20189143510.3389/fphar.2018.0143530564129
     [Google Scholar]
  120. LeeW.H. YangE.J. KuS.K. SongK.S. BaeJ.S. Anticoagulant activities of oleanolic acid via inhibition of tissue factor expressions.BMB Rep.201245739039510.5483/BMBRep.2012.45.7.06522831973
     [Google Scholar]
  121. BabalolaI.T. ShodeF.O. AdelakunE. OpokuA.R. MosaR. Platelet-aggregation inhibitory activity of oleanolic acid, ursolic acid, betulinic acid, and maslinic acid.J. Pharmacogn. Phytochem.2013165460
     [Google Scholar]
  122. KimM. HanC. LeeM.Y. Enhancement of platelet aggregation by ursolic acid and oleanolic acid.Biomol. Ther.201422325425910.4062/biomolther.2014.00825009707
     [Google Scholar]
  123. FisherD. MosavalF. TharpD.L. BowlesD.K. HenkelR. Oleanolic acid causes reversible contraception in male mice by increasing the permeability of the germinal epithelium.Reprod. Fertil. Dev.201931101589159610.1071/RD1848431072454
     [Google Scholar]
  124. MdhluliM.C. van der HorstG. The effect of oleanolic acid on sperm motion characteristics and fertility of male Wistar rats.Lab. Anim.200236443243710.1258/00236770232038910712396287
     [Google Scholar]
  125. Ampofo-yeboahA. LambrechtsH. BrinkD. HiltenF. Afriyie-gyawuE. Analysis of oleanolic acid and ursolic acid, potential antifertility agents in Moringa.J. Agric. Sci. Technol.20133989999
     [Google Scholar]
  126. RajasekaranM. BapnaJ.S. LakshmananS. Ramachandran NairA.G. VeliathA.J. PanchanadamM. Antifertility effect in male rats of oleanolic acid, a triterpene from Eugenia jambolana flowers.J. Ethnopharmacol.198824111512110.1016/0378‑8741(88)90142‑03199836
     [Google Scholar]
  127. WolskaK. GrudniakA. FiecekB. Kraczkiewicz-DowjatA. KurekA. Antibacterial activity of oleanolic and ursolic acids and their derivatives.Open Life Sci.20105554355310.2478/s11535‑010‑0045‑x
     [Google Scholar]
  128. KurekA. NadkowskaP. PliszkaS. WolskaK.I. Modulation of antibiotic resistance in bacterial pathogens by oleanolic acid and ursolic acid.Phytomedicine201219651551910.1016/j.phymed.2011.12.00922341643
     [Google Scholar]
  129. AnandjiwalaS. KalolaJ. RajaniM. Quantification of eugenol, luteolin, ursolic acid, and oleanolic acid in black (Krishna Tulasi) and green (Sri Tulasi) varieties of Ocimum sanctum Linn. using high-performance thin-layer chromatography.J. AOAC Int.20068961467147410.1093/jaoac/89.6.146717225591
     [Google Scholar]
  130. BeindroffC. FrederickC.K. CainW. Blends of oleanolic acid and ursolic acid.US2002/0037882A12002
  131. KowalskiR. Studies of selected plant raw materials as alternative sources of triterpenes of oleanolic and ursolic acid types.J. Agric. Food Chem.200755365666210.1021/jf062585817263457
     [Google Scholar]
  132. MandalV. MandalS.C. Design and performance evaluation of a microwave based low carbon yielding extraction technique for naturally occurring bioactive triterpenoid: Oleanolic acid.Biochem. Eng. J.2010501-2637010.1016/j.bej.2010.03.005
     [Google Scholar]
  133. PaiS.R. UpadhyaV. HegdeH.V. JoshiR.K. KholkuteS.D. Determination of betulinic acid, oleanolic acid and ursolic acid from Achyranthes aspera L. using RP-UFLC-DAD analysis and evaluation of various parameters for their optimum yield.Indian J. Exp. Biol.201654319620227145633
     [Google Scholar]
  134. PereiraJ.R. QueirozR.F. SiqueiraE.A.D. Brasileiro-VidalA.C. Sant’AnaA.G. SilvaD.M. AffonsoP.R.A.D.M. Evaluation of cytogenotoxicity, antioxidant and hypoglycemiant activities of isolate compounds from Mansoa hirsuta D.C. (Bignoniaceae).An. Acad. Bras. Cienc.201789131733110.1590/0001‑376520172016058528423086
     [Google Scholar]
  135. VyasN. ArgalA. Antiurolithiatic activity of extract and oleanolic acid isolated from the roots of lantana camara.Phytopharmacology201231326334
     [Google Scholar]
  136. VyasN. ArgalA. Nephroprotective effect of ethanolic extract of roots and oleanolic acid isolated from roots of Lantana camara.Int. J. Pharmacol. Clin. Sci.201212
     [Google Scholar]
  137. XiaE.Q. YuY.Y. XuX.R. DengG.F. GuoY.J. LiH.B. Ultrasound-assisted extraction of oleanolic acid and ursolic acid from Ligustrum lucidum Ait.Ultrason. Sonochem.201219477277610.1016/j.ultsonch.2011.11.01422197019
     [Google Scholar]
  138. XuX.H. SuQ. ZangZ.H. Simultaneous determination of oleanolic acid and ursolic acid by RP-HPLC in the leaves of Eriobotrya japonica Lindl.J. Pharm. Anal.20122323824010.1016/j.jpha.2012.01.00629403748
     [Google Scholar]
  139. ZacchignaM. CateniF. FaudaleM. SosaS. Della LoggiaR. Rapid HPLC analysis for quantitative determination of the two isomeric triterpenic acids, oleanolic acid and ursolic acid, in plantago major.Sci. Pharm.2009771798610.3797/scipharm.0809‑0821179371
     [Google Scholar]
  140. JerzG. Process for extracting oleanolic acid from plant material.US Patent 2003/0114708A12003
  141. KarlLinter Cosmetic and dermopharmaceutical compositions for skin prone to acne.WO 03/028692A22003
  142. KunoN. ShinoharaG. Process for producing fat compositions containing oleanolic acid and or maslinic acid.EP Patent 1431379A22004
     [Google Scholar]
  143. GutierrezR. PerunaS. GonzalesH. Use of oleanolic acid as a vasodialator and restorer agent for endothelial dysfunction.2004/096203A12004
  144. CainF.W. StamW. SchmidU. Use of compositions comprising oleanolic acid and ursolic acid for the preparation of a medicament for the treatment of hypersensitivity and hyperreactivity.US Patent 2011/0229563A12011
     [Google Scholar]
  145. CallejoN. MentanaM. TavaresC. GutierrezR. Oleanolic acid for the treatment of multiple sclerosis.EP Patent 2260851B12016
  146. AugustinT. RomeroT. MillerP. Dietary suplements containing terpenoid acid of maslinic acid or oleanolic acid and process for enhancing muscle mass in mammals.US Patent 2010/0204121A12010
  147. ShodeF.O. KoorbanallyN. MpianaP.T. In vitro anti-sickling activity of betulinic acid, oleanolic acid and their derivatives.US Patent 2012/0237629A12012
  148. RongF. XuR. XieF. Oleanolic acid amidate derivatives preparation methods and uses thereof.US Patent 2014/0343108A12014
  149. RongzhenX.U. RongF. LaiH. 2- substituted oleanolic acid derivatives method preparing for same and application thereof.US Patent 9156801B22015
  150. JiangX.I.N. Antioxidation inflammation modulators: C-17 homologated oleanolic acid derivatives.EP Patent 2271658B12016
  151. ChengJ. Drug sustained release agent based on oleanolic acid and a preparation method thereof.US Patent 2016/0144040A12016
  152. https://www.wipo.int
  153. ChualR.M. WorngS. SoyoungL. Composition comprissing oleaanolic acid acetate as active ingredient for preventing, alleviating or treating renal toxocoty induced by medicine.WO Patent 2018/066954A12018
  154. AmrE. Al-omarM.A. RahmanA. AimehiziaA. Sufonylurea derivatives of oleanolic acid.US Patent 10137138B12018
  155. AhmedM. AmrE. Al-omarM.A. RahmanA. AimehiziaA. Oleanolic acid methyl ester derivatives.US Patent 9969768B12018
  156. IngoW JanaM BarbelK ThomasK Polyhyroxylated pentacyclic triterpene acids as HMG-COA reductase inhibitors.EP Patent 2812005B12018
  157. KoeunAh. HyunJ.J. JaeH. Cosmetic compositions for skin whitening or wrinkle reduction, containing oleanolic acid and salvianolic acd.WO Patent 2019/103194A12019
  158. DongY. Oleanolic acid enhances mesenchymal stromal cell osteogenic potential by inhibition of notch signalling.US Patent 2019/0274981A12019
  159. RobertN. OtisA. Method and composition for treating viral infection.WO Patent 2019/055119A12019
  160. SooJ.H. HaengC.S. YoungA.H.N. Antiaging cosmetic containing nanoparticle soluble product obtained by solubilizing poorly soluble oleanolic acid and method for preparing antiaging cosmetics.WO Patent 2019/132070A12019
  161. OrozcoC. MirelaR. GarinG. Olive oil enriched with oleanolic acid, process for its preparation and use thereof.EP Patent 3593651A12018
  162. HongbinS. KaiwenH. LiuL. YalongC. Derivatives of oleanolic acid and δ-oleanolic acid and medical use thereof.WO Patent 2020/259205A1, 2020.https://patents.google.com/patent/WO2020259205A1/en?oq=WO2020%2f259205A1
  163. SuilK. ChaeyeonS. MijuK. YoungK. Oil-in-water type cosmetic composition comprising nanoliposomes.WO Patent 2020/091416A12020
  164. PengX. HuiX.Y. MijuK. YoungK. Method to incorporate oleanolic acid into oral care compositions and oral care composition based thereof.WO Patent 2021/035378A12021
  165. JooJ.Y. JunK.H. Ethasome composition having vitamin and dexpanthenol encapsulated therein and preparation method thereof.WO Patent 2021/201310A12021
  166. VisnickM. IrvingTX. JiangX. Hotema MarthaR. C-4 modified oleanolic acid derivatives for inhibition of IL-17 and other uses.EP Patent 3353190B12021
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Ethnopharmacological Insights on Therapeutic Potential of Oleanolic Acid: A Review
Current Traditional Medicine 11, E140923221105 (2025); https://doi.org/10.2174/2215083810666230914165353
/content/journals/ctm/10.2174/2215083810666230914165353
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  • Article Type:     Review Article
Keyword(s): biosynthesis; dietary sources; dosage form; Oleanolic acid; oleanolic acid derivatives; pharmacological activities

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