Multipotential properties of eugenol in pharmacology - comprehensive review of current state of knowledge
DOI:
https://doi.org/10.12775/JEHS.2023.45.01.029Keywords
eugenol, cell membrane, nanoemulsionAbstract
Introduction and purpose: Eugenol is a well-known phenolic chemical substance that can be found in clove oil. Due to its multi-potential properties, it arouse more and more interest from scientists. The possibility of using it as a therapeutic substance in many diseases is being sought. The aim of this review is to summarize the latest information on eugenol, explanation its mechanisms of action and to demonstrate the expanding therapeutic potential.
Materials and methods: The literature available on PubMed, Google Scholar was reviewed using the words: “eugenol”; “antibacterial”; “antifungal” ;“antiinflammatory”
Description of the state of knowledge: Eugenol demonstrates many pharmacological properties, of which the most essential is the ability to inhibit the growth and eradication of many human pathogens. Its wide spectrum of action covers Gram-negative bacteria as well as some Gram-positive bacteria. Eugenol also represents fungicidal properties, and the mechanism of its action is seen in its ability to deform and disrupt the cell membrane of pathogens. After eugenol penetrates through the cell membrane excessive amounts ROS are formed and next fatty acids that build the cell membrane are modified, which ultimately leads to the lysis of the pathogen cell. Research on eugenol also proves its anti-inflammatory and analgesic properties by blocking cyclooxygenase and lipoxygenase. The effectiveness of eugenol is comparable to non-steroidal anti-inflammatory drugs.
Summary: Based on the promising results of recent research on the properties of eugenol, it can be expected that in the future it will be used in the production of new therapeutic agents. However, it seems reasonable to conduct more large clinical trials evaluating the effectiveness of eugenol before it is introduced as a therapeutic agent.
References
Aburel OM, Pavel IZ, Dănilă MD, Lelcu T, Roi A, Lighezan R, Muntean DM, Rusu LC. Pleiotropic Effects of Eugenol: The Good, the Bad, and the Unknown. Oxid Med Cell Longev. 2021 Mar 2;2021:3165159. doi: 10.1155/2021/3165159. PMID: 33747344; PMCID: PMC7943301.
Jadhav BK, Khandelwal KR, Ketkar AR, Pisal SS. Formulation and evaluation of mucoadhesive tablets containing eugenol for the treatment of periodontal diseases. Drug Dev Ind Pharm. 2004 Feb;30(2):195-203. doi: 10.1081/ddc-120028715. PMID: 15089054.
Ulanowska M, Olas B. Biological Properties and Prospects for the Application of Eugenol-A Review. Int J Mol Sci. 2021 Apr 1;22(7):3671. doi: 10.3390/ijms22073671. PMID: 33916044; PMCID: PMC8036490.
Anees Ahmed Khalil, Ubaid ur Rahman , Moazzam Rafiq Khan , Amna Sahar , Tariq Mehmood and Muneeb Khan. Essential oil eugenol: sources, extraction techniques and nutraceutical perspectives. DOI: 10.1039/c7ra04803c RSC Adv., June 2017, 7, 32669
Marchese A, Barbieri R, Coppo E, Orhan IE, Daglia M, Nabavi SF, Izadi M, Abdollahi M, Nabavi SM, Ajami M. Antimicrobial activity of eugenol and essential oils containing eugenol: A mechanistic viewpoint. Crit Rev Microbiol. 2017 Nov;43(6):668-689. doi: 10.1080/1040841X.2017.1295225. Epub 2017 Mar 27. PMID: 28346030.
Olea, A. F., Bravo, A., Martínez, R., Thomas, M., Sedan, C., Espinoza, et.al & Carrasco, H. (2019). Antifungal activity of eugenol derivatives against Botrytis cinerea. Molecules, 24(7), 1239. https://doi.org/10.3390/molecules24071239
Saracino IM, Foschi C, Pavoni M, Spigarelli R, Valerii MC, Spisni E. Antifungal Activity of Natural Compounds vs. Candida spp.: A Mixture of Cinnamaldehyde and Eugenol Shows Promising In Vitro Results. Antibiotics (Basel). 2022 Jan 8;11(1):73. doi: 10.3390/antibiotics11010073. PMID: 35052950; PMCID: PMC8773119.
Didehdar M, Chegini Z, Shariati A. Eugenol: A novel therapeutic agent for the inhibition of Candida species infection. Front Pharmacol. 2022 Aug 9;13:872127. doi: 10.3389/fphar.2022.872127. PMID: 36016558; PMCID: PMC9395595.
Marchese A, Barbieri R, Coppo E, Orhan IE, Daglia M, Nabavi SF, Izadi M, Abdollahi M, Nabavi SM, Ajami M. Antimicrobial activity of eugenol and essential oils containing eugenol: A mechanistic viewpoint. Crit Rev Microbiol. 2017 Nov;43(6):668-689. doi: 10.1080/1040841X.2017.1295225. Epub 2017 Mar 27. PMID: 28346030.
Haro-González JN, Castillo-Herrera GA, Martínez-Velázquez M, Espinosa-Andrews H. Clove Essential Oil (Syzygium aromaticum L. Myrtaceae): Extraction, Chemical Composition, Food Applications, and Essential Bioactivity for Human Health. Molecules. 2021 Oct 22;26(21):6387. doi: 10.3390/molecules26216387. PMID: 34770801; PMCID: PMC8588428.
Bai X, Li X, Liu X, Xing Z, Su R, Wang Y, Xia X, Shi C. Antibacterial Effect of Eugenol on Shigella flexneri and Its Mechanism. Foods. 2022 Aug 25;11(17):2565. doi: 10.3390/foods11172565. PMID: 36076751; PMCID: PMC9455010.
Elbestawy MKM, El-Sherbiny GM, Moghannem SA. Antibacterial, Antibiofilm and Anti-Inflammatory Activities of Eugenol Clove Essential Oil against Resistant Helicobacter pylori. Molecules. 2023 Mar 7;28(6):2448. doi: 10.3390/molecules28062448. PMID: 36985419; PMCID: PMC10058968.
Liu W, Chen G, Dou K, Yi B, Wang D, Zhou Q, Sun Y. Eugenol eliminates carbapenem-resistant Klebsiella pneumoniae via reactive oxygen species mechanism. Front Microbiol. 2023 Feb 16;14:1090787. doi: 10.3389/fmicb.2023.1090787. PMID: 36876091; PMCID: PMC9978153.
Zhao X, Wei S, Tian Q, Peng W, Tao Y, Bo R, Liu M, Li J. Eugenol exposure in vitro inhibits the expressions of T3SS and TIF virulence genes in Salmonella Typhimurium and reduces its pathogenicity to chickens. Microb Pathog. 2022 Jan;162:105314. doi: 10.1016/j.micpath.2021.105314. Epub 2021 Nov 25. PMID: 34838999.
Fu X, Gao Y, Yan W, Zhang Z, Sarker S, Yin Y, Liu Q, Feng J, Chen J. Preparation of eugenol nanoemulsions for antibacterial activities. RSC Adv. 2022 Jan 24;12(6):3180-3190. doi: 10.1039/d1ra08184e. PMID: 35425353; PMCID: PMC8979276
Hobani YH, Mohan S, Shaheen E, Abdelhaleem A, Faruque Ahmad M, Bhatia S, Abou-Elhamd AS. Gastroprotective effect of low dose Eugenol in experimental rats against ethanol induced toxicity: Involvement of antiinflammatory and antioxidant mechanism. J Ethnopharmacol. 2022 May 10;289:115055. doi: 10.1016/j.jep.2022.115055. Epub 2022 Jan 29. PMID: 35101571.
Das Chagas Pereira de Andrade, Francisco, and Anderson Nogueira Mendes. "Computational analysis of eugenol inhibitory activity in lipoxygenase and cyclooxygenase pathways." Scientific reports 10.1 (2020): 16204. https://doi.org/10.1038/s41598-020-73203-z
Esmaeili F, Rajabnejhad S, Partoazar AR, Mehr SE, Faridi-Majidi R, Sahebgharani M, Syedmoradi L, Rajabnejhad MR, Amani A. Anti-inflammatory effects of eugenol nanoemulsion as a topical delivery system. Pharm Dev Technol. 2016 Nov;21(7):887-893. doi: 10.3109/10837450.2015.1078353. Epub 2015 Sep 12. PMID: 26365132.
Barboza JN, da Silva Maia Bezerra Filho C, Silva RO, Medeiros JVR, de Sousa DP. An Overview on the Anti-inflammatory Potential and Antioxidant Profile of Eugenol. Oxid Med Cell Longev. 2018 Oct 22;2018:3957262. doi: 10.1155/2018/3957262. PMID: 30425782; PMCID: PMC6217746.
Haro-González JN, Castillo-Herrera GA, Martínez-Velázquez M, Espinosa-Andrews H. Clove Essential Oil (Syzygium aromaticum L. Myrtaceae): Extraction, Chemical Composition, Food Applications, and Essential Bioactivity for Human Health. Molecules. 2021 Oct 22;26(21):6387. doi: 10.3390/molecules26216387. PMID: 34770801; PMCID: PMC8588428.
Ferland CE, Beaudry F, Vachon P. Antinociceptive effects of eugenol evaluated in a monoiodoacetate-induced osteoarthritis rat model. Phytother Res. 2012 Sep;26(9):1278-85. doi: 10.1002/ptr.3725. Epub 2012 Jan 16. PMID: 23015356.
Maghbool M, Khosravi T, Vojdani S, Chaijan MR, Esmaeili F, Amani A, Rezayat F, Nasimi Doost Azgomi R, Mehraban SS, Hashempur MH. The effects of eugenol nanoemulsion on pain caused by arteriovenous fistula cannulation in hemodialysis patients: A randomized double-blinded controlled cross-over trial. Complement Ther Med. 2020 Aug;52:102440. doi: 10.1016/j.ctim.2020.102440. Epub 2020 May 16. PMID: 32951708.
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2023 Tomasz Łoś, Olga Bielawska, Maciej Rogala, Karol Lorenc, Klaudia Jabłońska, Michał Kuc, Kamila Giżewska, Marta Gulbicka
This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.
The periodical offers access to content in the Open Access system under the Creative Commons Attribution-NonCommercial-ShareAlike 4.0
Stats
Number of views and downloads: 347
Number of citations: 0