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Research Articles

Lippia graveolens HBK oleoresins, extracted by supercritical fluids, showed bactericidal activity against multidrug resistance Enterococcus faecalis and Staphylococcus aureus strains

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Pages 1546-1555 | Received 14 May 2021, Accepted 14 Nov 2021, Published online: 20 Feb 2022

References

  • de Kraker MEA, Stewardson AJ, Harbarth S. Will 10 million people die a year due to antimicrobial resistance by 2050? PLOS Med. 2016;13(11):e1002184.
  • Cáceres M, Hidalgo W, Stashenko E, et al. Essential oils of aromatic plants with antibacterial, anti-Biofilm and anti-Quorum sensing activities against pathogenic bacteria. Antibiotics. 2020;9(4):147.
  • Jang H-I, Rhee K-J, Eom Y-B. Antibacterial and antibiofilm effects of α-humulene against Bacteroides fragilis. Can J Microbiol. 2020;66(6):389–399.
  • Mo T, Os A. Plant essential oil: an alternative to emerging multidrug resistant pathogens. J Microbiol Exp. 2017;5:6–11.
  • Silva N, Igrejas G, Gonçalves A, et al. Commensal gut bacteria: distribution of enterococcus species and prevalence of Escherichia coli phylogenetic groups in animals and humans in Portugal. Ann Microbiol. 2012;62(2):449–459.
  • Kao PHN, Kline KA. Dr. Jekyll and Mr. Hide: how Enterococcus faecalis subverts the host immune response to cause Infection. J Mol Biol. 2019;431(16):2932–2945.
  • Adesida SA, Ezenta CC, Adagbada AO, et al. Carriage of multidrug resistant Enterococcus faecium and Enterococcus faecalis among apparently healthy humans. Afr J Infect Dis. 2017;11(2):83–89.
  • Oladipo AO, Oladipo OG, Bezuidenhout CC. Multi-drug resistance traits of methicillin-resistant Staphylococcus aureus and other Staphylococcal species from clinical and environmental sources. J Water Health. 2019;17(6):930–943.
  • Kale P, Dhawan B. The changing face of community-acquired methicillin-resistant Staphylococcus aureus. Indian J Med Microbiol. 2016;34(3):275–285.
  • Guimarães AC, Meireles LM, Lemos MF, et al. Antibacterial activity of terpenes and terpenoids present in essential oils. Molecules. 2019;24(13):2471.
  • Vazquez RS, Dunford NT. Bioactive components of Mexican oregano oil as affected by moisture and plant maturity. J Essent Oil Res. 2005;17(6):668–671.
  • Flores Hernández A, Hernández Herrera JA, López Medrano JI, et al. Oregano oil (Lippia graveolens kunth) production and extraction under cultivation in the Lagunera region. RMCF. 2019;2(3):113–120.
  • Novak J, Lukas B, Franz B. Temperature influences thymol and carvacrol differentially in Origanum spp. (Lamiaceae). J Essent Oil Res. 2010;22(5):412–415.
  • Bozkurt M, Ege G, Aysul N, et al. Effect of anticoccidial monensin with oregano essential oil on broilers experimentally challenged with mixed Eimeria spp. Poultry Sci. 2016;95(8):1858–1868.
  • L de M, V de F, Formisano C, et al. Chemical composition and antimicrobial activity of the essential oils from three chemotypes of Origanum vulgare L. ssp. hirtum (link) Ietswaart growing wild in Campania (Southern Italy). Molecules. 2009;14(8):2735–2746.
  • Ocaña-Fuentes A, Arranz-Gutiérrez E, Señorans FJ, et al. Supercritical fluid extraction of oregano (Origanum vulgare) essentials oils: anti-inflammatory properties based on cytokine response on THP-1 macrophages. Food Chem Toxicol. 2010;48(6):1568–1575.
  • Portillo-Ruiz MC, Sánchez RAS, Ramos SV, et al. Antifungal effect of Mexican oregano (Lippia berlandieri schauer) essential oil on a wheat flour-based medium. J Food Sci. 2012;77(8):M441–M445.
  • Rhayour K, Bouchikhi T, Tantaoui-Elaraki A, et al. The mechanism of bactericidal action of oregano and clove essential oils and of their phenolic major components on Escherichia coli and Bacillus subtilis. J Essent Oil Res. 2003;15(4):286–292.
  • Gutiérrez-Grijalva EP, Angulo-Escalante MA, León-Félix J, et al. Effect of in vitro digestion on the total antioxidant capacity and phenolic content of 3 species of oregano (Hedeoma patens, Lippia graveolens, Lippia palmeri). J Food Sci. 2017;82(12):2832–2839.
  • Soliman MM, Nassan MA, Ismail TA. Origanum majoranum extract modulates gene expression, hepatic and renal changes in a rat model of type 2 diabetes. Iran J Pharm Res. 2016;15:45–54.
  • Arunasree KM. Anti-proliferative effects of carvacrol on a human metastatic breast cancer cell line, MDA-MB 231. Phytomedicine. 2010;17(8–9):581–588.
  • Fan K, Li X, Cao Y, et al. Carvacrol inhibits proliferation and induces apoptosis in human colon cancer cells. Anticancer Drugs. 2015;26(8):813–823.
  • Koparal AT, Zeytinoglu M. Effects of carvacrol on a human non-small cell lung cancer (NSCLC) cell line, A549. Cytotechnology. 2003;43(1–3):149–154.
  • Carvalho M, Albano H, Teixeira P. In vitro antimicrobial activities of various essential oils against pathogenic and spoilage microorganisms. J Food Qual Hazards Control. 2018;5(2):41–48.
  • Man A, Santacroce L, Iacob R, et al. Antimicrobial activity of six essential oils against a group of human pathogens: a comparative study. Pathogens. 2019;8(1):11–15.
  • Lu M, Dai T, Murray CK, et al. Bactericidal property of oregano oil against multidrug-resistant clinical isolates. Front Microbiol. 2018;9:2314–2329.
  • García-Pérez JS, Cuéllar-Bermúdez SP, Cruz-Quiroz R. D L, et al. Supercritical CO2-based tailor made valorization of Origanum vulgare L extracts: a green approach to extract high-value compounds with applied perspectives. J Environ Manage. 2019;232:796–802.
  • Cui H, Zhang C, Li C, et al. Antibacterial mechanism of oregano essential oil. Ind Crop Prod. 2019;139:111498.
  • Nostro A, Roccaro AS, Bisignano G, et al. Effects of oregano, carvacrol and thymol on Staphylococcus aureus and Staphylococcus epidermidis biofilms. J Med Microbiol. 2007;56(Pt 4):519–523.
  • Miladi H, Zmantar T, Kouidhi B, et al. Use of carvacrol, thymol, and eugenol for biofilm eradication and resistance modifying susceptibility of Salmonella enterica serovar typhimurium strains to nalidixic acid. Microb Pathog. 2017;104:56–63.
  • Zakaria Nabti L, Sahli F, Laouar H, et al. Chemical composition and antibacterial activity of essential oils from the Algerian endemic Origanum glandulosum desf. against multidrug-resistant uropathogenic E. coli isolates. Antibiotics. 2020;9(1):29.
  • Cid-Pérez T, Ávila-Sosa R, Ochoa-Velasco C, et al. Antioxidant and antimicrobial activity of Mexican oregano (Poliomintha longiflora) essential oil, hydrosol and extracts from waste solid residues. Plants. 2019;8(1):22.
  • Orona Castillo I, Salvador Almazán AJ, Espinoza Arellano J. D J, et al. Collection and marketing of oregano (Lippia spp) in the Mexican semi-desert, a case study: Jimulco Sierra and Canion Ecological Reserve, Mexico. Rev Mex Agroneg. 2017;41:684–695.
  • López Martínez C. Geographic and ecological distribution of two oregano species (Poliomintha longiflora gray. and Lippia graveolens H.B.K) in the state of San Luis Potosí, Mexico; 2014. Available from: http://arxiv.org/abs/1011.1669
  • García-Pérez E, Castro-Álvarez FF, Gutiérrez-Uribe JA, et al. Review of production, phytochemical composition and nutraceutical properties of Mexican oregano. Rev Mex Cienc Agric. 2018;3:339–353.
  • Zheljazkov VD, Astatkie T, Schlegel V. Distillation time changes oregano essential oil yields and composition but not the antioxidant or antimicrobial activities. Horts. 2012;47(6):777–784.
  • Uribe-Hernández CJ, Hurtado-Ramos JB, Olmedo-Arcega ER, et al. The essential oil of Lippia graveolens H.B.K. from Jalisco, Mexico. J Essent Oil Res. 1992;4(6):647–649.
  • Simándi B, Deák A, Rónyai E, et al. Supercritical carbon dioxide extraction and fractionation of fennel oil. J Agric Food Chem. 1999;47(4):1635–1640.
  • Chandrakant KK, Pravin DJ, Bharat HS, et al. An overview of supercritical fluid extraction for herbal drugs. Pharmacologyonline. 2011;2:575–596.
  • Gaspar F, Leeke G. Comparison between compressed CO2 extracts and hydrodistilled essential oil. J Essent Oil Res. 2004;16(1):64–68.
  • Santoyo S, Cavero S, Jaime L, et al. Supercritical carbon dioxide extraction of compounds with antimicrobial activity from Origanum vulgare L.: determination of optimal extraction parameters. J Food Prot. 2006;69(2):369–375.
  • Soto-Armenta LC, Sacramento-Rivero JC, Ruiz-Mercado CA, et al. Extraction yield and kinetic study of Lippia graveolens with supercritical CO2. J Supercrit Fluids. 2019;145:205–210.
  • AOAC. Official methods of analysis. 21st ed. Washington (DC): Association of Official Analytical Chemists; 2019. Available from: https://www.aoac.org/official-methods-of-analysis-21st-edition-2019/
  • Sökmen M, Serkedjieva J, Daferera D, et al. In vitro antioxidant, antimicrobial, and antiviral activities of the essential oil and various extracts from herbal parts and callus cultures of Origanum acutidens. J Agric Food Chem. 2004;52(11):3309–3312.
  • Wayne P. CLSI. Performance standards for antimicrobial susceptibility testing. 30th ed. Supplement M100. Wayne (PA): Clinical and Laboratory Standards Institute; 2020. http://www.emeraldinsight.com/doi/10.1108/08876049410065598.
  • Fornari T, Ruiz-Rodriguez A, Vicente G, et al. Kinetic study of the supercritical CO2 extraction of different plants from Lamiaceae family. J Supercrit Fluids. 2012;64:1–8.
  • Alves Rodrigues MR, Krause Canielas L, Caramão EB, et al. Chemical composition and extraction yield of the extract of Origanum vulgare obtained from sub- and supercritical CO2. J Agric Food Chem. 2004;52(10):3042–3047.
  • Mastro GD, Tarraf W, Verdini L, et al. Essential oil diversity of Origanum vulgare L. populations from southern Italy. Food Chem. 2017;235:1–6.
  • Busatta C, Barbosa J, Cardoso RI, et al. Chemical profiles of essential oils of marjoram (Origanum majorana) and oregano (Origanum vulgare) obtained by hydrodistillation and supercritical CO2. J Essent Oil Res. 2017;29(5):367–374.
  • Gong HY, Liu WH, Lv GY, et al. Analysis of essential oils of Origanum vulgare from six production areas of China and Pakistan. Rev Bras Farmacogn. 2014;24(1):25–32.
  • Daouk RK, Dagher SM, Sattout EJ. Antifungal activity of the essential oil of Origanum syriacum L. J Food Prot. 1995;58(10):1147–1149.
  • Lukas B, Schmiderer C, Novak J. Essential oil diversity of European Origanum vulgare L. (Lamiaceae). Phytochemistry. 2015;119:32–40.
  • Bueno-Durán AY, Cervantes-Martínez J, Obledo-Vázquez EN. Composition of essential oil from Lippia graveolens. Relationship between spectral light quality and thymol and carvacrol content. J Essent Oil Res. 2014;26(3):153–160.
  • Raina AP, Negi KS. Chemical diversity among different accessions of Origanum vulgare L. ssp. vulgare collected from Central Himalayan region of Uttarakhand, India. J Essent Oil Res. 2014;26(6):420–426.
  • Vokou D, Kokkini S, Bessiere JM. Geographic variation of Greek oregano (Origanum vulgare ssp. Hirtum) essential oils. Biochem Syst Ecol. 1993;21(2):287–295.
  • El-Alam I, Zgheib R, Iriti M, et al. Origanum syriacum essential oil chemical polymorphism according to soil type. Foods. 2019;8(3):90.
  • Seol GH, Kim KY. Eucalyptol and its role in chronic diseases. Adv Exp Med Biol. 2016;929:389–398.
  • Hac-Wydro K, Szydlo K. The influence of environmentally friendly pesticide-eucalyptol-alone and in combination with terpinen-4-ol-on model bacterial membranes. Colloids Surf B Biointerfaces. 2016;146:918–923.
  • Gutiérrez-Fernández J, García-Armesto MR, Álvarez-Alonso R, et al. Antimicrobial activity of binary combinations of natural and synthetic phenolic antioxidants against Enterococcus faecalis. J Dairy Sci. 2013;96(8):4912–4920.
  • Chen H, Yuan J, Hao J, et al. α-Humulene inhibits hepatocellular carcinoma cell proliferation and induces apoptosis through the inhibition of Akt signaling. Food Chem Toxicol. 2019;134:110830.
  • Ambrož M, Šmatová M, Šadibolová M, et al. Sesquiterpenes α-humulene and β-caryophyllene oxide enhance the efficacy of 5-fluorouracil and oxaliplatin in colon cancer cells. Acta Pharm. 2019;69(1):121–128.
  • Fidyt K, Fiedorowicz A, Strządała L, et al. Β-caryophyllene and Β-caryophyllene oxide-natural compounds of anticancer and analgesic properties. Cancer Med. 2016;5(10):3007–3017.
  • Yeo SK, Ali AY, Hayward OA, et al. β-Bisabolene, a sesquiterpene from the essential oil extract of opoponax (Commiphora guidottii), exhibits cytotoxicity in breast cancer cell lines. Phytother Res. 2016;30(3):418–425.
  • Mazzo DJ, Biffar SE, Forbes KA, et al. A flow injection system with in-series ultraviolet and electrochemical detection for the simultaneous determination of lovastatin and butylated hydroxyanisole in a tablet. J Pharm Biomed Anal. 1988;6(3):271–276.
  • Wang G, Qin J, Cheng X, et al. Inula sesquiterpenoids: structural diversity, cytotoxicity and anti-tumor activity. Expert Opin Investig Drugs. 2014;23(3):317–345.
  • Damasceno SRB, Oliveira FRAM, Carvalho NS, et al. Carvacryl acetate, a derivative of carvacrol, reduces nociceptive and inflammatory response in mice. Life Sci. 2014;94(1):58–66.
  • Shaterzadeh-Yazdi H, Noorbakhsh M-F, Samarghandian S, et al. An overview on renoprotective effects of thymoquinone. Kidney Dis. 2018;4(2):74–82.
  • Yang BY, Guo JT, Li ZY, et al. New thymoquinol glycosides and neuroprotective dibenzocyclooctane lignans from the rattan stems of Schisandra chinensis. Chem Biodivers. 2016;13(9):1118–1125.
  • Lin L-Z, Mukhopadhyay S, Robbins RJ, et al. Identification and quantification of flavonoids of Mexican oregano (Lippia graveolens) by LC-DAD-ESI/MS analysis. J Food Compost Anal. 2007;20(5):361–369.
  • Madduma Hewage SRK, Piao MJ, Kang KA, et al. Galangin activates the ERK/AKT-driven Nrf2 signaling pathway to increase the level of reduced glutathione in human keratinocytes. Biomol Ther. 2017;25(4):427–433.
  • Eumkeb G, Sakdarat S, Siriwong S. Reversing β-lactam antibiotic resistance of Staphylococcus aureus with galangin from Alpinia officinarum hance and synergism with ceftazidime. Phytomedicine. 2010;18(1):40–45.
  • Ouyang J, Sun F, Feng W, et al. Antimicrobial activity of galangin and its effects on murein hydrolases of vancomycin-intermediate Staphylococcus aureus (VISA) strain Mu50. Chemotherapy. 2018;63(1):20–28.
  • Moghrovyan A, Sahakyan N, Babayan A, et al. Essential oil and ethanol extract of oregano (Origanum vulgare L.) from Armenian flora as a natural source of terpenes, flavonoids and other phytochemicals with antiradical, antioxidant, metal chelating, tyrosinase inhibitory and antibacterial activity. Curr Pharm Des. 2019;25(16):1809–1816.
  • da Silva RS, de Oliveira MMG, de Melo JO, et al. Antimicrobial activity of Lippia gracilis essential oils on the plant pathogen Xanthomonas campestris pv. campestris and their effect on membrane integrity. Pestic Biochem Physiol. 2019;160:40–48.
  • Reyes-Jurado F, Cervantes-Rincón T, Bach H, et al. Antimicrobial activity of Mexican oregano (Lippia berlandieri), thyme (Thymus vulgaris), and mustard (Brassica nigra) essential oils in gaseous phase. Ind Crops Prod. 2019;131:90–95.
  • Ultee A, Bennik MHJ, Moezelaar R. The phenolic hydroxyl group of carvacrol is essential for action against the food-borne pathogen Bacillus cereus. Appl Environ Microbiol. 2002;68(4):1561–1568.
  • Lambert RJ, Skandamis PN, Coote PJ, et al. A study of the minimum inhibitory concentration and mode of action of oregano essential oil, thymol and carvacrol. J Appl Microbiol. 2001;91(3):453–462.
  • Zhou W, Wang Z, Mo H, et al. Thymol mediates bactericidal activity against Staphylococcus aureus by targeting an aldo-keto reductase and consequent depletion of NADPH. J Agric Food Chem. 2019;67(30):8382–8392.
  • Marinelli L, di Stefano A, Cacciatore I. Carvacrol and its derivatives as antibacterial agents. Phytochem Rev. 2018;17(4):903–921.
  • Nazzaro F, Fratianni F, de Martino L, et al. Effect of essential oils on pathogenic bacteria. Pharmaceuticals. 2013;6(12):1451–1474.
  • Tiwari BK, Valdramidis VP, O'Donnell CP, et al. Application of natural antimicrobials for food preservation. J Agric Food Chem. 2009;57(14):5987–6000.
  • Walsh DJ, Livinghouse T, Goeres DM, et al. Antimicrobial activity of naturally occurring phenols and derivatives against biofilm and planktonic bacteria. Front Chem. 2019;7:613–653.

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