Chemical composition, antioxidant activity and antimicrobial activity of essential oil from Citrus aurantium L zest against some pathogenic microorganisms

Desislava Teneva1, Rositsa Denkova-Kostova2, Bogdan Goranov3, Yana Hristova-Ivanova4, Aleksandar Slavchev3, Zapryana Denkova3, Georgi Kostov5
1Laboratory of Biologically Active Substances – Plovdiv, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 135 Ruski Blvd , Plovdiv , Bulgaria , Phone: +359 32 642 759, Fax: +359 32 642 759
2Department of Biochemistry and Molecular Biology , University of Food Technologies , 26 Maritza Blvd , Plovdiv 4000 , Bulgaria
3Department of Microbiology , University of Food Technologies , 26 Maritza Blvd , Plovdiv 4000 , Bulgaria
4Department of Food Technologies , Food Research and Development Institute , Plovdiv , Bulgaria
5Department of Wine and Brewing , University of Food Technologies , 26 Maritza Blvd , Plovdiv 4000 , Bulgaria

Tóm tắt

Abstract This study aims to investigate the chemical composition, antioxidant, and antimicrobial activity of Citrus aurantium L zest essential oil. The identification of the chemical compounds was done using chromatography analysis. The antioxidant activity was studied by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay. Results showed that the main components of the essential oil were limonene (85.22%), β-myrcene (4.3%), and α-pinene (1.29%). Regarding the DPPH radical scavenging ability, the zest essential oil showed higher activity than limonene. The antimicrobial activity of the essential oil against pathogenic [Staphylococcus aureus NBIMCC 3703, Salmonella sp. (clinical isolate), Pseudomonas aeruginosa NBIMCC 1390, Bacillus subtilis NBIMCC 1208, Escherichia coli NBIMCC 3702] microorganisms by disc-diffusion method was examined. Gram-positive bacteria were more sensitive to the oil (inhibition zones being between 9 and 12.5 mm) and the minimum inhibitory concentration was more than 600 ppm; Gram-negative bacteria were less sensitive. The obtained essential oil displayed promising results for its application as a biopreservative agent.

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Tài liệu tham khảo

Souza E, Stamford T, Lima E, Trajano V, Filho J. Antimicrobial effectiveness of spices: an approach for use in food conservation systems. Braz Arch Biol Technol 2005;48:549–8.10.1590/S1516-89132005000500007

Suhaj M. Spice antioxidants isolation and their antiradical activity: a review. Food Compos Anal 2006;19:531–7.10.1016/j.jfca.2004.11.005

Rousef P, Perez-Cacho R. Citrus flavor. In: Berger RG, editor. Flavours and fragrances: chemistry, bioprocessing and sustainability, 1st ed. Berlin: Springer, 2007.

Ouedrhiria W, Bouhdida S, Balouiria M, El Ouali Lalamib A, Mojac S, Chahdid FO, et al. Chemical composition of Citrus aurantium L leaves and zest essential oils, their antioxidant, antibacterial single and combined effects. J Chem Pharmaceut Res 2015;7:78–84.

Djenane D. Chemical profile, antibacterial and antioxidant activity of Algerian citrus essential oils and their application in Sardina pilchardus. Foods 2015;4:208–28.2823119910.3390/foods4020208

Djenane D, Yangüela J, Roncales P. A review and future potential approach for Campylobacter control in retail poultry meats. Afr J Microbiol 2014;8:4041–52.

Carvalho-Freitasm MI, Costa M. Anxiolytic and sedative effects of extracts and essential oil from Citrus aurantium L. Biol Pharmaceut Bull 2002;12:1629–33.

Morley KL, Ferguson PJ, Koropatnick J. Tangeretin and nobiletin induce G1 cell cycle arrest but not apoptosis in human breast and colon cancer cells. Cancer Lett 2007;251:168–78.1719707610.1016/j.canlet.2006.11.016

Balinova A, Dyakov G. Improved apparatus for microdestilation of rose flower. Agric Sci 1974;11:79–85.

Morais SM, Facundo VA, Bertini LM, Cavalcanti ES, Anjos Junior JF, Ferreira SA. Chemical composition and larvicidal activity of essential oils from Piper species. Biochemical Syst Ecol 2007;35:670–5.10.1016/j.bse.2007.05.002

Tumbarski Y, Petkova N, Ivanov I. Polyphenolic content, antioxidant activity and antimicrobial properties of leaf extracts from dandelion (Taraxacum officinale). Ind Technol 2016;3:141–5.

Healy NG. A method for the assay of penicillin. Biochem J 1944;38:61–5.10.1042/bj038006116747749

Jirovetz L, Buchbauer G, Denkova Z, Slavchev A, Stoyanova A, Schmidt E. Chemical composition, antimicrobial activities and odor descriptions of various Salvia sp. and Thuja sp. essential oils. Ernahrung Nutr 2006;30:152–9.

Randrianarivelo R, Sarter S, Odoux E, Brat P, Lebrun M, Romestand B, et al. Composition and antimicrobial activity of essential oils of Cinnamosma fragrans. Food Chem 2009;114:680–4.10.1016/j.foodchem.2008.10.007

Asbahani A El, Miladi K, Badri W, Sala M, Ait Addi EH, Casabianca H, et al. Essential oils: from extraction to encapsulation. Int Pharmaceut 2015;483:220–43.10.1016/j.ijpharm.2014.12.069

Azar AP, Nekoei M, Larijani K, Bahraminasab S. Chemical composition of the essential oils of Citrus sinensis cv. valencia and a quantitative structure-retention relationship study for the prediction of retention indices by multiple linear regression. J Serb Chem Soc 2011;76:1627–37.10.2298/JSC101218141A

Tao N, Liu Y, Zhang M. Chemical composition and antimicrobial activities of essential oil from the peel of bingtang sweet orange (Citrus sinensis Osbeck). Int J Food Sci Technol 2009;44:1281–5.10.1111/j.1365-2621.2009.01947.x

Njoroge SM, Phi NT, Sawamura M. Chemical composition of peel essential oils of sweet oranges (Citrus sinensis) from Uganda and Rwanda. J Essent Oil Bear Plants 2009;12:26–33.10.1080/0972060X.2009.10643687

Njoroge SM, Koaze H, Karanja PN, Sawamura M. Essential oil constituents of three varieties of Kenyan sweet oranges (Citrus sinensis). Flavour Fragr J 2005;20:80–5.10.1002/ffj.1377

Michaelakis A, Papachristos D, Kimbaris A, Koliopoulos G, Giatropoulos A, Polissiou MG. Citrus essential oils and four enantiomeric pinenes against Culex pipiens (Diptera: Culicidae). Parasitol Res 2009;105:769–73.10.1007/s00436-009-1452-719424721

Kris-Etherton PM, Hecker KD, Bonanome A, Coval SM, Binkoski AE, Hilpert KF. Bioactive compounds in foods: their role in the prevention of cardiovascular disease and cancer. Am Med 2002;113:71–88.10.1016/S0002-9343(01)00995-0

Ruberto G, Baratta MT. Antioxidant activity of selected essential oil components in two lipid model systems. Food Chem 2000;69:1670–14.

Yanishlieva NV, Marinova EM, Gordon MH, Raneva VG. Antioxidant activity and mechanism of action of thymol and carvacrol in two lipid systems. Food Chem 1999;64:59–66.10.1016/S0308-8146(98)00086-7

Crowell PL. Prevention and therapy of cancer by dietary monoterpenes. J Nutr 1999;129:775–8.10.1093/jn/129.3.775S

Choi HS, Song HS, Ukeda H, Sawamura M. Radical-scavenging activities of citrus essential oils and their components: detection using 1, 1-diphenyl-2-picrylhydrazyl. J Agric Food Chem 2000;48:4156–61.10.1021/jf000227d10995330

Bacanli M, Başaran AA, Başaran N. The antioxidant and antigenotoxic properties of citrus phenolics limonene and naringin. Food Chem Toxicol 2015;81:160–70.10.1016/j.fct.2015.04.01525896273

Marija M, Lesjak IN. Phytochemical com position and antioxidant, antiinflammatory and antimicrobial activities of Juniperus macrocarpa. J Funct Foods 2014;7:257–68.10.1016/j.jff.2014.02.003

Miracle C, Galbis B. Impact assessment of carvacrol and citral effect on Escherichia coli K12 and Listeria innocua growth. Food Control 2013;33:536–44.10.1016/j.foodcont.2013.03.038

Nishijima CM, Ganev EG, Mazzardo-Martins L, Martins DF, Rocha LR, Santos AR, et al. Citral: a monoterpene with prophylactic and therapeutic anti-nociceptive effects in experimental models of acute and chronic pain. Eur J Pharmacol 2014;736:16–25.10.1016/j.ejphar.2014.04.02924792822

Singh P, Shukla R, Prakash B, Kumar A, Singh S, Mishra PK, et al. Chemical profile, antifungal, antiaflatoxigenic and antioxidant activity of Citrus maxima Burm. and Citrus sinensis L Osbeck essential oils and their cyclic monoterpene, DL-limonene. Food Chem Toxicol Int J Publ Br Ind Biol Res Assoc 2010;48:1734–40.10.1016/j.fct.2010.04.001

Valente J, Zuzarte M. Antifungal, antioxidant and anti-inflammatory activities of Oenanthe crocata L essential oil. Food Chem Toxicol Int J Publ Br Ind Biol Res Assoc 2013;62:349–54.10.1016/j.fct.2013.08.083

Viuda-Martos M, Ruiz-Navajas Y, Fernández-López J,Pérez-Álvarez J. Antifungal activity of lemon (Citrus lemon L.), mandarin (Citrus reticulata L.), grapefruit (Citrus paradisi L.) and orange (Citrus sinensis L.) essential oils. Food Control 2008;19:1130–8.10.1016/j.foodcont.2007.12.003

Dorman HJ, Deans SG. Antimicrobial agents from plants: antibacterial activity of plant volatile oils. J Appl Microbiol 2000;88:308–16.10.1046/j.1365-2672.2000.00969.x10736000

Bisignano G, Cimino F, Saija A. Biological activities of Citrus essential oils. In: Dugo G, Mondello L, editors. Citrus oils – composition, advanced analytical techniques, contaminants, and biological activity. Boca Raton, FL: CRC Press, 2011:529–48.

Casquete C, Castro SM, Martín A, Ruiz-Moyano S, Saraiva JA, Córdoba MG. Evaluation of the effect of high pressure on total phenolic content, antioxidant and antimicrobial activity of citrus peels. Innov Food Sci Emerg Technol 2015;31:37–44.10.1016/j.ifset.2015.07.005

Randazzo W, Jiménez-Belenguer A, Settanni L, Perdones A, Moschetti M, Palazzolo E. Antilisterial effect of citrus essential oils and their performance inedible film formulations. Food Control 2016;59:750–8.10.1016/j.foodcont.2015.06.057

Settanni L, Palazzolo E, Guarrasi V, Aleo A, Mammina C, Moschetti G. Inhibition of foodborne pathogen bacteria by essential oils extracted from citrus fruits cultivated in Sicily. Food Control 2012;26:326–30.10.1016/j.foodcont.2012.01.050