Citrus essential oils: Extraction, authentication and application in food preservation

ABSTRACT Citrus EOs is an economic, eco-friendly and natural alternatives to chemical preservatives and other synthetic antioxidants, such as sodium nitrites, nitrates or benzoates, commonly utilized in food preservation. Citrus based EOs is obtained mainly from the peels of citrus fruits which are largely discarded as wastes and cause environmental problems. The extraction of citrus oils from the waste peels not only saves environment but can be used in various applications including food preservation. The present article presents elaborated viewpoints on the nature and chemical composition of different EOs present in main citrus varieties widely grown across the globe; extraction, characterization and authentication techniques/methods of the citrus EOs; and reviews the recent advances in the application of citrus EOs for the preservation of fruits, vegetables, meat, fish and processed food stuffs. The probable reaction mechanism of the EOs based thin films formation with biodegradable polymers is presented. Other formulation, viz., EOs microencapsulation incorporating biodegradable polymers, nanoemulsion coatings, spray applications and antibacterial action mechanism of the active compounds present in the EOs have been elaborated. Extensive research is required on overcoming the challenges regarding allergies and obtaining safer dosage limits. Shift towards greener technologies indicate optimistic future towards safer utilization of citrus based EOs in food preservation.

[1]  Nargis Jamila,et al.  Determination of Volatile Flavour Profiles of Citrus spp. Fruits by SDE-GC-MS and Enantiomeric Composition of Chiral Compounds by MDGC-MS. , 2017, Phytochemical analysis : PCA.

[2]  A. Fujiyama,et al.  Hybrid Origins of Citrus Varieties Inferred from DNA Marker Analysis of Nuclear and Organelle Genomes , 2016, PloS one.

[3]  M. Mahfud,et al.  Comparison of Two Isolation Methods for Essential Oils from Orange Peel ( Citrus auranticum L) as a Growth Promoter for Fish: Microwave Steam Distillation and Conventional Steam Distillation , 2016 .

[4]  Sunday J. Ameh,et al.  Essential Oils as Flavors in Carbonated Cola and Citrus Soft Drinks , 2016 .

[5]  Richard F. Lee,et al.  Genetic analysis of citron (Citrus medica L.) using simple sequence repeats and single nucleotide polymorphisms , 2015 .

[6]  Victor R. Preedy,et al.  Essential oils in food preservation, flavor and safety , 2015 .

[7]  I. Shakir,et al.  Extraction of Essential Oils from Citrus By-Products Using Microwave Steam Distillation , 2015 .

[8]  Philip G. Crandall,et al.  Essential oils as antimicrobials in food systems – A review , 2015 .

[9]  F. Donsì,et al.  Antimicrobial effects of modified chitosan based coating containing nanoemulsion of essential oils, modified atmosphere packaging and gamma irradiation against Escherichia coli O157:H7 and Salmonella Typhimurium on green beans , 2015 .

[10]  R. Gavara,et al.  Antioxidant and antimicrobial properties of ethylene vinyl alcohol copolymer films based on the release of oregano essential oil and green tea extract components , 2015 .

[11]  M. Ponzi,et al.  Antibacterial activity of lime (Citrus x aurantifolia) essential oil against Listeria monocytogenes in tyndallised apple juice , 2014 .

[12]  S. Rudaz,et al.  Comprehensive profiling and marker identification in non-volatile citrus oil residues by mass spectrometry and nuclear magnetic resonance. , 2014, Food chemistry.

[13]  K. Šavikin,et al.  Antifungal activity of selected essential oils against fungi isolated from medicinal plant , 2014 .

[14]  M. Hamdi,et al.  Efficacy of the combined application of chitosan and Locust Bean Gum with different citrus essential oils to control postharvest spoilage caused by Aspergillus flavus in dates. , 2014, International journal of food microbiology.

[15]  A. L. Mihai,et al.  INHIBITORY EFFECTS OF ESSENTIAL OILS WITH POTENTIAL TO BE USED IN FOOD INDUSTRY , 2014 .

[16]  S. Condón,et al.  Synergistic Effect of Orange Essential Oil or (+)-limonene with Heat Treatments to Inactivate Escherichia coli O157:H7 in Orange Juice at Lower Intensities while Maintaining Hedonic Acceptability , 2014, Food and Bioprocess Technology.

[17]  V. Laudicina,et al.  Current and Potential Use of Citrus Essential Oils , 2013 .

[18]  C. Tan,et al.  Effect of limonene incorporation into gellan-based edible coating on the changes in microbiological and sensory characteristics of fresh-cut pineapple during cold storage , 2013 .

[19]  S. Kang,et al.  Chemical composition, antioxidant and antibacterial activities of essential oil from Korean Citrus unshiu peel , 2013 .

[20]  A. López‐Malo,et al.  Antifungal activity of orange (Citrus sinensis var. Valencia) peel essential oil applied by direct addition or vapor contact , 2013 .

[21]  L. Mondello,et al.  Evaluation of gas chromatography-combustion-isotope ratio mass spectrometry (GC-C-IRMS) for the quality assessment of citrus liqueurs. , 2013, Journal of agricultural and food chemistry.

[22]  R. Pagán,et al.  Mechanism of Bacterial Inactivation by (+)-Limonene and Its Potential Use in Food Preservation Combined Processes , 2013, PloS one.

[23]  N. Soares,et al.  Development of low-density polyethylene films with lemon aroma , 2013 .

[24]  F. Chemat,et al.  Instant controlled pressure drop technology and ultrasound assisted extraction for sequential extraction of essential oil and antioxidants. , 2013, Ultrasonics sonochemistry.

[25]  S. Benjakul,et al.  Properties and antioxidant activity of fish skin gelatin film incorporated with citrus essential oils. , 2012, Food chemistry.

[26]  Amparo Chiralt,et al.  Effect of chitosan–lemon essential oil coatings on storage-keeping quality of strawberry , 2012 .

[27]  G. Moschetti,et al.  Inhibition of foodborne pathogen bacteria by essential oils extracted from citrus fruits cultivated in Sicily , 2012 .

[28]  E. Térres-Rojas,et al.  Use of chitosan-based edible coatings in combination with other natural compounds, to control Rhizopus stolonifer and Escherichia coli DH5α in fresh tomatoes , 2012 .

[29]  A. Chiralt,et al.  Fungal decay and shelf life of oranges coated with chitosan and bergamot, thyme, and tea tree essential oils. , 2012, Journal of food science.

[30]  Tri Winarni Agustini,et al.  Physico-mechanical and antimicrobial properties of gelatin film from the skin of unicorn leatherjacket incorporated with essential oils , 2012 .

[31]  L. Mondello,et al.  Multidimensional enantio gas chromtography/mass spectrometry and gas chromatography-combustion-isotopic ratio mass spectrometry for the authenticity assessment of lime essential oils (C. aurantifolia Swingle and C. latifolia Tanaka). , 2012, Journal of chromatography. A.

[32]  L. Mondello,et al.  Enantiomeric distribution of key volatile components in Citrus essential oils , 2011 .

[33]  B. Youan,et al.  Engineering tenofovir loaded chitosan nanoparticles to maximize microbicide mucoadhesion. , 2011, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.

[34]  I. Batista,et al.  Characterization of biodegradable films prepared with hake proteins and thyme oil , 2011 .

[35]  A. Chiralt,et al.  Antimicrobial activity of polysaccharide films containing essential oils , 2011 .

[36]  Mehraj Ahmad,et al.  Indigenous proteases in the skin of unicorn leatherjacket (Alutherus monoceros) and their influence on characteristic and functional properties of gelatin. , 2011, Food chemistry.

[37]  R. Ruseckaite,et al.  Chitosan-gelatin composites and bi-layer films with potential antimicrobial activity , 2011 .

[38]  M. Somolinos,et al.  Chemical composition of commercial citrus fruit essential oils and evaluation of their antimicrobial activity acting alone or in combined processes , 2011 .

[39]  A. Chiralt,et al.  Effect of hydroxypropylmethylcellulose and chitosan coatings with and without bergamot essential oil on quality and safety of cold-stored grapes , 2011 .

[40]  M. Samadi,et al.  Antimicrobial Activity of Lime Essential Oil Against Food-borne Pathogens Isolated from Cream-filled Cakes and Pastries , 2011 .

[41]  Yage Xing,et al.  Effects of chitosan coating enriched with cinnamon oil on qualitative properties of sweet pepper (Capsicum annuum L.) , 2011 .

[42]  Robert G. Hollingsworth,et al.  Development of edible bioactive coating based on modified chitosan for increasing the shelf life of strawberries , 2011 .

[43]  B. Obradovic,et al.  Hydrolysis of Penicillin G by Penicillin G Acylase Immobilized on Chitosan Microbeads in Different Reactor Systems , 2011 .

[44]  F. Anwar,et al.  Yield and chemical composition of Citrus essential oils as affected by drying pretreatment of peels , 2011 .

[45]  Chia-min Lin,et al.  Determination of bactericidal efficacy of essential oil extracted from orange peel on the food contact surfaces , 2010 .

[46]  L. Mondello,et al.  Citrus Oils : Composition, Advanced Analytical Techniques, Contaminants, and Biological Activity , 2010 .

[47]  S. Tian,et al.  Physicochemical evaluation and essential oil composition analysis of Hyssopus cuspidatus Boriss from Xinjiang, China , 2010, Pharmacognosy magazine.

[48]  A. Chiralt,et al.  Physical properties of edible chitosan films containing bergamot essential oil and their inhibitory action on Penicillium italicum , 2010 .

[49]  S. Benjakul,et al.  Properties of biodegradable blend films based on fish myofibrillar protein and polyvinyl alcohol as influenced by blend composition and pH level. , 2010 .

[50]  E. Bosquez-Molina,et al.  Inhibitory effect of essential oils against Colletotrichum gloeosporioides and Rhizopus stolonifer in stored papaya fruit and their possible application in coatings , 2010 .

[51]  Soottawat Benjakul,et al.  Effect of heat treatment of film-forming solution on the properties of film from cuttlefish (Sepia pharaonis) skin gelatin , 2010 .

[52]  Shiying Xu,et al.  Antioxidant activity and properties of gelatin films incorporated with tea polyphenol‐loaded chitosan nanoparticles , 2009 .

[53]  I. Ferrocino,et al.  Nanocomposite polymer films containing carvacrol for antimicrobial active packaging , 2009 .

[54]  M. A. Nobile,et al.  Active packaging by extrusion processing of recyclable and biodegradable polymers , 2009 .

[55]  R. Santander,et al.  Efficacy of Essential Oils from Edible Plants as Insecticides Against the House Fly, Musca Domestica L , 2009, Molecules.

[56]  T. C. Sarma,et al.  Antifungal activity and chemical composition of Citrus reticulata Blanco essential oil against phytopathogens from North East India , 2009 .

[57]  A. Chiralt,et al.  Characterization of chitosan-oleic acid composite films , 2009 .

[58]  Farid Chemat,et al.  A new process for extraction of essential oil from Citrus peels: microwave hydrodiffusion and gravity. , 2009 .

[59]  S. Ricke,et al.  Campylobacter and Arcobacter species sensitivity to commercial orange oil fractions. , 2009, International journal of food microbiology.

[60]  Z. Knežević-Jugović,et al.  Microbial polysaccharides and their derivatives as current and prospective pharmaceuticals. , 2008, Current pharmaceutical design.

[61]  Motonobu Goto,et al.  Extraction of valuable compounds from the flavedo of Citrus junos using subcritical water , 2008 .

[62]  W. Visessanguan,et al.  Antioxidative activity and properties of fish skin gelatin films incorporated with BHT and α-tocopherol , 2008 .

[63]  C. Phillips,et al.  Potential antimicrobial uses of essential oils in food: is citrus the answer? , 2008 .

[64]  V. Coma Bioactive packaging technologies for extended shelf life of meat-based products. , 2008, Meat science.

[65]  F. Chemat,et al.  Comparison of different isolation methods of essential oil from Citrus fruits: cold pressing, hydrodistillation and microwave ‘dry’ distillation , 2007 .

[66]  C. Phillips,et al.  The survival of three strains of Arcobacter butzleri in the presence of lemon, orange and bergamot essential oils and their components in vitro and on food , 2007, Letters in applied microbiology.

[67]  G. Flamini,et al.  Volatiles emission patterns of different plant organs and pollen of Citrus limon. , 2007, Analytica chimica acta.

[68]  M. Grenier-loustalot,et al.  Authenticity control of essential oils containing citronellal and citral by chiral and stable-isotope gas-chromatographic analysis , 2006, Analytical and bioanalytical chemistry.

[69]  E. Breitmaier Terpenes: Flavors, Fragrances, Pharmaca, Pheromones , 2006 .

[70]  G. P. Blanch,et al.  Enantiomeric composition studies in Lavandula species using supercritical fluids. , 2005, Journal of separation science.

[71]  Saeed R. Khan,et al.  Sesquiterpenes: natural products that decrease cancer growth. , 2005, Current medicinal chemistry. Anti-cancer agents.

[72]  A. Navarro-Ocaña,et al.  Mexican lime peel: Comparative study on contents of dietary fibre and associated antioxidant activity , 2005 .

[73]  A. Mosandl Authenticity assessment: a permanent challenge in food flavor and essential oil analysis. , 2004, Journal of chromatographic science.

[74]  W. König,et al.  Enantioselective gas chromatography in flavor and fragrance analysis: strategies for the identification of known and unknown plant volatiles. , 2004, Journal of chromatographic science.

[75]  R. Mandrell,et al.  Antibacterial activities of plant essential oils and their components against Escherichia coli O157:H7 and Salmonella enterica in apple juice. , 2004, Journal of agricultural and food chemistry.

[76]  R. Kaushik,et al.  Chitosan microspheres as a potential carrier for drugs. , 2004, International journal of pharmaceutics.

[77]  K. Svoboda Lemon scented plants , 2003 .

[78]  A. Moffat,et al.  The quantification of citral in lemongrass and lemon oils by near‐infrared spectroscopy , 2002, The Journal of pharmacy and pharmacology.

[79]  S. Lucretti,et al.  ISSR-PCR technique: a useful method for characterizing new allotetraploid somatic hybrids of mandarin , 2002, Plant Cell Reports.

[80]  B. Schrader,et al.  Quantitative Analysis of Various Citrus Oils by ATR/FT-IR and NIR-FT Raman Spectroscopy , 2002 .

[81]  A. R. Kulkarni,et al.  Crosslinked chitosan microspheres for encapsulation of diclofenac sodium: effect of crosslinking agent , 2002, Journal of microencapsulation.

[82]  P. Schreier,et al.  Flavor authenticity studies by (2)h/(1)h ratio determination using on-line gas chromatography pyrolysis isotope ratio mass spectrometry. , 2001, Journal of agricultural and food chemistry.

[83]  Masayoshi Sawamura,et al.  Quantitative determination and characteristic flavour of daidai (Citrus aurantium L. var. cyathifera Y. Tanaka) peel oil , 2000 .

[84]  P. Nielsen,et al.  Potential of biobased materials for food packaging , 1999 .

[85]  P. Dewick The biosynthesis of C 5 –C 25 terpenoid compounds , 1999 .

[86]  G. P. Blanch,et al.  Determination of the Enantiomeric Composition of Limonene and Limonene-1,2-epoxide in Lemon Peel by Multidimensional Gas Chromatography with Flame-Ionization Detection and Selected Ion Monitoring Mass Spectrometry , 1998 .

[87]  G. Mahrous,et al.  Preparation and evaluation of sustained release cross-linked chitosan microspheres containing phenobarbitone. , 1998, Journal of microencapsulation.

[88]  A. Mosandl,et al.  GC/IRMS Analysis of Mandarin Essential Oils. 2. δ13CPDB Values of Characteristic Flavor Components , 1997 .

[89]  H. Tamura,et al.  Aroma profiles of peel oils of acid citrus , 1993 .

[90]  M. Saito,et al.  Fractionation of lemon-peel oil by semi-preparative supercritical fluid chromatography , 1990 .

[91]  G. A. Stahl Polymer Chemistry: An Introduction , 1982 .

[92]  E. Guenther The essential oils , 1972 .