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in Food Science
Essential Oils: Extraction, Bioactivities, and Their
Uses for Food Preservation
Phakawat Tongnuanchan and Soottawat Benjakul
Abstract: Essential oils are concentrated liquids of complex mixtures of volatile compounds and can be extracted from
several plant organs. Essential oils are a good source of several bioactive compounds, which possess antioxidative and
antimicrobial properties. In addition, some essential oils have been used as medicine. Furthermore, the uses of essential oils
have received increasing attention as the natural additives for the shelf-life extension of food products, due to the risk in
using synthetic preservatives. Essential oils can be incorporated into packaging, in which they can provide multifunctions
termed active or smart packaging. Those essential oils are able to modify the matrix of packaging materials, thereby
rendering the improved properties. This review covers up-to-date literatures on essential oils including sources, chemical
composition, extraction methods, bioactivities, and their applications, particularly with the emphasis on preservation and
the shelf-life extension of food products.
Keywords: antimicrobial, antioxidant, biodegradable film, essential oil, food product, volatile compound
doi: 10.1111/1750-3841.12492 Vol. 79, Nr. 7, 2014 r Journal of Food Science R1231
Further reproduction without permission is prohibited
R: Concise Reviews Bioactivities and applications of essential oils . . .
in Food Science
Parts Plants
Leaves Basil, bay leaf, cinnamon, common sage, eucalyptus, lemon grass, citronella, melaleuca, mint, oregano, patchouli, peppermint, pine,
rosemary, spearmint, tea tree, thyme, wintergreen, kaffir lime, laurel, savory, tarragon, cajuput, lantana, lemon myrtle, lemon
teatree, niaouli, may chang, petitgrain, laurel, cypress
Seeds Almond, anise, cardamom, caraway, carrot celery, coriander, cumin, nutmeg, parsley, fennel
Wood Amyris, atlas cedarwood, himalayan cedarwood, camphor, rosewood, sandalwood, myrtle, guaiac wood
Bark Cassia, cinnamon, sassafras, katrafay
Berries Allspice, juniper
Resin Frankincense, myrrh
Flowers Blue tansy, chamomile, clary sage, clove, cumin, geranium, helichrysum hyssop, jasmine, lavender, manuka, marjoram, orange, rose,
baccharises, palmarosa, patchouli, rhododendron anthopogon, rosalina, ajowan, ylang-ylang, marjoram sylvestris, tarragon,
immortelle, neroli
Peel Bergamot, grapefruit, kaffir lime, lemon, lime, orange, tangerine, mandarin
Root Ginger, plai, turmeric, valerian, vetiver, spikenard, angelica
Fruits Xanthoxylum, nutmeg, black pepper
Oxygenated compounds can be derived from the terpenes, in 1992). The proportion of essential oils extracted by steam distilla-
which they are termed terpenoids. Some oxygenated com- tion is 93% and the remaining 7% can be further extracted by other
pounds prevalent in plant essential oils are shown as follows: methods (Masango 2005). Basically, the plant sample is placed in
boiling water or heated by steam (Figure 1). The heat applied is
- Phenols: thymol, eugenol, carvacrol, chavicol, thymol, and so on. the main cause of burst and break down of cell structure of plant
- Alcohols: material. As a consequence, the aromatic compounds or essential
Monoterpene alcohol: borneol, isopulegol, lavanduol, - oils from plant material are released (Perineau and others 1992;
terpineol, and so on. Babu and Kaul 2005). The temperature of heating must be enough
Sesquiterpenes alcohol: elemol, nerolidol, santalol, -santalol, and to break down the plant material and release aromatic compound
so on. or essential oil. A new process design and operation for steam
distillation of essential oils to increase oil yield and reduce the
- Aldehydes: citral, myrtenal, cuminaldehyde, citronellal, cin- loss of polar compounds in wastewater was developed by Masango
namaldehyde, benzaldehyde, and so on. (2005). The system consists of a packed bed of the plant materi-
- Ketones: carvone, menthone, pulegone, fenchone, camphor, thu- als, which sits above the steam source. Only steam passes through
jone, verbenone, and so on. it and the boiling water is not mixed with plant material. Thus,
- Esters: bomyl acetate, linalyl acetate, citronellyl acetate, geranyl the process requires the minimum amount of steam in the process
acetate, and so on. and the amount of water in the distillate is reduced. Also, water-
- Oxides: 1,8-cineole, bisabolone oxide, linalool oxide, sclareol soluble compounds are dissolved into the aqueous fraction of the
oxide, and so on. condensate at a lower extent (Masango 2005). Yildirim and others
- Lactones: bergaptene, nepetalactone, psoralen, aesculatine, cit- (2004) reported that the 2,2-diphenyl-1-picryl hydrazyl (DPPH)
roptene, and so on. radical scavenging activities of essential oils from steam distillation
- Ethers: 1,8-cineole, anethole, elemicin, myristicin, and so on. process were markedly higher than those of oils extracted using
hydrodistillation (HD).
Different constituents in essential oils exhibit varying smell or
flavor (Burt 2004). Also, the perception of individual volatile com- Hydrodistillation. HD has become the standard method of
pounds depends on their threshold. essential oil extraction from plant material such as wood or flower,
which is often used to isolate nonwater-soluble natural products
with high boiling point. The process involves the complete immer-
Extraction of Essential Oils sion of plant materials in water, followed by boiling. This method
Essential oils can be extracted from several plants with differ- protects the oils extracted to a certain degree since the surround-
ent parts by various extraction methods. The manufacturing of ing water acts as a barrier to prevent it from overheating. The
essential oils, and the method used for essential oil extraction are steam and essential oil vapor are condensed to an aqueous fraction
normally dependent on botanical material used. State and form (Figure 2). The advantage of this technique is that the required
of material is another factor used for consideration. Extraction material can be distilled at a temperature below 100 C. Okoh
method is one of prime factors that determine the quality of and others (2010) studied the different extraction processes on
essential oil. Inappropriate extraction procedure can lead to the yield and properties of essential oil from rosemary (Rosmarinus of-
damage or alter action of chemical signature of essential oil. This ficinalis L.) by HD and solvent-free microwave extraction (SFME).
results in the loss in bioactivity and natural characteristics. For se- The total yields of the volatile fractions obtained through HD
vere case, discoloration, off-odor/flavor as well as physical change and SFME were 0.31% and 0.39%, respectively. HD oil contained
such as the increased viscosity can occur. Those changes in ex- more monoterpene hydrocarbons (32.95%) than SFME-extracted
tracted essential oil must be avoided. Extraction of essential oils oil (25.77%), while higher amounts of oxygenated monoterpenes
can be carried out by various means, as shown in Table 3. (28.6%) were present in the oil extracted by SFME in compar-
ison with HD (26.98%). Golmakani and Rezaei (2008) studied
Distillation the microwave-assisted HD (MAHD), which is an advanced HD
Steam distillation. Steam distillation is the most widely used technique utilizing a microwave oven in the extraction process.
method for plant essential oil extraction (Reverchon and Senatore MAHD was superior in terms of saving energy and extraction time
Table 2Continued.
Monoterpene Oxygenated Sesquiterpene Oxygenated
Essential oils hydrocarbons monoterpenes hydrocarbons sesquiterpenes Esters Others References
Oregano -Terpinene, 1,8-Cineole, Terpinen-4 -Caryophyllene, cis-Hydrate Aguirre and others (2013)
Limonene, -Terpinene -ol, -Terpineol, Thymol, sabinene, trans-Hydrate
Carvacrol, sabinene
Plai-Dam (Zingiber -Pinene, -Pinene, 1,8-Cineole, Linalool, -Elemene, -Caryophyllene, Caryophyllene oxide, Bornyl acetate, Sabinene Thubthimthed and others
ottensii) Sabinene, Myrcene, Terpinen-4-ol, Humulene Humulene oxide, hydrate, (2005)
-Terpinene, Limonene, cis-Menth-2-en-1-ol, -Eudesimol, 4-phenylbutan-2-one
E--Ocimene, p-Cymene, Borneol, trans-Piperitol -Eudesimol, Zerumbone
Terpinolene,
-Terpinene
Rosemary -Pinene, Camphene, Eucalyptol, trans-Caryophyllene ()-Bornylacetate Teixeira and others (2013)
in Food Science
Table 3Extraction of essential oils from various sources using several methods.
(75 min, compared to 4 h in HD). Ohmic-assisted HD (OAHD) (energy cost is fairly higher to perform HD than that required for
is another advanced HD technique (Gavahian and others 2012). rapid MHG isolation), cleaner features (no residue generation and
OAHD method had the extraction time of 24.75 min, while HD no water or solvent used), increased antimicrobial and antioxidant
took 1 h for extraction of essential oil from thyme. No changes activities. Farhat and others (2011) studied the microwave steam
in the compounds of the essential oils obtained by OAHD were diffusion (MSDf), which is an advanced steam diffusion (SDf)
found in comparison with HD. technique utilizing microwave heating process for extraction of
Hydrodiffusion. Hydrodiffusion extraction is a type of steam essential oils from by-products of orange peel. The essential oils
distillation, which is only different in the inlet way of steam into extracted by MSDf for 12 min had similar yield and aromatic
the container of still. This method is used when the plant material profile to those obtained by SDf for 40 min.
has been dried and is not damaged at boiling temperature (Vian
and others 2008). For hydrodiffusion, steam is applied from the
top of plant material, whereas steam is entered from the bottom Solvent extraction
for steam distillation method. The process can also be operated Solvent. Conventional solvent extraction has been imple-
under low pressure or vacuum and reduces the steam temperature mented for fragile or delicate flower materials, which are not
to below 100 C. Hydrodiffusion method is superior to steam tolerant to the heat of steam distillation. Different solvents in-
distillation because of a shorter processing time and a higher oil cluding acetone, hexane, petroleum ether, methanol, or ethanol
yield with less steam used. Bousbia and others (2009) compared the can be used for extraction (Areias and others 2000; Pizzale and
HD and innovative microwave hydrodiffusion and gravity (MHG) others 2002; Kosar and others 2005). For general practice, the
methods for their effectiveness in the isolation of essential oil from solvent is mixed with the plant material and then heated to ex-
rosemary leaves (R. officinalis). The MHG method exhibits the tract the essential oil, followed by filtration. Subsequently, the
excellent advantages over traditional alternatives including shorter filtrate is concentrated by solvent evaporation. The concentrate is
isolation times (15 min against 3 h for HD), environmental impact resin (resinoid), or concrete (a combination of wax, fragrance, and
essential oil). From the concentrate, it is then mixed with pure dant activity of separated essential oils from Thymus praecox subsp.
alcohol to extract the oil and distilled at low temperatures. The skorpilii var. skorpilii (TPS) extracted using different solvents. TPS
alcohol absorbs the fragrance and when the alcohol is evaporated, essential oil was found to contain thymol (40.31%) and o-cymene
the aromatic absolute oil is remained. However, this method is a (13.66%) as the major components. The ethanol, methanol, and
relatively time-consuming process, thus making the oils more ex- water extracts exerted significant free-radical scavenging activity.
pensive than other methods (Li and others 2009). Essential oil with The water extract has the highest total phenolics (6.211 mg gal-
antioxidant activity from Ptychotisverticillata was extracted using lic acid/g dry weight) and flavonoids (0.809 mg quercetin/g dry
solvent extraction method by El Ouariachi and others (2011). weight). Moreover, Sarikurkcu and others (2009) reported that
The oil was dominated by phenolic compounds (48.0%) with car- the water extract exhibited higher antioxidant activity than other
vacrol (44.6%) and thymol (3.4%) as the main compounds. Ozen extracts (hexane, dichloromethane, ethyl acetate, and methanol).
and others (2011) studied the chemical composition and antioxi- However, solvent residue could be retained in the final product
in Food Science
due to incomplete removal. This may cause allergies, toxicity, and It is a rapid extraction of essential oils from aromatic herbs,
affect the immune system (Ferhat and others 2007a). spices, and dry seeds. SFME has several advantages, involv-
Supercritical carbon dioxide. Conventional methods in- ing higher yield and selectivity, shorter time, and environmen-
cluding solvent extraction and steam distillation have some short- tal friendly (Lopez-Avila and others 1994; Tomaniova and oth-
comings such as long preparation time and large amount of or- ers 1998). SFME is a combination of microwave heating and
ganic solvents (Deng and others 2005). Moreover, the losses of dry distillation, performed at atmospheric pressure without any
some volatile compounds, low extraction efficiency, degradation solvent or water. Isolation and concentration of volatile com-
of unsaturated compounds, and toxic solvent residue in the extract pounds are performed by a single stage (Lucchesi and others 2004;
may be encountered (Jimenez-Carmona and others 1999; Glisica Bayramoglu and others 2008). Using oregano as a raw material,
and others 2007; Gironi and Maschietti 2008). Therefore, super- SFME offered significantly higher essential oil yields (0.054 mL/g),
critical fluids have been considered as an alternative medium for compared to HD (0.048 mL/g) (Bayramoglu and others 2008).
essential oil extraction. Carbon dioxide (CO2 ) is the most com- When microwave power at 662 W was used in SFME, process time
monly used supercritical fluid because of its modest critical condi- was reduced by 80%, compared with conventional process. Ferhat
tions (Hawthorne and others 1993; Jimenez-Carmona and others and others (2007b) reported that microwave method offers the im-
1999; Senorans and others 2000). Under high-pressure condition, portant advantages over traditional alternatives, such as shorter ex-
CO2 turns into liquid, which can be used as a very inert and traction times (30 min compared with 3 h for HD and 1 h for cold
safe medium to extract the aromatic molecules from raw material. pressing [CP]); better yields (0.24% compared with 0.21% for HD
No solvent residue remains in the final finished product since the and 0.05% for CP); environmental impact (energy cost is appre-
liquid CO2 simply reverts to a gas and evaporates under normal ciably higher for performing HD and for mechanical motors (CP)
atmospheric pressure and temperature. Despite high solubilities of than that required for rapid microwave extraction); cleaner features
essential oil components in supercritical CO2 , the extraction rates (as no residue generation and no water or solvent used); and high
were relatively slow with pure CO2 (ca. 80% recovery after 90 antimicrobial activities. Farhat and others (2010) reported that es-
min) (Hawthorne and others 1993). However, the combination sential oils of caraway seeds isolated by microwave dry-diffusion
methods by a 15-min static extraction with methylene chloride and gravity (MDG) exhibited the similar yield and aromatic profile
as a modifier followed by a 15-min dynamic extraction with pure to those obtained by HD, but MDG was better than HD in terms
CO2 yielded high recoveries. The extraction efficacy was equiva- of shorter process time (45 min compared with 300 min), energy
lent to HD, which was performed for 4 h. The volatile compounds saving, and cleanliness. The present apparatus permits fast and
such as monoterpenes can be collected from the supercritical fluid efficient extraction, reduces waste, avoids water and solvent con-
extraction (SFE) effluent by >90%. SFE was able to recover some sumption, and allows substantial energy savings (Farhat and others
organic compounds that were not extracted by HD (Hawthorne 2010).
and others 1993). Pereira and Meireles (2007) showed that the
supercritical fluid extraction is economically viable than steam dis- Role of Essential Oils as Food Additives
tillation. This is mainly caused by the lower yield and the higher Essential oils from plants have been known to act as natural
energy consumption of the latter. additives, for example, antimicrobial agents, antioxidant, and so on.
Subcritical water. The subcritical water or pressurized hot Their activities vary with source of plants, chemical composition,
water has been introduced as an extractant under dynamic condi- extraction methods, and so on. Due to the unique smell associated
tions (pressure high enough to maintain water under liquid state with the volatiles, this may limit the use of essential oil in some
and temperature in the range of 100 to 374 C). Jimenez-Carmona foods since it may alter the typical smell/flavor of foods.
and others (1999) reported that the efficiency (in terms of volume
of essential oil/1 g of plant) of continuous subcritical water ex- Antimicrobial activity
traction was 5.1 times higher than HD method. This method is The ability of plant essential oils to protect foods against
quicker (15 min compared with 3 h), provides a more valuable pathogenic and spoilage microorganisms has been reported
essential oil (with higher amounts of oxygenated compounds and (Lis-Balchin and others 1998; Friedman 2006; Rojas-Grau and
no significant presence of terpenes), and allows substantial savings others 2007). Among chemical components in several essential
of costs, in terms of both energy and plant material. Kubatova oils, carvacrol has been shown to exert a distinct antimicrobial
and others (2001) studied the subcritical water extraction of lac- action (Veldhuizen and others 2006). Carvacrol is the major com-
tones from a kava (Piper methysticum) root, compared to a Soxhlet ponent of essential oil from oregano (60% to 74% carvacrol) and
extraction with water. The extraction of ground samples with sub- thyme (45% carvacrol) (Lagouri and others 1993; Arrebola and
critical water at 100 C took 2 h, but the shorter time (20 min) others 1994). It has a broad spectrum of antimicrobial activity
was required when extraction was carried out at 175 C. Boiling against most gram-positive and gram-negative bacteria (Friedman
for 2 h and extraction with Soxhlet apparatus for 6 h showed the and others 2002). Carvacrol disintegrates the outer membrane of
lower yields by 40% to 60%, compared with that obtained using gram-negative bacteria, releasing lipopolysaccharides and increas-
subcritical water. ing the permeability of the cytoplasmic membrane to ATP (Burt
2004). For gram-positive bacteria, it is able to interact with the
Solvent-free microwave membranes of bacteria and alter the permeability for cations like
The disadvantages of conventional methods such as solvent or H+ and K+ (Veldhuizen and others 2006). In general, the higher
hydrodiffusion extraction are the losses of some volatile com- antimicrobial activity of essential oils is observed on gram-positive
pounds, low extraction efficiency, long extraction time, degra- bacteria than gram-negative bacteria (Kokoska and others 2002;
dation of unsaturated or ester compounds through thermal or Okoh and others 2010). Lipophilic ends of lipoteichoic acids in
hydrolytic effects, and toxic solvent residue in the extract (Pollien cell membrane of gram positive bacteria may facilitate the pen-
and others 1998; Luque de Castro and others 1999). These dis- etration of hydrophobic compounds of essential oils (Cox and
advantages have led to the consideration of the use of SFME. others 2000). On the other hand, the resistance of gram-negative
bacteria to essential oils is associated with the protecting role of ex- 2010), which possess strong antimicrobial activity by the disrup-
trinsic membrane proteins or cell wall lipopolysaccharides, which tion of bacteria membrane integrity (Knobloch and others 1989).
limits the diffusion rate of hydrophobic compounds through the Aguirre and others (2013); Burt (2004); and Pelissari and oth-
lipopolysaccharide layer (Burt 2004). The dissipation of ion gra- ers (2009) also reported that oregano essential oil had higher
dients leads to impairment of essential processes in the cell and antimicrobial activity against the gram-positive bacteria (S. au-
finally to cell death (Ultee and others 1999). The cytoplasmic reus) than gram-negative (E. coli and Pseudomonas aeruginosa). The
membrane of bacteria generally has 2 principal functions: (i) bar- main constituents of oregano essential oil are thymol, carvacrol,
rier function and energy transduction, which allow the membrane -therpinene, and -cymene (Lambert and others 2001; Burt
to form ion gradients that can be used to drive various processes, 2004; Aguirre and others 2013). However, Pseudomonas putida was
and (ii) formation of a matrix for membrane-embedded proteins resistant to carrot seed and parsley essential oils (Teixeira and oth-
(such as the membrane-integrated F0 complex of ATP synthase) ers 2013). E. coli and Salmonella typhimurium were also tolerant to
(Sikkema and others 1995; Hensel and others 1996). Antimicro- carrot seed, grapefruit, lemon, onion, and parsley essential oils.
bial mechanism of essential oil is proposed as shown in Figure 3. The greater resistance of gram-negative bacteria toward essential
The activity of the essential oils is related to composition, func- oils may be attributed to the complexity of their double-layer cell
tional groups, and synergistic interactions between components membrane, compared with the single-layer membrane of gram-
(Dorman and Deans 2000). The removal of the aliphatic ring sub- positive bacteria (Hogg 2005).
stituent of carvacrol slightly decreased the antimicrobial activity. Antimicrobial activity of Callistemon comboynensis essential oil
2-Amino--cymene has similar structure to cavacrol, except hy- was observed against gram-positive (B. subtilis and S. aureus), gram-
droxyl group (Figure 4). The lower activity by 3-fold of 2-amino- negative (Proteus vulgaris and P. aeruginosa), and a pathogenic fungus
-cymene, as compared to carvacrol, indicates the essential role of Candida albicans. This might be associated with the high content
hydroxyl group in antimicrobial activity of carvacrol (Veldhuizen of oxygenated constituents (Abdelhady and Aly 2012). Essential
and others 2006). The hydroxyl group present in the structure of oil of C. comboynensis leave consisted of 1,8-cineole (53.03%),
phenolic compounds confers antimicrobial activity and its relative eugenol (12.1%), methyl eugenol (8.3%), -terpineol (4.3%), and
position is very crucial for the effectiveness of these natural com- carveol (3.4%) (Abdelhady and Aly 2012). Teixeira and others
ponents; this can explain the superior antimicrobial activity of car- (2013) found that the highest reduction (8.0 log CFU/mL) was
vacrol, compared to other plant phenolics (Veldhuizen and others obtained when coriander, origanum, and rosemary essential oils
2006). at a level of 20 L were used to inhibit Listeria innocua. Thyme
Plant essential oils have been known as antimicrobial agents. Es- essential oil (20 L) was able to inhibit both L. innocua and Lis-
sential oil of rosemary (R. officinalis) exhibited both gram-positive teria monocytogenes. However, rosemary essential oil exhibited the
(Staphylococcus aureus and Bacillus subtilis) and gram-negative (Es- highest MIC (90.8 mg/mL) against Brochothrix thermosphacta and
cherichia coli and Klebsiella pneumoniae) bacteria (Okoh and others S. typhimurium. Thus, essential oils from the selected plants can be
2010). The major components of rosemary oil are monoterpenes used as antimicrobial agents for food applications as well as other
such as -pinene, -pinene, myrcene 1,8-cineole, borneol, cam- purposes; however, their activity depends on types of essential oil
phor, and verbinone (Santoyo and others 2005; Okoh and others used.
Figure 3Schematic illustration for the effect of essential oils on bacteria cell.
in Food Science
Antioxidant activity others 2007), m-thymol in thyme (Bozin and others 2006), and
Several compounds in essential oils have the structure mim- -citronellol or -citronellal in citronella (Ruberto and Baratta
icking the well-known plant phenols with antioxidant activity. 2000). However, the other antioxidant compounds in essential
Among the major compounds available in the oil, thymol and oils such as terpinene, ()-camphor, ()-bornylacetate, eucalyp-
carvacrol were reported to possess the highest antioxidant activity tol, and methylchavicol have been reported to exhibit antioxidant
(Dapkevicius and others 1998). Essential oils have several modes activity, but their amounts were probably too low to exhibit an-
of actions as antioxidant, such as prevention of chain initiation, tioxidant activity (Ruberto and Baratta 2000; Mitic-Culafic and
free radical scavengers, reducing agents, termination of peroxides, others 2009; Teixeira and others 2013). Antioxidant activity varies
prevention of continued hydrogen abstraction as well as quenchers with source of essential oils. Tongnuanchan and others (2013a)
of singlet oxygen formation and binding of transition metal ion reported that among essential oils from roots, plai essential oil
catalysts (Yildirim and others 2000; Mao and others 2006). With showed the highest DPPH radical scavenging activity, followed
those functions, essential oils can serve as the potential natural an- by turmeric and ginger essential oil, respectively. The highest
tioxidants, which can be used to prevent lipid oxidation in food 2,2-azino-bis (3-ethylbenzothiazoline-6-sulphonic acid) (ABTS)
systems. Phenolics are organic compounds consisting of hydroxyl radical scavenging activity was observed in turmeric essential oil,
group (-OH) attached directly to a carbon atom that is a part followed by plai and ginger essential oils. The differences in an-
of aromatic ring. The hydrogen atom of hydroxyl group can be tioxidative activity of different essential oils were mostly due to
donated to free radicals, thereby preventing other compounds to the differences in types and amounts of antioxidative components
be oxidized (Nguyen and others 2003). Teixeira and others (2013) present in essential oils (Burt 2004; Kordali and others 2005).
reported that the highest scavenging activity of DPPH radical was Antioxidative activity of essential oil is also affected by extraction
observed for clove and origanum essential oils with the EC50 val- method or solvents used. Sarikurkcu and others (2010) reported
ues of 35.7 1.2 and 46.8 0.4 g/mL, respectively. Clove and that free radical scavenging activity (DPPH assay) and reducing
origanum essential oils also showed the high ferric reducing power power of essential oil from Thymus longicaulis subsp. Longicaulis
(Teixeira and others 2013). The antioxidant capability of phenolic var. longicaulis extracted using HD method was lower than those
compounds is mainly due to their redox properties, which permit extracted using methanol or water. Methanol extract of Salvia
them to act as hydrogen donors, reducing agents, singlet oxygen tomentosa exhibited superior radical scavenging activity to other
quenchers as well as metal chelators (Kumar and others 2005). extracts (IC50 = 18.7l g/mL) (Tepe and others 2005). Nonpolar
The antioxidant activity is generally related with the major ac- extracts showed less effective activities than polar extracts. There-
tive compounds in essential oils such as eugenol in clove (Wei fore, antioxidative activity of essential oil is strictly related with
and Shibamoto 2010), carvacrol in origanum (Bounatirou and the polarities of their phytochemicals. The antioxidant activity of
essential oil from T. longicaulis subsp. longicaulis var. longicaulis ex- essential oils (Turina and others 2006). Hydrophobic essential oil
tracted by HD method at 2.0 mg/mL showed similar antioxidative could increase the hydrophobicity of films, thereby reducing the
activity to synthetic antioxidants butylated hydroxytoluene (BHT) water vapor migration through the film. Essential oils with low
and butylated hydroxyanisole (BHA) when tested by -carotene density are separated and localized at the upper surface of film,
linoleic acid model system and was higher than those extracted thereby forming the bilayer microstructure. In general, there was
with other solvents (Sarikurkcu and others 2010). In contrast, the no oil exudates on the film incorporated with low concentration
inhibition of linoleic acid oxidation of model system by essential (25%) of essential oil; however, at high concentration of essen-
oil of S. tomentosa (Miller) was lower than those extracted using tial oil (100%), some oil exudates were found at the surface of
solvents with different polarities and BHT (Tepe and others 2005). the films. The bilayer-morphological microstructure might con-
Abdelhady and Aly (2012) reported that C. comboynensis essential tribute to lower WVP of essential-oil-incorporated gelatin films
oil exhibited the antioxidant activity at a concentration of 1000 (Figure 5), compared with the control film. Atares and others
g/mL (91.1 0.3% inhibition), comparable to 100 g/mL gallic (2010a) studied the mechanical properties of soy protein isolate
acid (95.7 2% inhibition). It has been reported that nonphe- incorporated with cinnamon and ginger essential oil at differ-
nolic antioxidants of plant extracts might also contribute to the ent concentrations (protein to oil mass ratios: 1 : 0.025, 1 : 0.050,
antioxidant activity (Newman and others 2002; Hassimotto and 1 : 0.075, and 1 : 0.100). A slight decreasing trend of elastic mod-
others 2005). ulus (EM) was observed as the oil content increased. The WVP
Additionally, the harvesting period of plant also determines the was slightly reduced by both essential oils. The oil type signifi-
concentration of the major oil components such as phenolic com- cantly affected both tensile strength (resistance to elongation) and
pounds, which directly related with the antioxidant activity of EM (capacity for stretching) (Atares and others 2010a). Essen-
essential oils (Malatova and others 2011; Zheljazkov and others tial oils may cause some degree of rearrangement in the protein
2012; Wu and others 2013). network, thus strengthening and increasing the film resistance to
elongation. Moreover, Pires and others (2011) studied the effect
Active Packaging Containing Essential Oils of thyme essential oil incorporated in hake protein film. The ad-
and Applications dition of thyme oil significantly reduced the WVP. Nevertheless,
the addition of essential oil had impact on the transparency of film,
Development of active packaging depending on type and concentration of essential oils. The addi-
Nowadays, smart packaging has gained increasing attention, for tion of thyme oil decreased the transparency value of hake proteins
example, antimicrobial packaging, which can be applied to ex- films (Pires and others 2011). Table 4 presents the properties of
tend the shelf life of food and products (Appendini and Hotchkiss protein-based films containing various essential oils.
2002; Quintavalla and Vicini 2002). To enhance the property of The ability of plant essential oils to protect foods against
those packaging, antimicrobial compounds or extracts with the se- pathogenic and spoilage microorganisms has been reported by
lected bioactivity are incorporated. Thus, several approaches have several researchers (Lis-Balchin and others 1998; Friedman 2006;
been introduced, not only for increasing bioactivity but also mod- Rojas-Grau and others 2007). Film or packaging incorporated
ifying the property of biomaterials used for packaging. Among with essential oils can be employed as active packaging due to their
biomaterials, proteins have gained attention, due to their vari- antimicrobial or antioxidant activities. Seydim and Sarikus (2006)
ety in compositions, properties, as well as nutritive value. How- evaluated antimicrobial activity of whey-protein isolate-based edi-
ever, protein-based material for packaging is still encountering the ble films incorporated with oregano essential oil. Oregano essential
poor property, especially poor barrier property toward water va- oil added films exhibited the larger inhibitory zone on S. aureus
por. Chemical and enzyme treatment can be applied to modify with increasing levels of essential oil added. Table 5 presents the an-
polymer network through the cross-linking of the polymer chains timicrobial activities of biopolymer films containing various types
to improve the properties of protein film (Mahmoud and Savello of essential oils.
1993; Yildirim and Hettiarachchy 1997; De Carvalho and Grosso Films added with essential oils are shown to possess antioxi-
2004). Hydrophobic plasticizer can be used to improve water va- dant activities, which can vary with type and amount of essen-
por barrier property of films. However, it may yield films with tial oil incorporated. Gomez-Estaca and others (2009) reported
different properties. The incorporation of hydrophobic substances that bovine-hide and tuna skin gelatin films supplemented with
such as lipid, fatty acid, wax, and so on, has been implemented to oregano and rosemary extracts exhibited the reducing ability and
improve water vapor barrier property (Prodpran and others 2007; free-radical scavenging capacity. Antioxidant power was gener-
Limpisophon and others 2010; Soazo and others 2011). Hy- ally being proportional to the amount of added extract. Gelatin
drophobic materials such as essential oils have been incorporated films incorporated with different essential oils containing 30%
to improve water vapor barrier property of protein-based films, glycerol mostly had the higher antioxidant activity than those
for example, film from fish muscle protein, film from fish gelatin, with 20% glycerol (P < 0.05) (Tongnuanchan and others 2012).
and so on (Atares and others 2010a; Tongnuanchan and others More loosen structure of film network found in film contain-
2012, 2013a). Tongnuanchan and others (2012) reported that wa- ing 30% glycerol favored the release of essential oils with antiox-
ter vapor permeability (WVP) of fish skin gelatin film decreased idative activity (Tongnuanchan and others 2012). Antioxidative
markedly from 3.11 to 1.88, 1.89, and 2.45 1011 gm1 s1 Pa1 activities of gelatin films incorporated with essential oils were
(P < 0.05), when films were incorporated with ginger, turmeric, lower than those of pure essential oil, regardless of type of essen-
and plai essential oils, respectively, at a level of 100% based on pro- tial oil used. The interaction between gelatin and antioxidative
tein. The incorporation of ginger, turmeric, and plai essential oils compounds in essential oil thus lowers the release of those com-
at the highest level (100% based on protein) reduced WVP of film pounds (Tongnuanchan and others 2013a). Antioxidant activities
by 39.54%, 39.22%, and 21.22%, respectively. The result suggested of protein-based films containing various essential oils are shown in
different hydrophobicity of compounds present in different essen- Table 6.
tial oils used. Monoterpenes are highly hydrophobic substances However, film or packaging may have the smell of essential
found in essential oils, in which the content varied with types of oils due to its volatilization. The smell intensity of essential oil in
Mechanical properties
Protein type, Plasticizer, Essential oils, WVP(101 0 Transparency
concentration concentration concentration Thickness(mm) TS (MPa) EAB (%) g/m s Pa) (%) References
Hake muscle Glycerol, 59% Thyme (Thymus vulgaris L.), 0.025, 0.05, 0.022 to 0.025 4.13 to 6.67,3.30 111.2 to 129.8, 0.35 to 0.43 1.8 to 6.5 Pires and others
protein,1.5% (w/w) of protein 0.1, and 0.25 mL oil/g protein to 8.49 N 87.87 to 115.41 (2011)
(w/w) of FFS (Breaking force) (Puncture
deformation)
Soy protein isolate, Glycerol, 30% Cinnamon(Cinnamomum verum), 0.025, 11.0 to 17.6 3.4 to 7.5 0.46 to 0.64a Atares and others
8% (w/w) of FFS (w/w) of protein 0.05, 0.075, and 0.1 mL oil/g protein (2010a)
Ginger(Zingiber officinale), 0.025, 0.05, 4 to 8 1.7 to 3 0.56 to 0.68a
0.075, and 0.1 mL oil/g protein
Sodium caseinate, Glycerol, 30% Cinnamon (Cinnamomum verum), 0.025 22 and 24b 13 and 22b 0.64 and 0.57d Atares and others
Bioactivities and applications of essential oils . . .
8% (w/w) of FFS (w/w) of protein and 0.075 mL oil/g protein 10.2 and 11.4c 67 and 76c 2.14 and 1.7e (2010b)
Ginger(Zingiber officinale), 0.025 and 22 and 22b 18 and 16b 0.57 and 0.52d
0.075 mL oil/g protein 10 and 11.6c 57 and 72c 2.1 and 1.8e
Sunflower protein Glycerol, 1.5% Clove(Syzygium aromaticum) 0.080 0.01 2.5 0.2 24.9 1.7 1.16 0.09aa Salgado and others
concentrate, 5% (w/v) of FFS (2013)
(w/v) of FFS
Fish gelatin Glycerol,20% and Bergamot (Citrus bergamia), 50% (w/w) 0.047 and 0.048 42.42 and 36.52 15.29 and 19.19 3.15 and 3.22aaa 4.28 and 4.45 Tongnuanchan
(tilapia), 3.5% 30% (w/w) of of protein and others (2012)
(w/w) of FFS protein
Kaffir Lime Peel (Citrus hystrix DC) 0.048 and 0.047 36.87 and 34.22 31.43 and 30.93 2.95 and 3.38 5.48 and 5.56
Lemon, (Citrus limon) 0.048 and 0.048 32.82 and 31.06 39.06 and 52.66 2.81 and 2.85 5.46 and 5.31
Lime, (Citrus aurantifolia) 0.049 and 0.047 27.32 and 25.87 52.21 and 69.79 2.91 and 3.37 5.66 and 5.46
Fish gelatin Glycerol, 30% Ginger(Zingiber officinale), 25%, 50%, and 0.041 to 0.057 18.58 to 35.73 41.70 to 72.03 1.88 to 2.61aaa 1.60 to 3.02 Tongnuanchan
(tilapia), 3.5% (w/w) of protein 100% (w/w) of protein and others (2013a)
(w/w) of FFS
Tumeric(Curcuma longa) 0.041 to 0.053 23.34 to 34.04 42.96 to 72.80 1.89 to 2.48 1.45 to 1.63
Plai(Zingiber cassumunar roxb) 0.041 to 0.055 17.20 to 32.06 44.96 to 74.68 2.45 to 2.91 1.49 2.17
Fish gelatin Glycerol, 30% Lemongrass, (Cymbopogon citratus) 0.056 to 0.073 18.42 to 25.13 52.81 to 77.25 1.41 to 1.79 2.48 to 3.24 Tongnuanchan
(tilapia), 3.5% (w/w) of protein and others (2013b)
(w/w) of FFS
Basil, (Ocimum sanctum) 0.054 to 0.084 18.70 to 21.37 46.53 to 85.06 1.20 to 2.11 2.18 to 3.26
Citronella, (Cymbopogon nardus) 0.068 to 0.080 17.39 to 21.85 44.63 to 97.29 1.07 to 1.42 3.67 to 4.41
Kaffir Lime Leaf, (Citrus hystrix DC) 0.066 to 0.081 25.07 to 26.21 43.95 to 95.08 1.03 to 1.59 4.25 to 6.08
FFS = Film forming solution; WVP = water vapor permeability; a WVP unit (g mm/m2 h kPa); aa WVP unit (1010 g H2 O/Pa m s); WVP unit (1010 g H2 O/Pa m s); b, c Final moisture content in the film: 5 and 10 g water/100 g film,
respectively; d, e WVP of films tested at 25 C and 2 range of relative humidity (RH) (33% to 53% and 53 to 75, respectively).
Table 5Antimicrobial effect of biopolymer films containing various types of essential oils.
Table 6Antioxidative effect of protein-based films containing various types of essential oils.
Film forming Antioxidant activity
materials, Plasticizer, Essential oils, Reducing PCL
concentration concentration concentration DPPH ABTS power FRAP PCL-ACW PCL-ACL Chelatingactivity References
Fish gelatin Glycerol, 20% Bergamot(Citrus 0.25 and 0.42h 4.33 and 6.25i 1.17 and 2.15j Tongnuanchan
(tilapia), 3.5% and 30% bergamia), 50% (w/w) and others
(w/w) of FFS (w/w) of of protein (2012)
protein
Kaffir Lime(Citrus 0.04 and 0.13 1.98 and 3.99 0.36 and 0.68
hystrix)
Lemon(Citrus limon) 0.15 and 0.27 28.01 and 31.18 2.76 and 3.42
Lime(Citrus latifolia) 0.02 and 0.09 2.54 and 4.24 0.30 and 0.46
in Food Science
films increased with increasing essential oil levels. This might limit and Pseudomonas spp. population during 12 d of refrigeration stor-
the application of the film in food when it was incorporated at age (5 C). The total variable bacteria population of the samples
the high amount. However, smaller amount (25%) of essential oil wrapped with films containing the high essential oil level at day
added did not cause the detrimental effect on smell perception or 8 was 5.1 log CFU/cm2 , while the control had population of 8.4
unacceptability of the film (Tongnuanchan and others 2012). log CFU/cm2 . Since microbial loads higher than 107 CFU/cm2
Active film containing essential oil can be applied to extend are usually associated with off-odors (Ercolini and others 2006), it
the shelf life and maintain the quality of foods, such as meat, may be suggested that the use of WPI films containing 1.5% (w/w)
fish, and their products. Films can serve as carriers for various oregano oil could double the shelf life of fresh beef stored under
antimicrobial agent and antioxidant that can maintain fresh quality, refrigerated condition. Oussalah and others (2004) reported the
extend product shelf life, and reduce the risk of pathogen growth. application of milk protein films incorporated with essential oils
Table 7 presents the antimicrobial effect of active films containing (oregano, pimento, and mixed) on meat surfaces containing 103
various essential oils in food systems. CFU/cm2 of E. coli O157:H7 and Pseudomonas spp. Film contain-
ing oregano essential oil was the most effective in inhibition both
bacteria, whereas film with pimento oils seemed to be the least ef-
Use of packaging for meat and meat products fective against these 2 bacteria. The reduction of around 1 log unit
Microorganisms are responsible for meat spoilage. Most essential of E. coli O157:H7 and Pseudomonas spp. was observed at the end
oils are classified as generally recognized as safe (GRAS). However, of storage (day 7, at 4 C) when film containing oregano essential
their use as food preservatives is often limited due to flavoring oil was used, compared to samples without film coated. Ouattara
considerations (Zinoviadou and others 2009). The effectiveness and others (2000) reported that chitosan film incorporated with
of bioactive films containing essential oils against the spoilage or cinnamaldehyde reduced the growth of Lactobacillus sakei, Serratia
pathogenic bacteria in food system has been studied. Zinoviadou liquefaciens, and Enterobacteriaceae, on the surface of meat products
and others (2009) studied the antibacterial effects of WPI film (bologna, cooked ham, and pastrami). However, the films had no
containing oregano oil (0.5% and 1.5% w/w of Film forming effect or little effect on the numbers of lactic acid bacteria on
solution [FFS]) against total variable bacteria count, Pseudomonas bologna or pastrami, after 21 d of storage at 4 or 10 C. Zivanovic
spp. and lactic acid bacteria on beef cuts. The use of films con- and others (2005) tested the impact of chitosan film containing
taining the highest level of oregano oil (1.5% w/w of FFS) re- oregano essential oil (1% and 2% of FFS) on microbial growth of
sulted in a significant reduction of total variable bacteria count the inoculated bologna samples and stored for 5 d at 10 C. The
Figure 5Simplified illustration for the formation of emulsified and bilayer films from fish skin gelatin incorporated with essential oil.
Source: Adapted from Tongnuanchan and others (2013a).
Table 7Antimicrobial effect of active films containing various essential oils in food systems.
higher activity was obtained in films with 1% and 2% oregano permeable (Sikkema and others 1995). The intrinsic properties of
essential oil, which decreased the numbers of L. monocytogenes by the food (fat, protein, pH, and so on), as well as the environment
3.6 to 4 logs and E. coli O157:H7 by 3 logs, whereas the pure in which the food is maintained (storage temperature, packag-
chitosan films reduced L. monocytogenes by 2 logs. ing, and so on), may influence the prevention effect of essential
Essential oils are able to extend shelf life of foods by lower- oils (Tassou and others 1995; Burt 2004). Low pH and storage
ing lipid oxidation (Oussalah and others 2004; Zivanovic and temperature, decrease O2 concentrations, and high salt content
others 2005). Therefore, the incorporation of essential oils into the enhances the antimicrobial effect of essential oils, while high levels
biodegradable films could provide antioxidant activity for resulting of protein and fat and low water activity seem to protect bacte-
films. Oussalah and others (2004) reported that the incorporation ria from the inhibition by essential oils (Gomez-Estaca and others
of oregano essential oil into milk-protein-based film increased the 2010). However, soy protein film with oregano, thyme essential
ability to stabilize lipid oxidation in beef muscle samples during oil, and mixture of those did not have significant effects on to-
refrigerated storage. Moradi and others (2011) studied the an- tal viable counts, lactic acid bacteria and Staphylococcus spp. when
tioxidant effects of chitosan film containing Zatariamultiflora Boiss applied on ground beef patties. Nevertheless, the reduction in co-
essential oil (ZEO) wrapped on mortadella sausage during 21 d of liform and Pseudomonas spp. counts was observed. Gomez-Estaca
refrigeration storage (4 C). Lipid oxidation of samples decreased and others (2007) tested the antibacterial effects of gelatin-based
markedly at first 6 d when compared to samples wrapped with films added with an extract of oregano or rosemary against micro-
control film (without ZEO incorporated) and unwrapped samples bial spoilage in preserving cold-smoked sardine. Coating the fish
up to the end of storage. The most effectiveness was observed with films enriched with oregano or rosemary extract lowered
when samples packed with film containing 10 g/kg ZEO and the microbial growth by 1.99 and 1.54 log cycles, respectively, on
combination with 10 g/kg grape seed extract. day 16.
Salgado and others (2013) tested the antioxidant activity of sun-
Use of packaging for fish and fish products flower protein films enriched with clove essential oil in preserving
The antimicrobial effects of plant extracts including plant es- fish patties during 13 d of storage at 2C. The rate of malonalde-
sential oils on a wide range of microorganisms have been de- hyde production was lower in patties wrapped with clove contain-
scribed (Hammer and others 1999; Dorman and Deans 2000). ing films during the first 3 d of storage, indicating a noticeable
As a consequence, plant extracts have been used to preserve meat delay in hydroperoxide (primary lipid oxidation products) degra-
and fish products due to their antimicrobial and antioxidant ef- dation exerted by the clove essential oil components. This allowed
fects. Gomez-Estaca and others (2010) reported that the complex thiobarbituric acid-reactive substances (TBARS) remaining at the
gelatinchitosan film incorporated with clove essential oil was ap- lowest values during storage. Use of natural plant extracts to pre-
plied to fish during chilled storage and the growth was drastically vent lipid oxidation in fish has been reported (Gimenez and others
reduced for gram-negative bacteria, especially enterobacteria, and 2004; Serdaroglu and Felekoglu 2005). Gomez-Estaca and others
corresponded with the delay in total volatile base (TVB) produc- (2007) developed gelatin-based film enriched with oregano or
tion. Lactic acid bacteria remained practically constant during 11 rosemary essential oils to prevent lipid oxidation in cold-smoked
d of storage. H2 S-producing bacteria were also inhibited since sardine during 20 d of storage at 5 C. Coating the muscle with
their growth was interrupted with the application of the film. the films enriched with both essential oils, particularly oregano
This microbial inhibition could be attributed to the hydrophobic oil, lowered the lipid oxidation rate (as measured by the peroxide
nature of essential oil, which enable them and their components and TBARS indices) of the muscle. Therefore, the edible films
to partition in the lipids of the bacteria cell membrane and mi- with the added plant extracts could lower lipid oxidation levels in
tochondria while disturbing the structures and rendering it more food systems.
in Food Science
Conclusions Durling NE, Catchpole OJ, Grey JB, Webby RF, Mitchell KA, Foo LY, Perry NB. 2007.
Extraction of phenolics and essential oil from dried sage (Salvia officinalis) using ethanol-water
In summary, essential oils from different sources can be exploited mixtures. Food Chem 101:141724.
as the natural additives in foods. Essential oils with other bioac- Eikani MH, Golmohammad F, Rowshanzamir S. 2007. Subcritical water extraction of essential
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New technology for lowering the unique and undesirable smell seeds (CuminumcyminumL.). Flavour Frag J 14:2931.
El Ouariachi EM, Tomi P, Bouyanzer A, Hammouti B, Desjobert J-M, Costa J, Paolini J.
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capsulation, and so on, must be implemented. As a consequence, Ptychotisverticillata from Morocco. Food Chem Toxicol 49:5336.
Emiroglu ZK, Yemis GP, Coskun BK, Candogan K. 2010. Antimicrobial activity of soy edible
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should be conducted to maximize the activity of active com- Microbiol 72:466371.
pounds in essential oils. Therefore, it can serve as the convenient Farhat A, Fabiano-Tixier A-S, Maataoui ME, Maingonnat J-F, Romdhane M, Chemat F.
2011. Microwave steam diffusion for extraction of essential oil from orange peel: kinetic data,
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Farhat A, Fabiano-Tixier A-S, Visinoni F, Romdhane M, Chemat F. 2010. A surprising method
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