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Abstract: The sweet smell of aroma of Jasminum sambac (L.) Ait. is releasing while the flowers are
blooming. Although components of volatile oil have been extensively studied, there are problematic issues,
such as low efficiency of yield, flavour distortion. Here, the subcritical fluid extraction (SFE) was performed
to extract fragrant volatiles from activated carbon that had absorbed the aroma of jasmine flowers. This
novel method could effectively obtain main aromatic compounds with quality significantly better than
solvent extraction (SE). Based on the analysis data with response surface methodology (RSM), we optimized
the extraction conditions which consisted of a temperature of 44℃, a solvent-to-material ratio of 3.5:1, and
an extraction time of 53 min. Under these conditions, the extraction yield was 4.91%. Furthermore, the key
jasmine essence oil components, benzyl acetate and linalool, increase 7 fold and 2 fold respectively which
lead to strong typical smell of the jasmine oil. The new method can reduce spicy components which lead to
the essential oils smelling sweeter. Thus, the quality of the jasmine essence oil was dramatically improved
and yields based on the key component increased dramatically. Our results provide a new effective
technique for extracting fragrant volatiles from jasmine flowers.
Key words: subcritical dimethyl ether extraction, fragrant volatiles, Jasminum sambac (L.) Ait., response surface
methodology
*
Correspondence to: Xinyi Jin, Department of Tea Science, College of Horticulture, Fujian Agriculture and Forestry University, 15
Shangxiadian Rd, Cangshan District, Fuzhou 350002, Fujian Province, China
E-mail: jxy0427@126.com
Accepted February 26, 2015 (received for review January 21, 2015)
Journal of Oleo Science ISSN 1345-8957 print / ISSN 1347-3352 online
http://www.jstage.jst.go.jp/browse/jos/ http://mc.manusriptcentral.com/jjocs
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Q. Ye, X. Jin and X. Zhu et al.
logical revolution in the extraction industry while it has not 2. 2 Preliminary treatment on Jasmine flowers for aroma
been studied in the extraction of the aroma from jasmine absorption
flowers . The jasmine flowers 2100 g were spread uniformly at 4
Among several solvents could be chosen, we applied di- cm thick on a shelf in a closed device. The aroma absorp-
methyl ether(DME)as a subcritical fluid due to following tion process was performed at a temperature of 35℃ with
advantages:(i)low normal boiling point(−24.8℃)13) (ii)
, a gas flow of 35 L/min at 85% humidity for 18 hours. An
high affinity for oily substances and partially miscibility AC absorption column(containing 450 g of AC)pulled the
with water14), and (iii) approval as a safe extraction solvent jasmine aroma in a certain velocity of 35 L/min by continu-
for the production of foodstuffs and food ingredients by ally adding fresh oxygen into the device with the flower
the European Food Safety Authority15). DME can be used shelf. After absorption, the weight of the AC was increased
to extract volatile oils( fragrant volatiles)from jasmine to 560 grams. The fully blended AC with aroma was sealed
flowers and is suitable for producing scented tea. in the valve bags, and stored at 4℃ until use. For each test,
Although many different adsorbents can be used on 308 grams of AC (which was equivalent to 1155 g of original
purpose, activated carbon(AC)is less cost than other ma- jasmine flowers)was used to extract the fragrant volatiles.
terials16, 17), and also show competitive adsorption capaci-
ty18−21). Generally, AC is easily used at a low heat of adsorp- 2.3 Solvent extraction
tion, and it is reproducible either by increasing the Activated carbon(300 g)was loaded into glass column.
temperature(Temperature Swing Adsorption, TSA)or by The column was also poured with petroleum. The extract-
decreasing the pressure, at atmospheric value(Pressure ant was dried over anhydrous sodium sulfate and evaporat-
Swing Adsorption, PSA)or under vacuum(Vacuum Swing ed at 35℃ under reduced pressure( 0.1 Mpa)by rotary
Adsorption,VSA)22). To improve the quality, simplify the evaporator(RE252AA, Haiya Rong Biochemical Instrument
processing and decrease the cost, the present study was in China) . The volatileoil was hermetically sealed in brown
performed by utilising previous research on AC, which was bottle and stored in the refrigerator at 4℃. The extraction
found significantly improved absorption of fragrances23). was repeated three times.
To further improve the process, subcritical fluid extrac-
tion was used to extract the fragrant volatiles. Normally, 2.4 Subcritical fluid extraction
temperature and pressure are two of the extraction factors. The apparatus used for extractions on the laboratory
In preliminary experiments, we found that the temperature scale was supplied by Henan Subcritical Biological Technol-
and the pressure were inseparable, ie, when the tempera- ogy Co., Ltd,(China) and is shown in Fig. 1. This apparatus
ture increases, the pressure consequently rises. We just includes a working extractor that corresponds to a
take the temperature as one of the extraction parameters. maximum solvent volume of 5 L. The working conditions
Therefore, the extraction parameters studied here included included pressures and temperature ranging from 0.65
temperature/pressure, extraction time, and solvent-to-ma- MPa to 1.05 MPa and 30℃ to 50℃, respectively.
terial(activated carbon)ratio. The aim of this work was to The apparatus was used as follows: the extractor was
optimize processing conditions by applying response filled with AC, which was wrapped with gauze, and then
surface methodology (RSM) with a three-variable-three-lev- closed. The vacuum pump was opened until the extractor
el Box-Behnken design (BBD) . vacuum pressure was reached. Liquid DME was pumped in
to fill the extractor, which was heated with hot water
through the bottom of the extractor until the desired tem-
perature was reached. The pressure was controlled by
2 Materials and methods maintaining a constant temperature. As time passed, the
2.1 Materials and chemicals aromatic substances were dispersed and dissolved in the
Coconut shell activated carbon JH-16×32 was pur- subcritical solvent. The solution flowed into the separator.
chased from Jiangsu Chia Charcoal Technology Co., Ltd., The DME became gaseous by vacuum distillation and was
China. The activated carbon was dried in oven at 120℃ for condensed using a cooler. Liquid DME flowed into the col-
3 hours before use. lector for recycling. The extracted compounds(fragrant
Double petal stage Jasminum sambac(L.)Ait. flowers volatiles)were collected in a vessel. The same sample was
were obtained from Fuzhou of Fujian province in China. extracted twice at the same temperature, solvent ratio, and
DME was obtained from Anyang Glencore Energy Devel- extraction time to improve the extraction yield.
opment Co., Ltd(China) and was 99.9% pure.
Sodium sulfate anhydrous was obtained from Sinopharm 2.5 Experimental design for response surface methodol-
Chemical Reagent Co.,Ltd. ogy(RSM)
The three-factor-three-level BBD(software Design-Ex-
pert 8.0.1.0, Stat-Ease, Inc., Minneapolis, U.S.)was em-
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J. Oleo Sci. 64, (6) 645-652 (2015)
subcritical fluid extraction for fragrant volatiles from Jasmine
Fig. 1 A schematic diagram of the subcritical fluid extraction apparatus: (1) control system, (2) DME tank, (3)
collector, (4) cooler, (5) filter holder, (6) flow tank, (7) extractor, (8) separator, (9) collecting vessel, (10) water
tank, (11) buffer tank, (12) heater, (13) vacuum pump, and (14) compressor; V1-V12: valves.
ployed to optimize the synthetic conditions and to assess Xj denote the independent variables24). The statistical sig-
the compositions for GC-MS analyses with RSM. The ex- nificance of the terms in the regression equation was ex-
tractions were performed at temperatures ranging from 35 amined with an analysis of variance(ANOVA)for each re-
to 45℃, extraction times from 30 to 60 min, and solvent- sponse. The terms that were statistically identified as non-
to- material ratios between 2:1 and 4:1. This experimental significant were excluded from the initial model, and the
domain was determined on the basis of single factor experi- experimental data were only re-fitted to the significant(p ≤
ments. For all experiments, the pressure was changed in 0.05)parameters. A simultaneous optimization was ob-
response to the temperature changes (i.e., 35℃ was always tained by using the desirability function proposed by25).
equal to 0.75 MPa). The optimized conditions of the independent variables
The whole design consisted of 15 experimental points were further applied to validate the model by using the
and was performed in random order, as shown in Table 1. same previous experimental procedure, and the prediction
Three replicates at the center of the design were used for power of the models was verified by comparing the theo-
estimating the pure error of the sum of squares. The retical predicted data with the experimental data.
response(the output of the experimental design, which is
noted as Y)of the experimental design was the recovered 2.6 Calculating the extraction yield
fragrant volatile mass. The extractions were repeated in triplicate, and the
A second-order polynomial equation was used to fit the yields were expressed as the mean value. The amount of
experimental data for the studied variables. The gener- fragrant volatiles was measured gravimetrically after the
alised second-order polynomial model that was used in the (%)
collection. The extraction yield was then calculated as
response surface analysis was shown in the following equa- the percent ratio of the mass of fragrant volatiles to the
tion: mass of jasmine flowers used for AC absorption, according
to the following formula:
Y=β 0+ β i Xi+ β ii Xi2+ β ij Xi Xj (1)
where Y represents the predicted response; β0, βi, βii, and Extraction yield %=(mass of fragrant volatiles / mass of
βij are the regression coefficients for the intercept, linear, jasmine)×100%. (2)
quadratic, and interaction terms, respectively; and Xi and
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J. Oleo Sci. 64, (6) 645-652 (2015)
Q. Ye, X. Jin and X. Zhu et al.
Table 1 BBD matrix and response values for the extraction yields of jasmine flowers.
Independent variables Extraction yields (%)
Run Temperature Solvent -to- Extraction
Experimental Predicted
(℃) X1 material ratio X2 time (min) X3
1 35 2:1 45 4.26 4.20
2 45 2:1 45 4.40 4.33
3 35 4:1 45 4.64 4.71
4 45 4:1 45 4.89 4.95
5 35 3:1 30 4.29 4.30
6 45 3:1 30 4.40 4.42
7 35 3:1 60 4.70 4.68
8 45 3:1 60 4.95 4.94
9 40 2:1 30 3.75 3.80
10 40 4:1 30 4.76 4.68
11 40 2:1 60 4.48 4.56
12 40 4:1 60 4.88 4.83
13 40 3:1 45 4.80 4.81
14 40 3:1 45 4.94 4.81
15 40 3:1 45 4.70 4.81
Table 2 SE and SFE impact on quality and yields of the jasmine fragrance volatiles.
Representative components Contents by Contents by Yeilds by SE Yeilds by SFE
(Compounds) SE(%) SFE(%) (mg/kg) (mg/kg)
Benzyl acetate 6.21 37.93 62.10 455.16
Linalool 16.91 31.14 169.10 373.68
(Z)-3-Hexen-1-ol acetate 10.62 6.90 106.20 82.80
cis-3-Hexenyl isovalerate 2.44 0.31 24.40 3.72
Z-3-Hexenyl benzoate 6.95 3.47 69.50 41.64
Caryophyllene 13.25 0.26 132.50 3.12
α-Caryophyllene 9.24 0.25 92.40 3.00
Essence oils 100 100 1000±10.00 1200±27.00
Note:
1.GC-MS analysis applied for the contents of the fragrance volatiles from Jasminum sambac (L.)
Ait, throgutht SE (solvent extraction) and SFE(subcritical fluid extraction).
2.Yeild was calculated for each conponent based on the 1 kg jasmine flowers.
455.16mg benzyl acetate yielded from 1 kg of jasmine RSM for the extraction yield are given in Table 3. Consider-
flowers by processing methods of SFE, while only 62.10 mg able variations exists in the extraction yield depending on
was obtained from the same amount of the flowers, which the extraction conditions. The regression coefficients of
was accounted to 7 fold difference between two methods the intercept, linear, quadratic, and interaction terms of
of SFE/SE(Table2) . Linalool is a key component of jasmine the model were calculated using the least squares tech-
essence oil, and an alcohol component in the flower28, 30). nique. These findings are presented in Table 3. A second-
Our data showed that SFE enhanced the levels of the oils order polynomial equation in terms of the actual factors
about 2 fold(Table 2) . was found that demonstrated the empirical relations
between the independent variables and response Y for the
3.2 The extraction technology oil yield as follows:
3.2.1 Analysis of response surface
The experimental matrix design, experimental values, Y(%)=4.81+0.094X 1+0.29X 2+0.23X 3+0.027X 1X 2+
and predicted values based on experiments proposed by 0.035X1X3−0.15X2X3−0.074X12−0.19X22−0.15X32,
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Q. Ye, X. Jin and X. Zhu et al.
Fig. 2 (a) Estimated response surface by plotting extraction yield(%) versus temperature (X1) and solvent-to-material
ratio(X2) at time of 45 min; (b) estimated response surface by plotting extraction yield(%) versus temperature
(X1) and time (X3) at solvent-to-material ratio of 3:1; (c) estimated response surface by plotting extraction
yield(%) versus solvent-to-material ratio(X2) and time (X3) at temperature of 40℃.
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J. Oleo Sci. 64, (6) 645-652 (2015)
subcritical fluid extraction for fragrant volatiles from Jasmine
between the material and the solvent, which correspond- tion for jasmine fragrant volatiles. RSM was applied to opti-
ingly improved the mass transfer rate and accelerated dis- mize the extraction conditions. The optimal conditions for
solution of the fragrant volatiles32), our result further con- extraction were as follows: temperature of 44℃, solvent-
firmed this claim. Furthermore, DME was easily liquefiable to-material ratio of 3.5:1, and extraction time of 53 min.
at or slightly above room temperature, was miscible with Under these optimal conditions, the predicted and experi-
polar solvents in its liquefied state and was a good solvent mental values confirmed the validity of this model for the
for extracting lipophilic compounds from both wet and dry fragrant volatile extraction process. This extraction
feed materials33, 34). DME approved high affinity for oily method can be applied for aroma extraction from jasmine
substances and partially miscibility with water. However, flowers in both high yield and quality, which could finally
the yield then decreased, likely as a result of solvent satu- lead to food application, especially high quality jasmine tea
ration. Figure 2( a)also demonstrates that the highest processing without climate or timing limitation and with
value extraction yield was obtained at a temperature of lower labor cost.
40℃ and a solvent-to-material ratio of 3:1.
(b)depicts the interaction between temperature
Figure 2
and extraction time. The extraction yield first increased as
the extraction time increased from 35 min to 45 min and Acknowledgement
then decreased gradually as the extraction time was in- This research was financially supported by National De-
creased beyond 45 min. This result was likely caused by p a r t m e n t o f S c i e n c e a n d Te c h n o l o g y o f C h i n a
the instability of fragrant volatiles when the extraction (2014BAD06B06).
time increased at the fixed temperature. Figure 2(b)also
shows that the highest value extraction yield was achieved
at a temperature of 40℃ and an extraction time of 45 min.
Figure 2(c)illustrates the interaction between the ratio References
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J. Oleo Sci. 64, (6) 645-652 (2015)
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