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VOLATILE COMPOUNDS IN TOMATO-BASED DRIED PRODUCTS 233
in tomato powder prepared using maltodextrin or tapioca distillation and extraction technique. After being washed
flour. with distilled water, tomatoes were cooled to 2 C. The skin
and kernel were separated manually by using a stainless steel
MATERIAL AND METHODS knife and the pulp macerated. The extraction conditions
Material were initially optimized by varying the parameters such as
Tomatoes were purchased from a local market in the city pulp weight (100, 150, 200 g), volume of water used for
of Aracaju, situated in the northeast region of Brazil. The dilution (100, 150, 200, 250, 300 mL), solvent (hexane or a
tomatoes were transported to the laboratory in the Federal mixture of pentane and ethyl ether), and extraction period
University of Sergipe in small cardboard boxes and did not (40, 50, 60, 70, 80 min) with the objective to separate a large
have any application whatsoever of inhibitor or accelerator number of compounds on chromatographic analyses. The
for the control of maturation. Ripe tomatoes, free from any volatile extracts were finally obtained at optimized
apparent skin damage, were selected for analysis. The organic conditions by using 100 g of juice diluted with 200 mL of
solvents and authentic standard flavor compounds used in distilled water and extraction performed with 20 mL of
volatiles identification were of pure grade (purity >97.7%) pentane-ethyl ether (2:1) for 30 min. However, the samples
of Merck and Sigma=Aldrich companies located at Rio de withdrawn during drying were diluted with 500 mL of
Janeiro and São Paulo, respectively. distilled water. The extracts thus obtained were concentrated
to a final volume of 0.3 mL under the flow of nitrogen gas.[14]
Methods
Preparation of Tomato Powder High-Resolution Gas Chromatography=Mass
After washing the ripe tomatoes with chlorinated water Spectrometry
(70 ppm of available chlorine), tomatoes were blanched in A combined system of a gas chromatograph (Varian GC
boiling water for 10 s to facilitate the removal of skin and 3800, Varian Associates, CA, USA) coupled with a mass
hence the extraction of juice. The juice was obtained in a spectrometer (MS; Saturn 2000 R, Varian Associates, CA,
small-scale fruit extractor wherein skin, seeds, and long fibers USA) and the workstation was used. Two microliters of
were removed. The juice thus collected was further filtered the concentrated volatile extract was injected in the
through anhydrous sodium sulphate and dried initially under column in a split (1:50) mode. Capillary GC investigations
vacuum in a rotary evaporator for about 2 h to a final volume were carried out on a 30 m (length) 0.25 mm (internal
of 30% of the fresh juice. The concentrated juice was dried in a diameter) innophase bondable polyethylene glycol polar
cabinet dryer (Model 170, Fabbe-Primar, São Paulo) capillary column (HP-INNOWax; 0.25 mm film thickness;
equipped with forced air circulation. Two other products Hewlett Packard, Inc., Palo Alto, CA). The other GC-MS
using concentrated tomato juice mixed with 5% maltodextrin analytical conditions were as described earlier.[14]
or 5% tapioca flour were also elaborated. The selection of this
concentration (5%) was based on their maximum concen- Compounds Identification
tration, which resulted in uniform distribution of these com- The linear retention index (RI) values for unknowns
pounds in the concentrated juice, without presenting any were determined based on retention time data obtained
clogging or agglomerating effects. The concentrated juice by analyzing a series of normal alkanes (C8–C21). Volatile
was uniformly spread in thin layer form in three trays. For components were positively identified by matching their
the drying study, the initial temperatures were varied (40, RI values and mass spectra with those of standards, also
60, and 80 C) and final optimum drying conditions were run under identical chromatographic conditions in the
established at temperature of 60 C, relative humidity of laboratory.
25%, and linear air velocity of 5 m=min. The main criterion
for selection of 60 C for drying was that it resulted in better RESULTS AND DISCUSSION
quality product with more appealing color. Higher drying Table 1 lists the volatile compounds identified in the
temperature (80 C) resulted in dark powder, whereas lower fresh tomato juice, dehydrated tomato powder, and tomato
temperature resulted in extremely slow drying. The dryer powder prepared with the addition of either 5% maltodex-
was adjusted to operate with low air circulation to avoid trin or 5% tapioca flour. The data show the peak area
any carrying over of small fine particles of the powder. percentage values for various compounds identified. It is
Samples were withdrawn during drying of tomato powder observed that some compounds have the superscript letter
at intervals of 10 min for the total drying period of 140 min b, which signifies that the compound was tentatively ident-
and analyzed for the presence of volatile constituents. ified because there was no pure standard compound that
could be run under the identical analytical conditions.
Volatiles Isolation Thus the identification was considered tentative when it
The volatile compounds were extracted using Likens and was based mainly on matching an unknown mass spectrum
Nickerson’s[19] apparatus, which applies the simultaneous with a spectrum available on the National Institute of
234 NARAIN ET AL.
TABLE 1
Volatile compounds identified in tomato juice and dried tomato powders
Tomato powder
Number Compound Fresh tomato juice Juice Juice þ maltodextrin Juice þ tapioca flour
1 Acetaldehydea 1.22 2.37 1.68 2.39
2 Ethyl acetatea 5.66 0.32 2.45 1.68
3 2-Methyl furana 0.23 X ND 0.34
4 Methanola 0.32 0.01 0.33 0.03
5 3-Methyl butanala X ND X 0.40
6 Dimethyl sulfidea ND 2.58 5.74 7.37
7 Isopropyl acetatea X ND X X
8 1-Propanola X ND X X
9 3-Methyl-2-butanonea X X X ND
10 2-Propanola X ND ND ND
11 Ethanola 1.33 0.42 0.56 0.05
12 2-Ethyl furana 0.66 5.23 4.71 7.17
13 Propyl acetatea X ND X ND
14 Pentanala X ND X ND
15 Methyl butyratea X ND ND ND
16 2-Pentanonea 6.86 5.12 2.89 4.76
17 4-Methyl-2-pentanonea X X X
18 3-Methyl-2-pentanonea X X
19 2-Methyl-2-butanola X ND ND X
20 3-Methyl butyric acida 2.15 4.86 4.12 4.28
21 Hexanala 6.12 4.12 8.65 7.43
22 2-Butanola 0.87 0.01 X X
23 a-Pinenea 0.45 0.01 ND 0.05
24 1-Butanola 8.32 5.32 4.74 6.79
25 Butyl acetatea 0.01 0.06 0.96 0.01
26 2-Hexanonea X ND X X
27 Diethyl disulfidea ND 0.82 0.43 0.98
28 2-Methylthiophenea ND ND X X
29 3-Methyl-2-butanola 2.98 X X ND
30 3-Pentanola ND ND X X
31 1-Penten-3-onea X ND ND ND
32 4-Heptanonea X X ND ND
33 3-Methyl-2-buten-1-olb 1.62 ND 1.45 X
34 3-Methyl-1-penten-3-ola X X X X
35 (E)-2-Pentenala X ND X ND
36 4-Penten-2-ola 2.31 X 1.35 X
37 1-Hexen-3-ola X X X X
38 5-Methyl-2-hexanonea 4.79 ND 4.06 ND
39 3-Heptanonea X X X X
40 2-Methyl-3-pentanola X ND ND ND
41 Propyl propanoatea X ND X X
42 Amyl acetatea X ND ND ND
43 3-Penten-2-ola X ND X X
44 Heptanala 2.65 0.67 3.12 1.68
45 Methyl hexanoatea X ND ND X
46 (E)-Hex-2-enala 0.56 0.22 0.15 0.68
(Continued )
VOLATILE COMPOUNDS IN TOMATO-BASED DRIED PRODUCTS 235
TABLE 1
Continued
Tomato powder
Number Compound Fresh tomato juice Juice Juice þ maltodextrin Juice þ tapioca flour
47 3-Methyl-2-pentanola X ND X ND
48 2-Methyl-1-butanola X ND X X
49 b-Phellandrenea 0.03 0.01 0.43 0.01
50 2-Hexanola ND ND X X
51 c-Terpineola 2.79 0.32 1.02 ND
52 (Z)-3-Hexenala 0.52 X X X
53 (Z)-4-Heptenala X X X X
54 Styrenea X ND X X
55 1-Pentanola 0.05 0.03 0.08 0.53
56 Hexyl acetatea X ND X X
57 Butyl sulfideb X X X X
58 2-Octanonea X ND ND X
59 Methyl heptanoatea X X X X
60 4-Penten-1-ola ND 0.02 0.04 X
61 Hexanola 5.23 3.42 5.93 4.18
62 (E)-2-Heptenala X ND X X
63 6-Methyl-5-hepten-2-onea X X X X
64 (Z)-3-Hexenyl acetatea X ND X X
65 (E)-2-Octenala 0.32 ND 0.22 X
66 3-Nonanonea 0.06 0.28 0.41 0.21
67 (E)-3-Hexen-1-ola 0.56 0.68 0.45 X
68 (E,E)-2,4-Heptadienalb X 0.01 X 0.04
69 2-Ethyl-1-hexanola 0.01 X X ND
70 3-Octanola X ND 0.01 X
71 (Z)-3-Hexenala 6.05 3.41 5.25 3.12
72 2-Acetylthiazoleb X ND X 1.39
73 2-Butoxy-ethanolb X 2.96 ND 0.65
74 2,6-Dimethyl-5-heptenalb X ND X X
75 (E)-4-Hexen-1-ola 0.03 0.01 0.06 0.12
76 2-Octanola X ND X ND
77 (E)-linalool oxidea 0.06 0.05 0.01 X
78 Ethyl caprylatea X X X X
79 1-Octen-3-ola 0.09 0.03 0.05 0.42
80 Pentyl butanoatea X ND ND ND
81 (E)-2-Nonenala 0.03 0.01 X 0.03
82 Furfurala 0.43 0.73 0.49 0.78
83 Geraniala X X X X
84 2-Decanonea X X X X
85 (E,E)-2,4-Octadienalb X X ND ND
86 2-Acetyl furana 0.03 0.75 0.23 X
87 6-Undecanonea X ND X X
88 Benzaldehydea 1.23 0.42 1.89 0.37
89 Linaloola 4.23 3.10 4.54 2.12
90 2-Undecanonea X ND ND ND
91 5-Hydroxymethylfurfurala 2.16 7.85 4.32 9.12
92 1,2-Propane-diola ND ND X X
(Continued )
236 NARAIN ET AL.
TABLE 1
Continued
Tomato powder
Number Compound Fresh tomato juice Juice Juice þ maltodextrin Juice þ tapioca flour
93 Acetophenonea X X X X
94 Neralb 0.29 0.57 0.89 0.31
95 b-Damascenoneb 0.04 0.23 0.12 0.11
96 a-Terpineola 2.52 5.89 7.27 6.53
97 2,4-Decadienala X X X X
98 Benzyl acetatea X 1.79 X
99 Decanola X ND X X
100 4-Methylacetophenonea X 1.08 ND ND
101 a-Iononea 0.59 1.09 0.24 1.84
102 2-Decenala X ND ND ND
103 Geranyl butanoatea 12.46 7.86 10.53 8.48
104 b-Iononea 0.23 0.11 X 0.33
105 Geranyl acetonea 0.32 0.67 0.23 0.75
106 Methyl salicylatea 0.04 ND X X
107 Eugenola 5.55 2.82 5.43 5.83
a
Identified positively based on retention index data and spectrum verification from the NIST mass library or literature[11,14] along
with the standards run under identical analytical conditions.
b
Identified tentatively based on retention index data and spectrum verification from the NIST mass library or literature.[11,14]
X: signifies that the compound was identified but its concentration was lower than 0.01% area in the chromatogram.
ND: Not detected.
Standards and Technology mass spectral data system or The main volatile compounds identified in tomato and
the literature.[20–22] dried products were dimethyl sulfide, 3-hexanol, ethanol,
In a typical chromatogram analyzed for the volatile butanol, 2-pentanone, geranyl butanoate, 5-methyl 2
extracts obtained from tomato powder and fresh tomato hexanone, heptanal, hexanol, eugenol, linalool, (Z)-3-
juice, 107 components were separated, out of which, 98 hexenal, a-terpineol, 5-hydroxymethyl furfural, geranyl
compounds were positively identified and 9 tentatively acetone, and acetophenone. Buttery et al.[23] reported the
identified. In the list of all volatile compounds identified presence of tomato aroma characteristic compounds as
either in tomato juice or dehydrated tomato powders, 10 (Z)-3-hexanal, (Z)-3-hexanol, hexanal, 1-penten-3-one,
compounds were not present in tomato juice, which could 3-methyl butanal, (E)-2-hexenal, 6-methyl-5-hepten-2-one,
be generated due to the chemical reactions involved with methyl salicylate, 2-isobutylthiazole, and b-ionone. Most
the processing of tomato powder. Qualitatively 40 com- of these compounds were identified in the fresh tomato
pounds in tomato powder, 16 in tomato powder prepared juice. The quantitative data presented in Table 1 show
with the addition of 5% maltodextrin, and 23 in tomato changes in several compounds belonging to saturated and
powder prepared with the addition of 5% tapioca flour in unsaturated C6 alcohols, aldehydes, esters, and ketones
the list of compounds originally present in fresh tomato that changed during the drying of tomato powders. Servili
juice were not present. Quantitatively, the total volatiles et al.[24] selected pentanal, 2,4-hexadienal, (E)-2-octenal,
retentions in dried products based on fresh tomato juice neral, geranial, 2,4-decadienal, and b-ionone as markers
were 78.34, 97.53, and 93.36% for tomato powder prepared for fresh tomato flavor and 2-methyl furan and 2,4-
without any addition, tomato powder prepared with the nonadienal for cooked flavor notes but no odor threshold
addition of 5% maltodextrin, and tomato powder prepared impact of these compounds was reported. In this work,
with the addition of 5% tapioca flour, respectively. These pentanal, geranial, 2,4-decadienal were present in
figures prove that the volatiles retention was high in tomato extremely low concentrations in fresh tomato juice,
powder prepared with the addition of either maltodextrin whereas (E)-2-octenal, neral, and b-ionone were found in
or tapioca flour. The use of these substances resulted in relatively higher concentrations (Table 1). The aroma
flavor stability during the drying process. impact of sulfur compounds in food products is well
VOLATILE COMPOUNDS IN TOMATO-BASED DRIED PRODUCTS 237
ACKNOWLEDGMENTS
The principal author thanks the Conselho Nacional de
Desenvolvimento Cientifico e Tecnologico (CNPq), Brazil,
for awarding a fellowship.
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