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Food Chemistry
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Phenolics proles of olive fruits (Olea europaea L.) and oils from Ayvalk, Domat and
Gemlik varieties at different ripening stages
Ayhan Dagdelen a, Glendam Tmen b, Mehmet Musa zcan c,, Ekrem Dndar b
a
a r t i c l e
i n f o
Article history:
Received 27 November 2010
Received in revised form 15 April 2012
Accepted 3 July 2012
Available online 28 July 2012
Keywords:
Olive
Fruit
Ripening period
Oil
Organic acids
Phenolic compounds
a b s t r a c t
Phenolic compounds in olive fruit and oils obtained from Ayvalk, Domat and Gemlik olive varieties collected at different ripening periods were evaluated by High Performance Liquid Chromatography (HPLC).
Gallic acid and p-cumaric acid were identied for Ayvalk and Domat at each period of ripening, respectively. In addition, gallic acid, p-cumaric acid, sinapinic and apigenin acids were detected in Gemlik olive
fruit. Hydroxytyrosol, rutin, oleoropein, luteolin, tyrosol, vanilic acid and gallic acid in Ayvalk olive fruit
in all ripening periods were determined. The tyrasol contents varied between 0.18 to 1.57 mg/kg. Luteolin
contents of olive oils ranged at the levels between 0.12 to 2.28 mg/kg. In contrast, oils had the lowest
syringic, p-cumaric, chlorogenic and ferulic acids. Vanillic acid contents of oils ranged between 0.08 to
2.38 mg/kg.
2012 Elsevier Ltd. All rights reserved.
1. Introduction
The olive tree (Oleo europaea) is widely cultivated for the production of both oil and table olives and is of signicant economic
importance. During olive growth, a number of physical and chemical changes occur, many of which are important for the production
of both olives and olive oil (Menz & Vriesekoop, 2010). Olive oil is a
key component of the traditional Mediterranean diet, which is believed to be associated with a relatively long life in good health
(Hrncirik & Fritsche, 2004). Virgin olive oil is unique amongst other
vegetable oils because of the high level of particular phenolic compounds, to which, together with the high content of unsaturated
fatty acids, the health benets of virgin olive oil are attributed (Visioli & Galli, 1998). Olive oil phenolics also contribute to the characteristic taste and the high stability of virgin olive oil against
oxidation (Tsimidou, 1998). The phenolic fraction of virgin olive
oil consists of a heterogeneous mixture of compounds, each of
which vary in chemical properties and impact on the quality of virgin olive oil (Brenes, Garcia, Garcia, Rios, & Garrido, 1999).
Maturity is one of the most important factors associated with
the quality evaluation of fruits and vegetables (Beltran, Del Rio,
Sanchez, & Martinez, 2004a; Beltran, Del Rio, Sanchez, & Martinez,
Corresponding author. Tel.: +90 332 2232933; fax: +90 332 2410108.
E-mail address: mozcan@selcuk.edu.tr (M.M. zcan).
0308-8146/$ - see front matter 2012 Elsevier Ltd. All rights reserved.
http://dx.doi.org/10.1016/j.foodchem.2012.07.046
2004b; Bianchi, 2003; Matos et al.,2007). In addition, harvest timing can have a signicant effect on oil quality (Issaoui et al., 2008).
The phenolic content of olive fruits is important for a variety of
reasons (Esti, Cinquanta, & Notte, 1998; Ryan & Robards, 1998).
Esti et al. (1998) have also reported data for the phenolic content
of olives during maturation but their results were restricted to
an examination of changes during a relatively short period of harvest time.
The aim of this study was to evaluate phenolic compounds in
olive fruit and oils obtained from Atvalk, Domat and Gemlik olive
varieties collected at different ripening periods.
42
Gemlik
Domat
Within each column, values followed by differennt letters are signicantly at p 6 0.01 level.
a
Sinamic
o-cumaric
0.00 0.00i
8.45 0.01b
11.67 0.10a
6.89 0.04c
0.00 0.00i
0.00 0.00i
0.36 0.01
0.51 0.02h
0.52 0.02h
0.00 0.00i
0.60 0.02g
2.32 0.06f
3.86 0.02e
5.59 0.02d
0.00 0.00i
0.00 0.00c
0.00 0.00c
1.62 0.39b
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
7.44 0.21a
0.00 0.00c
Benzoic
Sinapinic
0.00 0.00h
2.06 0.08c
0.39 0.03f
0.00 0.00h
1.70 0.02d
1.18 0.05e
0.00 0.00h
0.19 0.02g
0.00 0.00h
1.79 0.12d
2.51 0.12a
1.86 0.09d
2.67 0.06a
2.53 0.06a
2.33 0.16b
0.00 0.00f
0.65 0.03c
0.00 0.00f
0.00 0.00f
0.00 0.00f
0.36 0.03e
1.63 0.10a
0.00 0.00f
0.00 0.00f
0.00 0.00f
0.00 0.00f
0.49 0.02d
0.00 0.00f
0.85 0.01b
0.00 0.00f
Ferulic
p-cumaric
3.92 0.06b
8.09 0.03a
1.22 0.02g
0.26 0.00j
0.00 0.00h
0.68 0.02
0.25 0.06j
0.71 0.03
1.75 0.05e
0.87 0.07h
2.36 0.01d
2.94 0.03c
0.50 0.03i
0.48 0.01i
1.52 0.03f
0.34 0.01g
0.97 0.03e
0.70 0.05f
0.00 0.00h
3.14 0.20a
0.00 0.00h
2.10 0.15c
1.72 0.12d
0.00 0.00h
0.48 0.02g
0.10 0.01h
2.35 0.06b
3.28 0.04a
0.00 0.00h
0.82 0.02ef
Syringic
Elenolic
7.12 0.49a
0.00 0.00g
0.00 0.00g
1.97 0.05d
1.52 0.14e
3.30 0.11c
0.00 0.00g
0.00 0.00g
0.00 0.00g
1.53 0.04e
0.68 0.02f
0.00 0.00g
0.00 0.00g
0.00 0.00g
5.77 0.27b
1.38 0.05c
0.00 0.00f
0.00 0.00f
1.92 0.10a
0.00 0.00f
0.00 0.00f
0.00 0.00f
0.00 0.00f
0.00 0.00f
0.00 0.00f
1.51 0.11b
0.89 0.02d
0.00 0.00f
0.19 0.05e
0.00 0.00f
Cafeic
Vanillic
4.74 0.02h
9.17 0.32e
6.87 0.31f
3.53 0.06
2.59 0.11i
7.03 0.09f
10.00 0.31d
9.67 0.39de
9.66 0.17de
15.88 0.40c
9.21 0.27e
30.98 0.86a
5.59 0.15g
4.21 0.09h
17.98 0.08b
4.05 0.13d
8.82 0.10a
0.00 0.00h
1.34 0.02g
5.16 0.31c
6.05 0.03b
0.00 0.00h
0.00 0.00h
2.52 0.05f
3.32 0.58e
0.00 0.00h
0.00 0.00h
0.00 0.00h
3.02 0.23e
0.00 0.00h
Chlorogenic
Gallic
Periods
Variations in organic acid compositions and Duncan multiplied test results of Ayvalk, Domat and Gemlik cultivars during
ripening period are given in Table 1. The concentrations of the
main phenolic compounds were expressed as mg per kg of olive
fruit samples obtained at ve different maturation stages from
the three cultivars studied. About twenty phenolic compounds
were established in all olive varieties. Gallic acid and p-cumaric
acid were identied for Ayvalk and Domat at the each period
of ripening, respectively. In addition, gallic acid, p-cumaric acid,
sinapinic and apigenin acid were established in fruits of Gemlik
(Table 1) Hydroxytyrosol, rutin, oleoropein, luteolin and tyrosol
in Ayvalk fruits in all ripening periods were observed (Table 2).
Also, while hydroxytyrosol, oleuropein, tyrosol, vanilic acid, rutin,
luteolin and p-cumaric acid were determined as major phenolics
in Domat olive fruits, hydroxytyrosol, oleuropein, rutin, tyrosol,
vanilic acid, luteolin, sinapinic acid, p-cumaric acid, gallic acid
and apigenin were found as major phenolic compounds in that
of Gemlik. Levels of total phenolic compounds slightly decreased
over the ripening stage. One of the difculties associated with olive maturation studies is the precise identication of the various
August
September
October
November
December
August
September
October
November
December
August
September
October
November
December
Varieties
Ayvalk
Table 1
Phenolic acid contents and Duncan multiplied test results of Ayvalk, Domat and Gemlik olive fruits during ripening perioda (n:3)(ppm).
0.41 0.04
0.95 0.05f
0.37 0.02
0.69 0.05g
2.13 0.03b
1.41 0.01d
0.00 0.00i
3.40 0.03a
1.58 0.05c
0.58 0.02h
0.35 0.03
1.17 0.05e
0.37 0.02
1.17 0.06e
0.94 0.03f
0.00 0.00f
0.05 0.00c
0.00 0.00f
0.02 0.00e
0.00 0.00f
0.00 0.00f
0.01 0.01e
0.00 0.00f
0.00 0.00f
0.04 0.00d
0.12 0.01b
0.05 0.01cd
0.00 0.00f
0.05 0.00c
0.21 0.01a
43
Table 2
Phenolic alcohol, aldehyde, avonoid and secoiridoit (ppm) contents and Duncan multiplied test results of Ayvalk, Domat and Gemlik olive fruits during ripening perioda (n:3).
Varieties
Periods
Hydroksityrosol
Tyrozol
Vanilin
Rutin
Oleuropein
Quercetin
Luteolin
Apigenin
Ayvalk
August
September
October
November
December
August
September
October
November
December
August
September
October
November
December
201.55 1.65h
517.78 1.70a
167.41 2.82i
224.26 0.31f
466.05 5.40b
271.71 2.95c
190.62 3.39
264.92 5.15d
212.12 0.75g
249.86 1.57e
145.63 2.64k
148.21 0.84k
119.47 2.61l
155.61 0.93j
253.67 4.61e
27.83 0.19b
18.70 0.74d
8.17 1.07 f
4.48 0.05g
3.02 0.08g
52.17 0.33a
22.30 2.77c
11.72 0.28e
21.97 0.08c
11.78 0.34e
21.34 0.36c
22.41 0.30c
13.31 0.18e
3.25 0.18g
28.70 1.14b
0.16 0.01fg
0.82 0.03c
0.00 0.00h
0.51 0.03d
0.00 0.00h
0.15 0.01g
0.11 0.02g
0.00 0.00h
0.09 0.00g
0.00 0.00h
2.96 0.13a
0.24 0.01f
0.42 0.01e
2.04 0.04b
0.00 0.00h
167.33 0.55b
92.94 1.34d
150.51 5.28c
60.83 4.06e
167.50 0.14b
4.11 0.04ij
3.61 0.03ij
6.65 0.53i
2.21 0.04j
9.23 0.32h
10.64 0.17h
26.63 0.78g
11.55 0.25h
47.49 0.06f
172.81 0.83a
209.58 0.57a
72.35 0.30e
22.15 0.34
43.93 0.52g
108.23 4.11c
53.56 1.98f
10.01 0.07j
36.96 0.46h
18.68 0.50i
15.78 0.63i
23.41 0.37
56.76 1.13f
33.85 1.07h
98.24 1.92d
146.62 1.85b
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
1.20 0.05b
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.00 0.00c
2.87 0.07a
0.00 0.00c
11.78 0.14d
20.54 0.07b
13.52 0.56c
13.59 0.14c
6.76 0.79e
1.44 0.03h
1.85 0.06h
1.26 0.05h
0.83 0.03
3.96 0.06f
4.51 0.03f
11.82 0.06d
3.06 0.03g
2.78 0.03g
22.79 0.13a
1.70 0.03c
2.35 0.01a
0.31 0.02f
0.60 0.03e
0.00 0.00j
0.16 0.01h
0.11 0.01
0.05 0.00i
0.16 0.01h
0.00 0.00j
0.33 0.01f
1.14 0.01d
0.28 0.01g
0.13 0.01
1.92 0.01b
Domat
Gemlik
Within each column, values followed by differennt letters are signicantly at p 6 0.01 level.
600.00
250.00
500.00
Ayvalk
Domat
300.00
Gemlik
200.00
100.00
0.00
oleuropein
hydroxytyrosol
200.00
400.00
Ayvalk
150.00
Domat
Gemlik
100.00
50.00
August
September
October
November December
physiological stages. The use of harvest date versus change in phenolic content makes no allowance for the vastly different rates of
maturation of the olive fruit on the some tree (Ryan, Robards, & Lavee,1999a, 1999b). The oleuropein content of Ayvalk fruits at initial harvest was 209.58 mg/kg and then displayed a progressive
decrease with maturation from green, through purple and black
fruits. In contrast, the oleuropein content of Gemlik showed an initial slight decrease from 23.41 mg/kg but then increased by 6.5%
from 23.41 0.37 mg/kg to 146.62 1.85 mg/kg between harvest
1 and 5 before decreasing again consistent with the ndings of
Amiot, Fleuriet, and Macheix (1989) who observed a decline in
oleuropein content with fruit maturity. The increase in oleuropein
content during the early stages of development has been attributed
to a growth phase (Amiot et al.,1989) that occurs prior to that of
green maturation and is characterised by an accumulation of oleuropein. The main phenolic component found in olive fruits studied
was oleuropein, as previously reported (Amiot, Fleuriet, & Macheix,
1986; Amiot et al., 1989; Gomez-Rico et al., 2008; Servili, Baldioli,
Selvaggini, Macchioni, & Montedoro, 1999). In a previous study, the
levels of oleuropein in the Arbequina cultivar decreased from 2230
to 60 mg/kg (3% of its initial content) during fruit ripening and
from 11600 to 6040 mg/kg for the Cornicabra variety (55% of initial
content) (Gomez-Rico et al., 2008).
The concentration of the phenol hydroxytyrosol increased as
the fruit ripened. Statistical differences were found in these increases for nearly all of the varieties studied. The level of this phenolic acid probably increased as the result of the degradation of the
oleuropein during fruit ripening due to the increased activity of
some hydrolytic enzymes during maturation (Amiot et al., 1989;
Esti et al., 1998). Hydroxytyrosol contents of all varieties ranged
0.00
August
September
October
November
December
Fig. 2. Tyrosol contents of Ayvalk, Domat and Gemlik olive fruits at different
ripening periods.
44
Table 3
Phenolic acid contents and Duncan multiplied test results of Ayvalk, Domat and Gemlik olive oils during ripening perioda (n:3)(ppm).
Varieties
Periods
Vanillic
Syringic
p-cumaric
Chlorogenic
Ferulic
Ayvalk
August
September
October
November
December
August
September
October
November
December
August
September
October
November
December
0.66 0.04g
1.29 0.01de
1.04 0.00ef
1.29 0.19de
1.09 0.01ef
0.08 0.01h
1.11 0.09ef
1.49 0.13cd
2.37 0.26a
1.78 0.02b
0.98 0.04f
2.26 0.23a
1.65 0.16bc
2.38 0.10a
1.15 0.05ef
0.01 0.00bc
0.01 0.00bc
0.02 0.01ab
0.01 0.00bc
0.01 0.00bc
0.01 0.00bc
0.01 0.00bc
0.01 0.01bc
0.02 0.01ab
0.01 0.00bc
0.02 0.00a
0.01 0.00bc
0.01 0.00bc
0.01 0.00c
0.01 0.00bc
0.20 0.02d
0.26 0.01c
0.09 0.01f
0.32 0.05b
0.40 0.01a
0.00 0.00
0.04 0.00gh
0.02 0.00h
0.10 0.01ef
0.24 0.01c
0.05 0.01g
0.12 0.01e
0.04 0.01gh
0.07 0.00fg
0.07 0.01fg
0.00 0.00c
0.00 0.00c
0.00 0.00b
0.02 0.01c
0.02 0.00b
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.02 0.00b
0.02 0.00b
0.00 0.00c
0.00 0.00c
0.00 0.00c
0.02 0.01b
0.03 0.00a
0.00 0.00e
0.00 0.00e
0.07 0.01b
0.13 0.02a
0.12 0.00a
0.00 0.00e
0.00 0.00e
0.05 0.00c
0.07 0.01b
0.12 0.00a
0.00 0.00e
0.00 0.00e
0.04 0.01d
0.06 0.00bc
0.03 0.00d
Domat
Gemlik
Within each column, values followed by differennt letters are signicantly at p 6 0.01 level.
Table 4
Phenolic alcohol, aldehyde, avonoid and secoiridoit (ppm) contents and Duncan multiplied test results of Ayvalk, Domat and Gemlik olive oils during ripening perioda (n:3).
Varieties
Periods
Hiydroxytyrosol
Tyrozol
Vanillin
Apigenin
Luteolin
Rutin
Ayvalk
August
September
October
November
December
August
September
October
November
December
August
September
October
November
December
0.09 0.01gh
0.34 0.01f
0.80 0.00b
0.65 0.10c
0.52 0.01e
0.00 0.00h
0.26 0.01f
1.15 0.11a
0.30 0.02f
0.78 0.01b
0.16 0.01g
0.16 0.01g
0.63 0.06cd
0.55 0.03de
0.35 0.02f
0.99 0.04de
0.80 0.03fgh
0.68 0.02h
0.90 0.12ef
1.13 0.02cd
0.18 0.00i
0.72 0.05gh
0.66 0.17h
0.87 0.01efg
0.80 0.02fgh
1.57 0.03a
0.55 0.04
1.19 0.10bc
1.29 0.09b
0.53 0.01
0.70 0.04b
0.39 0.01d
0.18 0.01gh
0.17 0.03gh
0.16 0.00gh
4.09 0.02a
0.32 0.03e
0.13 0.02h
0.16 0.02gh
0.12 0.00i
0.65 0.02c
0.27 0.03f
0.19 0.02g
0.12 0.00i
0.08 0.01i
0.36 0.05d
0.74 0.01c
0.81 0.01c
0.79 0.11c
0.93 0.02b
0.23 0.01e
0.00 0.00g
0.06 0.00fg
0.13 0.01f
0.23 0.01e
0.06 0.00fg
0.32 0.02d
0.38 0.02d
1.04 0.03a
0.90 0.02b
0.27 0.03fg
1.35 0.05d
1.67 0.04c
1.89 0.22b
2.28 0.03a
0.00 0.00h
0.12 0.01gh
0.23 0.03fg
0.25 0.02fg
1.42 0.02d
0.28 0.02fg
0.35 0.03f
0.53 0.06e
1.34 0.06d
1.74 0.04c
5.98 0.12a
0.00 0.00e
0.00 0.00e
0.00 0.00e
0.00 0.00e
1.35 0.03d
0.00 0.00e
5.50 0.42b
0.00 0.00e
0.00 0.00e
3.64 0.14c
0.00 0.00e
0.00 0.00e
0.00 0.00e
0.00 0.00e
Domat
Gemlik
Within each column, values followed by differennt letters are signicantly at p 6 0.01 level.
45
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