Agriculture Reference
In-Depth Information
Table 12.2
Concentrations (mg/100 g fresh weight) of phenolics of selected fruit crops
Total
Hydroxycinnamic
Flavan-
Fruit
phenols
acid derivatives
Anthocyanins
Flavonols
3-ols
Tannins
10-2,160 (P a )
Apples
50-1,100
6-134
18-41 (P)
0.2-16
400-3,500
Blueberry
381-4,651
188-211
160-503
2.4-2.9
5-20
Cranberry
46-172
14-33
6-20
100
Grape (white)
350 (P)
1.3-87 (P)
0
8.1-8.2
1.4-53 (P)
17 (P)
Grape (red)
900-950
10-109 (P)
8.388
1.9-10
220-370
32-78 (P)
Orange
831
14-16
050-100
Peach
28-180
8-75
0
0.4-1
5.3-14
90-120
Pear
123-400
170
5-10 (P)
4-160 (P)
0.1-6.2
53
Plum
167-200
12-94
2-5.3
2-5.2
1.8-6.1
76-150
Strawberry
85
1.4-3.1
28-70
2.1-17
2.4-9.6
110-150
Adapted from Kalt (2001).
a “P” indicates the peel tissue.
and other hydroxycinnamates in fruits and fruit products especially wine and cider are
primarily responsible for bitterness and astringency (Marvin and Nagel, 1982).
Chlorogenic acids possess various antioxidant properties. In an in vitro study by Meyer
et al. (1998), chlorogenic has been shown to inhibit the oxidation of low-density lipoprotein
(LDL) by 86-91% at a concentration of 5
M. The prevention of LDL oxidation has been
associated with decreased incidence of atherogenesis and coronary heart disease. Chloro-
genic acid has also been attributed to having inhibitory effects on glucose-6-phosphate
translocase (Gl-6-P translocase). This in turn can reduce the hepatic glucose production
and the severity of non-insulin-dependent diabetes mellitus (Hemmerle et al., 1997). Anti-
carcinogenic activity has also been shown to exist in chlorogenic acid. Chan et al. (1986)
have demonstrated that chlorogenic acid has the ability to suppress the mutagenic proper-
ties of N -methyl- N -nitro- N -nitrosoguanidine (MNNG) in Salmonella typhimurium strain
TA1535. By feeding hamsters a diet composed of 0.025% chlorogenic acid for 24 weeks,
the incidence of methylazoxymethanol acetate-induced liver and bowel cancer was reduced
(Mori et al., 1986).
μ
12.4 Distribution of flavonoids in fruits
Flavonoids represent the most common and widely distributed group of phenolics in fruits.
More than 6,000 different flavonoids have been characterized from higher plants. Their
common structure is C 6 C 3 C 6 and consists of two aromatic rings linked through three
carbons that usually form an oxygenated heterocycle (Harborne, 1980). Figure 12.1 shows
the basic structure and the system used for the carbon numbering of the flavonoid nucleus.
Structural variations within the rings subdivide the flavonoids into several families: fla-
vanone, flavonols, flavones, flavanols, anthocyanidins, dihydrochalcones, and others. These
flavonoids often occur as glycosides, glycosylation rendering the molecule more water sol-
uble and less reactive toward free radicals. Further modification occurs at various stages,
resulting in an alteration in the extent of hydroxylation, methylation, isoprenylation, dimer-
ization, and glycosylation (producing O- or C-glycosides). The sugar most commonly
involved in glycoside formation is glucose, although galactose, rhamnose, xylose, and
arabinose also occur, as well as disaccharides such as rutinose. Phenolic compounds act as
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