Food Biochemistry and Food Processing (2 edition)

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BLBS102-c37 BLBS102-Simpson March 21, 2012 14:15 Trim: 276mm X 219mm Printer Name: Yet to Come


714 Part 6: Health/Functional Foods

2-Phenyl-1,4-benzopyrone
(The basic backbone
structure of flavonoids)

Myricetin

O

OH
OH

OH

OH

OH
OH

OH

OH

OH
OH

HO B
A

O

O

OH

HO
A

O

B

O

OH

HO

B
O
A

O

O

Quercetin

Kaempferol

Catechin

Apigenin

Genistein

Naringenin

Naringin

O

OH O

OH
O O

O

O
O
OH
OH

OHO

HO

HO

OH

H 3 C
HO

HO

OH

O

OH

HO
OH

OH

OH

O

OH O

HO

OH

O

HO O

HO

OH

OH

O

OH O

OH

O O

O

O

O

OHO

OH

HO

HO

H 3 C

HO

HO OH

OCH 3

HO

OCH 3

Hesperidin

Hesperetin

Figure 37.7.Structures of common flavonoids.

have a common core structure, the benzopyrone ring (Fig. 37.7),
which bears a structural resemblance to the flavylium ion of
anthocyanins or anthocyanidins (Fig. 37.6). Flavonoids are sub-
divided into five sub-classes: the flavanols, the flavanones, the
flavonols, the flavones, and the isoflavones. These five groups of
compounds exhibit subtle differences in structure, such as de-
gree of saturation or unsaturation, and/or position of substituent
groups (Fig. 37.7). Examples of the flavanols are catechin, epi-

catechin, epigallocatechin, epicatechin gallate, epigallocatechin
gallate, and theaflavins; examples of the flavanones are butin,
hesperidin, hesperetin, naringenin and naringin; the flavonols
include azaleatin, quercitin, kaempferol, myricetin, morin, and
rhamnetin; members of the flavones family include apigenin,
baicalein, chrysin, luteolin, tangeritin, and wogonin; and the
isoflavones are typified by daidzein, genistein, and glycitein.
The flavonoids have lower coloring power compared with the
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