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(all-
E
)
25
20
15
9(
Z
)
9΄(
Z
)
13(
Z
)
13΄(
Z
)
15(
Z
)
9/9΄di-
10
(
Z
)
0
5
10
15
Retention time (min)
20
25
FIGURE 4.14
Capillary HPLC separation of anhydrolutein I isomers on a C
30
phase. (From Hentschel, P.
et al.,
J. Chromatogr. A
, 285, 2006. With permission.)
10
9
10
8
8
9
HO
(9-
Z
)
(all-
E
)
H
HOH
Δδ(8) = 0.58 ppm
Δδ(10) = -0.11 ppm
Isomerization shifts:
8/ 10 /8΄
4΄/7
/10΄
11/15
11΄/15/15΄
12/12΄
14/14΄
8΄/10΄
4΄/7
15΄
11΄
12
14΄
8
14/12΄
3΄
7΄
1
3΄
7΄
10
6.8
6.6
6.4
6.2
6.0
5.8
5.6
ppm
6.8
6.6
6.4
6.2
6.0
5.8
5.6
ppm
FIGURE 4.15
Stopped-l ow capillary
1
H-NMR spectra of (all-
E
) and (9-
Z
) anhydrolutein I. (From Hentschel,
P. et al.,
J. Chromatogr. A
, 285, 2006. With permission.)
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