university of kwazulu-natal faculty of science and agriculture school ...

1 H
Position
Compound V Langlois, 2000 Compound V Kongduang et al., 2008
19 0.67, s 0.70, s 19.39 19.38
20 40.48 40.50
22
23
4.99, dd
(J = 8.56, 15.12 Hz)
5.13, dd
(J = 8.64, 15.16 Hz)
5.00, dd
(J = 7.60, 15.38 Hz)
5.15, dd
(J = 11.53, 15.38 Hz)
13 C
138.31 138.32
129.29 129.22
24 2.25, m 2.21, m 51.24 51.21
25 32.42 31.87
26
27
0.89, d
(J = 7.18 Hz)
0.80, d
(J = 6.24 Hz)
0.90, d
(J = 6.53 Hz)
0.78, d
(J = 6.35 Hz)
20.20 21.20
18.98 18.95
28 25.40 25.40
29
0.82, t
(J = 6.28 Hz)
0.80, t
(J = 6.5 Hz)
12.24 12.25
NB. Langlois (2000) did not report the 13 C NMR data for stigmasterol
Kongduang et al. (2008) did not report the 1 H NMR data for stigmasterol
Table 26: 1 H and 13 C NMR data of lupeol (VI) compared with reference data (CDCl3,
400MHz)
1 H
Position
Compound VI
Burns et al., 2000
(500MHz)
Compound VI
Burns et al., 2000
(500MHz)
1
0.90
1.67
38.71 38.72
2
1.60
1.56
27.42 27.42
3
3.19, dd
(J = 5.04, 11.17 Hz)
3.19 79.01 79.02
-OH 1.26
4 38.86 38.87
5
0.68, d
(J = 9.12 Hz)
55.30 55.31
6
1.51
1.39
18.32 18.33
7 1.39 34.29 34.29
8 40.84 40.84
9 1.27 50.44 50.35
10 37.17 37.18
11
1.41
1.23
20.93 20.94
12
1.07
1.67
25.15 25.16
13 1.66 38.06 38.07
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13 C
131