New Techniques of Structure Elucidation for Sesquiterpenes
265
HO
O
O
O
HO
O
Br
Br
Br
65
64
66
67
1
2
3
4
5
6 7
8
9
10
11
12
13
14
15
O
O
68
A similar molecular modeling approach was applied to valeranone (69), a rearranged sesquiterpenoid with antispasmodic activity isolated from Valeriana officinalis [32] and to morelianone (70), a sesquiterpenoid with an interesting and intense
woody odor [33]. This tricyclic structure was obtained by a Wagner-Meerwin rearrangement of the longipinane derivatives isolated from Stevia salicifolia. Table 1
shows the calculated vicinal coupling constants of 69 and 70 in comparison with the
experimental values, and Fig. 1 displays the minimum energy molecular models of
lippifolianone (65), valeranone (69), and morelianone (70).
Fig. 1 Minimum energy molecular models of lippifolianone (65), valeranone (69), and morelianone
(70)
265
HO
O
O
O
HO
O
Br
Br
Br
65
64
66
67
1
2
3
4
5
6 7
8
9
10
11
12
13
14
15
O
O
68
A similar molecular modeling approach was applied to valeranone (69), a rearranged sesquiterpenoid with antispasmodic activity isolated from Valeriana officinalis [32] and to morelianone (70), a sesquiterpenoid with an interesting and intense
woody odor [33]. This tricyclic structure was obtained by a Wagner-Meerwin rearrangement of the longipinane derivatives isolated from Stevia salicifolia. Table 1
shows the calculated vicinal coupling constants of 69 and 70 in comparison with the
experimental values, and Fig. 1 displays the minimum energy molecular models of
lippifolianone (65), valeranone (69), and morelianone (70).
Fig. 1 Minimum energy molecular models of lippifolianone (65), valeranone (69), and morelianone
(70)