Table 3 1D and 2D nuclear magenetic resonance (NMR) data of metabolites M3 and M4. (δ in ppm, MeOH-d₄)

1

169.9

-

-

170.8

-

-

3

149.7

-

-

150.0

-

-

3a

152.9

-

-

153.4

-

-

4

21.2

2.46 (1H, m)

C-3a, 5, 6, 7a

17.4

2.46 (1H, m)

C-3a, 5, 6, 7a

2.57 (1H, m)

2.50 (1H, m)

C-3a, 5, 7a

5

26.9

1.94 (2H, m)

C-3a, 4, 6, 7

24.6

1.95 (2H, m)

C- 3a, 4, 6, 7

6

70.3

4.08 (1H, dt, J = 11.2, 3.6 Hz)

C-4, 5, 7

70.0

4.17 (1H, m)

C-4, 7a

7

45.4

3.86 (1H, d, J = 3.8 Hz)

C-1, 3a, 5, 6, 7a, 10′

43.1

3.59 (1H, s)

C-1, 3a, 5, 6, 7a, 10′

7a

127.3

-

-

125.7

-

-

8

114.5

5.37 (1H, t, J = 7.9 Hz)

C-3, 3a, 10

114.2

5.40 (1H, t, J = 7.9 Hz)

C-3, 3a, 10

9

29.1

2.29 (2H, dd, J = 15.0, 7.6 Hz)

C-3, 8, 10, 11

29.0

2.31 (2H, dd, J = 15.0, 7.5 Hz)

C-3, 8, 10, 11

10

23.3

1.48 (2H, dd, J = 14.7, 7.4 Hz)

C-8, 9, 11

23.3

1.48 (2H, m)

C-8, 9, 11

11

14.1

0.93 (3H, m)

C-9, 10

14.1

0.93 (3H, t, J = 7.4 Hz)

C-9, 10

1′

174.2

-

-

174.5

-

-

2′

55.8

3.63 (1H, m)

C-1′, 3′, 5′

55.7

3.63 (1H, t, J = 6 Hz)

C-1′, 3′, 5′

3′

33.3

2.60 (2H, m)

C-2′, 4′, 5′

33.2

2.54 (2H, m)

C-2′, 4′, 5′

4′

27.8

2.15 (2H, dt, J = 14.3, 7.3 Hz)

C-2′, 3′, 5′

28.0

2.13 (2H, m)

C-2′, 3′, 5′

5′

175.6

-

-

175.4

-

-

6′

55.0

4.67 (1H, m)

C-5′, 7′, 10′

55.0

4.66 (1, m)

C-5′, 7′, 10′

7′

172.3

-

-

172.2

-

-

8′

44.6

3.72 (2H, s)

C-7′, 9′

44.7

3.69 (1H, d, J = 17.1 Hz)

C-7′, 9′

3.77 (1H, d, J = 17.1 Hz)

C-7′, 9′

9′

176.1

-

-

176.4

-

-

10′

36.7

3.12 (1H, dd, J = 14.2, 7.7 Hz)

C-7, 6′, 7′

35.7

3.00 (1H, dd, J = 13.9, 8.4 Hz)

C-7, 6′, 7′

3.22 (1H, dd, J = 14.1, 5.0 Hz)

3.22 (1H, dd, J = 13.9, 5.3 Hz)

C-7, 7′