Table 2 1D and 2D nuclear magenetic resonance (NMR) data of metabolites M1 and M2. (δ in ppm, MeOH-d₄)

1

170.8

-

-

171.0

-

-

3

150.0

-

-

150.0

-

-

3a

156.0

-

-

156.1

-

-

4

18.7

2.48 (1H, ddd, J = 18.7, 5.6, 3.4 Hz)

C-5, 6, 7a

18.8

2.53 (2H, m)

C-3a, 5, 6, 7a

2.67 (1H, ddd, J = 18.2, 9.5, 5.8 Hz)

C-3a, 5, 6, 7a

5

24.3

2.01 (1H, m)

C-3a, 4

26.2

1.90 (1H, m)

C-3a, 4, 6, 7

2.18 (1H, ddd, J = 14.0, 8.9, 5.4 Hz)

C-3a, 4, 6, 7

2.01 (1H, dt, J = 13.7, 5.7 Hz)

C-3a, 4, 6, 7

6

79.5

4.07 (1H, m)

C-4, 7, 7a, 1′

70.2

4.13 (1H, m)

C-4, 5, 7, 7a

7

63.5

4.46 (1H, d, J = 3.3 Hz)

C-1, 3a, 5, 6, 7a

74.9

4.44 (1H, d, J = 3.9 Hz)

C-1, 3a, 5, 6, 7a, 1′

7a

126.4

-

-

125.3

-

-

8

114.4

5.45 (1H, t, J = 7.9 Hz)

C-3, 3a, 9, 10

115.2

5.48 (1H, t, J = 7.9 Hz)

C-3, 3a, 10

9

29.0

2.34 (2H, dd, J = 15.0, 7.6 Hz)

C-3, 8, 10, 11

29.1

2.34 (2H, dd, J = 15.0, 7.5 Hz)

C-3, 8, 10, 11

10

23.3

1.51 (2H, m)

C-8, 9, 11

23.3

1.52 (2H, dt, J = 14.7, 7.3 Hz)

C-8, 9, 11

11

14.1

0.96 (3H, t, J = 7.4 Hz)

C-9, 10

14.1

0.95 (3H, t, J = 7.4 Hz)

C-9, 10

1′

104.2

4.46 (1H, d, J = 7.8 Hz)

C-3′, 5′

104.7

4.68 (1H, d, J = 7.8 Hz)

C-7

2′

74.8

3.14 (1H, t, J = 8.3 Hz)

C-1′, 3′

75.1

3.20 (1H, t, J = 8.4 Hz)

C-1′, 3′

3′

77.9

3.38 (1H, t, J = 8.9 Hz)

C-2′, 4′

77.8

3.42 (1H, t, J = 6.0 Hz)

C-4′

4′

73.6

3.41 (1H, t, J = 9.1 Hz)

C-3′, 6′

73.6

3.44 (1H, t, J = 5.8 Hz)

C-3′, 6′

5′

76.4

3.57 (1H, d, J = 9.4 Hz)

C-1′, 3′, 4′, 6′

75.8

3.63 (1H, m)

C-1′, 3′, 4′, 6′

6′

176.8

-

-

176.8

-

-