Table 3 1H NMR data of flavichalasines F–M (6–13) (J in Hz).

From: Flavichalasines A–M, cytochalasan alkaloids from Aspergillus flavipes

no.

6 a

7 b

8 a

9 a

10 a

11 a

12 a

13 a

3

3.25 m

3.03 m

3.26 dd (8.2, 5.6)

3.22 m

3.23 ddd (9.1, 5.0, 2.0)

3.18 ddd (9.0, 4.6, 2.7)

3.21 ddd (8.9, 4.8, 2.3)

3.20 ddd (9.1, 4.7, 2.6)

4

2.53 dd (6.1, 1.8)

2.49 m

2.58 m

2.69 dd (6.2, 2.2)

2.60 dd (6.0, 1.8)

2.87 dd (5.9, 2.7)

2.46 dd (5.9, 2.4)

2.42 dd (5.8, 2.6)

5

2.59 m

2.40 m

2.58 m

2.52 m

2.54 m

2.46 m

2.56 m

2.61 m

7

5.41 br s

5.31 br s

5.41 brs

5.31 br s

5.30 br s

5.28 br s

5.28 br s

5.31 br s

8

3.29 m

2.93br d (10.6)

3.18 br d (9.0)

2.99 m

3.06 br d (10.3)

2.86 m

3.14 br d (10.2)

3.32 m

10a

1.22 ddd (13.7, 8.6, 5.3)

1.00 m

1.19 ddd (13.8, 8.7, 5.4)

1.14 ddd (13.8, 8.4, 5.4)

1.35 ddd (14.0, 9.2, 5.2)

1.26 m

1.27 m

1.27 m

10b

1.13 ddd (13.7, 8.6, 5.2)

 

1.09 ddd (13.8, 8.5, 5.3)

1.07 ddd (13.8, 8.4, 5.4)

1.13 ddd (14.0, 8.7, 5.0)

1.17 m

1.15 ddd (13.6, 8.8, 4.9)

1.16 dd (9.0, 4.7)

11

1.25 d (7.1)

1.15 d (7.1)

1.26 d (6.7)

1.25 d (7.3)

1.26 d (7.1)

1.26 d (7.4)

1.23 d (7.2)

1.24 d (7.2)

12

1.78 br s

1.70 br s

1.78 br s

1.75 br s

1.77 br s

1.78 br s

1.76br s

1.77 br s

13

6.04 d (11.0)

6.11 d (10.7)

6.15 d (10.1)

6.16 d (11.0)

6.20 d (10.8)

6.18 d (10.8)

6.18 d (11.0)

6.12 d (11.0)

15a

2.09 m

2.01 m

2.16 m

2.68 td (12.9, 2.6)

2.56 m

2.72 td (13.1, 2.3)

2.13 m

2.15 m

15b

  

2.06 m

2.22 dd (11.6, 5.0)

2.25 m

2.14 m

2.10 m

2.09 m

16a

1.61 m

1.69 m

1.78 m

2.97 m

2.98 m

3.26 m

2.31 m

2.17 m

16b

1.48 m

1.25 m

1.52 m

2.11 m

2.15 m

1.96 m

1.75 m

1.98 m

17

3.85 m

3.56 m

3.61 m

   

4.09 dd (9.2, 1.5)

4.10 m

18

3.57 m

3.45 m

1.67 m; 1.42 m

4.16 m

3.92 dd (8.5, 3.8)

4.04 dd (12.2, 4.5)

  

19

3.06 m

1.59 m; 0.98 m

1.59 m; 1.52 m

2.03 m; 1.93 m

2.08 m

1.83 m; 1.61 m

3.78 dd (15.5, 2.8) 2.85 dd (15.5, 8.5)

4.22 d (1.2)

20a

3.95 d (18.3)

3.51 m

3.33 m

3.41 m

4.87 m

4.92 d (9.5)

4.60 dd (8.5, 2.8)

4.51 d (2.2)

20b

1.99 dd (18.3, 4.1)

1.89 m

2.14 m

2.04 m

    

22

1.60 m

1.56 m

1.61 m

1.57 m

1.59 m

1.62 m

1.62 m

1.62 m

23

0.92 d (6.6)

0.82 d (6.5)

0.90 d (6.6)

0.89d (6.6)

0.88 d (6.6)

0.89 d (6.7)

0.89 d (6.6)

0.91 d (6.6)

24

0.91 d (6.6)

0.82d (6.5)

0.90 d (6.6)

0.89d (6.6)

0.89 d (6.6)

0.89 d (6.5)

0.89 d (6.6)

0.91 d (6.6)

25

1.50 br s

1.40 br s

1.53br s

1.61 br s

1.61 br s

1.56 br s

1.31 br s

1.35 br s

 

3.46 s (OCH3)

4.41 d (5.6) (OH-17)

    

3.32 s (OCH3)

 
  

4.24 d (3.3) (OH-18)

      
  1. aIn CD3OD.
  2. bIn DMSO–d6.
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