Table 1 The 1H-NMR data of compounds 1–5 in CD3OD [δH (600 MHz) in ppm, coupling pattern, J in Hz.

From: Critical enzymes for biosynthesis of cucurbitacin derivatives in watermelon and their biological significance

No.

Compound 1

Compound 2

Compound 3

Compound 4

Compound 5

1

2.97, m; 1.19, m

2.97, m; 1.21, m

5.74, d, J = 3.0 Hz

5.95, d, J = 3.0 Hz

6.14, d, J = 2.4 Hz

2

4.55, m

4.56, br. dd, J = 12.8, 5.7 Hz

   

6

5.79, br. d, J = 5.4 Hz

5.79, br. d, J = 5.4 Hz

5.78, m

5.81, m

5.85, m

7

2.41, br. dd, J = 18.0, 5.4 Hz; 1.99, overlapped

2.41, br. dd, J = 19.8, 5.4 Hz; 1.94, overlapped

2.38, m; 1.96, m

2.47, m; 2.02, m

2.43, m; 2.02, m

8

2.01, overlapped

2.01, br.d, J = 7.4 Hz

2.08, d, J = 8.4 Hz

2.10, d, J = 8.4 Hz

2.13, d, J = 8.4 Hz

10

2.97, br. d, J = 12.6 Hz

2.97, br. d, J = 12.7 Hz

3.63, br. s

3.66, br. s

3.70, br. s

12

3.47, d, J = 14.4 Hz; 2.65, d, J = 14.4 Hz

3.49, d, J = 14.7 Hz; 2.65, d, J = 14.7 Hz

3.45, d, J = 15.0 Hz; 2.68, d, J = 15.0 Hz

3.48, d, J = 15.0 Hz; 2.70, d, J = 15.0 Hz

3.44, d, J = 15.0 Hz; 2.71, d, J = 15.0 Hz

15

1.94, dd, J = 14.4, 6.6 Hz; 1.38, br. d, J = 14.4 Hz

1.94, overlapped; 1.35, br. d, J = 14.7 Hz

2.03, dd, J = 15.0, 7.8 Hz; 1.39, overlapped

2.01, dd, J = 15.0, 7.8 Hz; 1.43, overlapped

2.03, dd, J = 15.0, 7.8 Hz; 1.45, overlapped

16

5.37, br. dd, J = 14.4, 6.6 Hz

5.30, br. dd, J = 14.7, 7.4 Hz

5.32, br. dd, J = 7.8, 7.8 Hz

5.40, br. dd, J = 7.8, 7.8 Hz

5.41, br. dd, J = 7.8, 7.8 Hz

17

2.63, d, J = 14.4 Hz

2.83, d, J = 7.4 Hz

2.82, d, J = 7.8 Hz

2.82, d, J = 7.8 Hz

2.82, d, J = 7.8 Hz

18

0.96, s

0.94, s

0.98, s

1.01, s

1.05, s

19

1.05, s

1.05, s

0.99, s

1.01, s

1.02, s

21

1.39, s

1.41, s

1.41, s

1.42, s

1.42, s

23

6.76, d, J = 15.6 Hz

6.83, d, J = 15.4 Hz

6.82, d, J = 15.6 Hz

6.80, d, J = 15.6 Hz

6.80, d, J = 15.6 Hz

24

7.06, d, J = 15.6 Hz

7.05, d, J = 15.4 Hz

7.04, d, J = 15.6 Hz

7.11, d, J = 15.6 Hz

7.10, d, J = 15.6 Hz

26

1.54, s

1.33, overlapped

1.33, s

1.59, s

1.59, s

27

1.56, s

1.33, overlapped

1.33, s

1.58, s

1.58, s

28

1.28, s

1.28, s

1.24, s

1.27, s

1.29, s

29

1.27, s

1.27, s

1.28, s

1.32, s

1.32, s

30

1.33, s

1.33, overlapped

1.35, s

1.38, s

1.38, s

1′

    

4.66, d, J = 7.8 Hz

2′

    

3.42, overlapped

3′

    

3.43, overlapped

4′

    

3.54, overlapped

5′

    

3.63, overlapped

6′

    

4.02, dd, J = 12.0, 2.4 Hz; 3.88, dd, J = 12.0, 3.6 Hz

Ac-Me

1.88, s

1.83, s

1.84, s

1.90, s

1.91, s

Ac-Me

2.01, s

  

2.02, s

2.03, s

  1. Compound 1 represent 16-O-acetyl CuB. Compound 2 represent 16-O-acetyl CuD. Compound 3 represent 16-O-acetyl CuI. Compound 4 represent 16-O-acetyl CuE. Compound 5 represent 16-O-acetyl CuE-Glu.
Back to article page