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Table 2 Umbelliferone in comparision with hydroxylated (esculetin), glucosylated (skimmin) and methylated umbelliferone (herniarin) on 1H-NMR and 13C-NMR analyses

From: Synthesis of umbelliferone derivatives in Escherichia coli and their biological activities

Carbon No.

Umbelliferone

Esculetin

Skimmin

Herniarin

 

1H NMR

13C NMR

1H NMR

13C NMR

1H NMR

13C NMR

1H NMR

13C NMR

2

 

160.92

 

158.21

 

158.64

 

160.77

3

6.20 (d, J = 9.4 Hz).

111.87

6.70 (d, J = 2.3 Hz)

113.61

6.33 (d, J = 9.5 Hz)

113.75

6.30 (d, J = 9.4 Hz)

112.89

4

7.93 (d, J = 9.4 Hz)

145.00

7.35 (d, J = 8.4 Hz)

127.73

8.01 (d, J = 9.5 Hz)

144.74

8.00 (d, J = 9.5 Hz)

144.84

4a

 

111.75

 

112.72

 

113.61

 

101.19

5

7.52 (s)

130.18

7.06 (s)

116.69

7.65 (d, J = 8.6 Hz)

129.91

7.64 (d, J = 8.5 Hz)

129.97

6

6.79 (dd, J = 8.4, 2.3 Hz)

113.59

 

139.02

7.05 (d, J = 2.3 Hz)

114.13

6.96 (dd, J = 8.6, 2.4 Hz)

112.96

7

 

161.76

 

159.16

 

160.68

 

162.96

8

6.72 (s)

102.63

6.74 (dd, J = 8.5, 2.3 Hz)

102.36

7.02 (dd, J = 8.6, 2.3 Hz)

103.63

7.01 (d, J = 2.4 Hz)

75.85

8a

 

155.97

 

151.00

 

155.50

 

155.91

1’

    

5.03 (d, J = 7.5 Hz)

100.43

 

56.42

2’

    

3.44 (dd, J = 10.9, 6.1 Hz)

73.52

  

3’

    

3.38 – 3.22 (m)

77.57

  

4’

    

3.13 (s)

70.03

  

5’

    

3.68 (dd, J = 2.9, 1.1 Hz)

76.85

  

6’

    

4.28 (d, J = 9.1 Hz)

61.05

  

Hydroxyl group

    

7-OH

10.59 (s)

 

9.84 (s)

     

6-OH

  

10.09 (s)

     

Methyl group

7-OCH3

      

3.86 (s)

 
  1. s singlet, d doublet, dd doublet of doublet, m multiplet