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Table 2 Comparison of 1H-NMR and 13C-NMR of naringenin standard with hydroxylated naringenin (eriodictyol)

From: Hydroxylation of diverse flavonoids by CYP450 BM3 variants: biosynthesis of eriodictyol from naringenin in whole cells and its biological activities

Carbon no.

Naringenin

Hydroxylated product (Eriodictyol)

1H NMR

13C NMR

1H NMR

13C NMR

2

5.44 (dd, J = 12.8, 3.0 Hz)

78.90

5.38 (dd, J = 12.5, 3.1 Hz)

78.92

3-trans

3.27 (dd, J = 17.1, 12.8 Hz)

42.44

3.19 (dd, J = 17.1, 12.5 Hz)

42.54

3-cis

2.69 (dd, J = 17.1, 3.1 Hz)

42.44

2.68 (dd, J = 17.1, 3.2 Hz)

42.54

4

 

196.88

 

196.84

4a

102.24

102.26

5-OH

12.16 (s)

163.96

12.15 (s)

163.94

6

5.89 (s)

96.25

5.88 (m)

96.21

7-OH

10.78 (s)

167.11

10.80 (s, 1H)

167.10

8

5.89 (s)

95.43

5.88 (m)

95.41

8a

 

163.41

 

163.37

1′

129.32

129.91

2′

7.32 (m)

128.82

6.88 (s)

115.79

3′

6.80 (m)

115.63

 

146.18

3′-OH

  

9.05 (d, J = 34.2 Hz)

 

4′-OH

9.59 (s)

158.20

9.05 (d, J = 34.2 Hz)

145.65

5′

6.80 (m)

115.63

6.75 (s)

114.81

6′

7.32 (m)

128.82

6.75 (s)

118.41

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