Table 1 1H and 13C NMR Data for Sansanmycin F and G in D2Oa (pD=8.0, δ in p.p.m.)

From: Two novel nucleosidyl–peptide antibiotics: Sansanmycin F and G produced by Streptomyces sp SS

  

Sansanmycin F

Sansanmycin G

    

Extra signals due to conformers

  

Extra signals due to conformers

Position b

Mult.

δC

δH

δC

δH

δC

δH

δC

δH

Uracil-2

N-CO-N

155.0

   

161.1

 

161.0

 

Uracil-4

CO-N

170.0

 

170.5

 

178.4

   

Uracil-5

CH

105.1

5.43

 

5.82

105.7

5.36

105.6

5.79

Uracil-6

CH

142.5

7.13

 

7.35

141.4

6.98

 

7.24

Sugar-1

O-CH-N

96.3

6.07

96.4

6.00

96.0

6.13

  

Sugar-2

O-CH

75.5

4.44

75.6

4.47

75.3

4.50

75.4

 

Sugar-3

CH2

35.8

2.91

  

35.9

2.68

  
   

2.94

   

3.00

  

Sugar-4

>C=

147.1

   

147.3

   

Sugar-5

-CH=

99.9

6.02

99.1

5.99

99.4

6.00

  

AMBA-1

CO-N

170.5

   

170.3

 

170.1

 

AMBA-2

CH

58.3

4.60

  

58.5

4.58

  

AMBA-3

CH

53.3

4.96

59.2

4.35

53.2

4.96

 

4.81

AMBA-4

CH3

16.0

1.18

17.0

1.21

15.9

1.18

 

1.12

AMBA-N-CH3

N-CH3

32.6

2.95

31.2

2.82

32.6

2.94

  

Trp-1

-COOH

182.1

   

182.2

   

Trp-2

CH

59.2

4.38

  

59.1

4.37

  

Trp-3

CH2

31.2

3.25

  

31.2

3.26

  
   

3.08

   

3.04

  

Trp-2′

CH

126.9

7.18

  

127.0

7.19

  

Trp-3′

ArC

113.3

   

113.3

   

Trp-3a′

ArC

130.2

   

130.2

   

Trp-4′

ArCH

121.5

7.62

  

121.6

7.66

  

Trp-5′

ArCH

121.9

7.10

  

121.9

7.14

  

Trp-6′

ArCH

124.4

7.17

  

124.5

7.41

  

Trp-7′

ArCH

114.4

7.39

  

114.5

7.43

  

Trp-7a′

ArC

138.9

   

138.9

   

Ureido

N-CO-N

161.3

   

161.4

   

TIC-carbonyl

CO-N

176.8

   

177.6

   

TIC-1

C

56.5

   

56.1

   

TIC-3

CH

51.9

4.01

 

4.35

51.8

3.92

  

TIC-4

CH2

34.7

2.75

  

35.1

2.68

  
   

2.67

   

2.53

  

TIC-5

ArCH

117.6

6.49

 

6.62

118.8

6.42

 

6.52

TIC-6

Ar-C-O

156.7

   

160.8

   

TIC-7

ArCH

117.3

6.75

  

118.7

6.68

  

TIC-8

ArCH

130.1

7.18

130.2

 

130.2

7.14

  

TIC-9

ArC

137.1

   

135.4

   

TIC-10

ArC

136.1

   

136.4

   

TIC-1-methyl

CH3

32.7

1.46

 

1.50

33.2

1.43

  

TIC-1-methyl

CH3

32.1

1.35

 

1.41

32.2

1.33

  

Met-1/Leu-1c

CO-N

177.5

   

178.7

   

Met-2/Leu-2c

CH

55.9

4.26

  

55.6

4.15

 

4.08

Met-3/Leu-3c

CH2

33.8

1.90

  

43.2

1.43

  
   

1.82

      

Met-4/Leu-4c

CH

32.2

2.44

  

27.1

1.46

  
   

2.42

      

Leu-5

CH3

    

23.9

0.83

  

Met-6/Leu-6c

CH3

17.0

2.02

 

1.95

23.8

0.82

  
  1. aNMR data were recorded at 600 HZ for proton and at 150 HZ for carbon.
  2. bAbbreviations for the structure units are as follows: AMBA, 2-amino-3-methylaminobutyric acid; Leu, leucine; Met, methionine; TIC, 1,1-dimethyl-6-hydroxy-1,2,3,4-tetradhydro-3-isoquinoline carboxylic acid; Trp, tryptophan.
  3. cMet was for Sansanmycin F and Leu was for Sansanmycin G.