Table 1 1H (600 MHz) and 13C (151 MHz) data of ealapasamines A–C (13) in Methanol-d4 (J in Hz, δ in ppm).

From: Antiplasmodial Ealapasamines A-C,‘Mixed’ Naphthylisoquinoline Dimers from the Central African Liana Ancistrocladus ealaensis

Position

1

2

3

δ H (J in Hz)

δ C, type

δ H (J in Hz)

δ C, type

δ H (J in Hz)

δ C, type

1

4.65, q (6.6)

52.0, CH

4.78, q (6.8)

49.4, CH

4.65, q (6.6)

52.1, CH

3

3.28, m

50.7, CH

3.70, m

45.1, CH

3.25, m

50.9, CH

4

2.64, dd (17.8, 3.6)

33.1, CHeq

2.83, dd (18.1, 4.6)

33.2, CHeq

2.62, dd (17.2, 3.4)

33.2, CHeq

 

2.27, dd (17.4, 12.1)

33.1, CHax

2.15, dd (18.1, 11.2)

33.2, CHax

2.28, dd (17.8, 12.0)

33.2, CHax

5

 

119.9, C

 

120.0, C

 

120.0, C

6

 

157.1, C

 

157.5, C

 

157.2, C

7

6.62, s

99.3, CH

6.59, s

98.8, CH

6.62, s

99.5, CH

8

 

158.5, C

 

157.8, C

 

158.6, C

9

 

114.1, C

 

114.2, C

 

114.3, C

10

 

135.3, C

 

133.5, C

 

135.5, C

1′

6.80, d (1.2)

119.1, CH

6.70, br s

119.1, CH

6.80, s

119.3, CH

2′

 

137.6, C

 

137.8, C

 

137.4, C

3′

6.87, d (1.2)

108.0, CH

6.86, br s

108.2, CH

6.87, d (1.3)

108.2, CH

4′

 

158.2, C

 

158.0, C

 

158.3, C

5′

 

152.6, C

 

154.8, C

 

152.7, C

6′

 

120.2, C

 

120.5, C

 

120.3, C

7′

7.28, s

134.7, CH

7.30, s

134.8, CH

7.27, s

134.9, CH

8′

 

123.7, C

 

123.8, C

 

123.8, C

9′

 

136.9, C

 

136.7, C

 

137.1, C

10′

 

115.3, C

 

115.4, C

 

115.4, C

Me-1

1.76, d (6.7)

20.2, Me

1.61, d (6.7)

18.7, Me

1.76, d (6.6)

20.4, Me

Me-3

1.24, d (6.5)

18.7, Me

1.23, d (6.5)

19.4, Me

1.24, d (6.5)

18.8, Me

Me-2′

2.36, s

22.2, Me

2.34, s

22.3, Me

2.36, s

22.3, Me

8-OMe

3.90, s

55.9, Me

3.92, s

56.2, Me

3.90, s

56.1, Me

4′-OMe

4.11, s

57.0, Me

4.10, s

57.1, Me

4.11, s

57.2, Me

1‴

4.74, q (6.8)

49.9, CH

4.69, q (6.7)

52.6, CH

4.68, q (6.6)

52.5, CH

3‴

3.86, m

45.1, CH

3.47, m

51.3, CH

3.47, m

51.3, CH

4‴

3.15, dd (17.6, 4.8)

34.5, CHeq

2.97, m

35.3, CHeq

2.97, m

35.3, CHeq

2.88, dd (17.8, 11.7)

34.5, CHax

2.97, m

35.3, CHax

2.97, m

35.3, CHax

5‴

6.57, s

111.2, CH

6.60, s

111.9, CH

6.60, s

112.0, CH

6‴

 

157.6, C

 

157.6, C

 

157.5, C

7‴

 

121.0, C

 

121.9, C

 

121.9, C

8‴

 

157.5, C

 

158.7, C

 

158.7, C

9‴

 

118.5, C

 

118.5, C

 

118.5, C

10‴

 

132.9, C

 

134.9, C

 

134.9, C

1″

6.88, d (1.2)

119.8, CH

6.88, d (1.2)

120.1, CH

6.88, d (1.2)

120.1, CH

2″

 

137.3, C

 

137.3, C

 

137.8, C

3″

6.86, d (1.2)

107.9, CH

6.86, br s

108.0, CH

6.86, br s

108.1, CH

4″

 

157.9, C

 

158.4, C

 

158.0, C

5″

 

152.5, C

 

152.6, C

 

152.5, C

6″

 

120.3, C

 

120.3, C

 

120.2, C

7″

7.39, s

135.2, CH

7.39, s

135.1, CH

7.39, s

135.1, CH

8″

 

122.0, C

 

122.3, C

 

122.3 C

9″

 

136.4, C

 

136.6, C

 

136.6, C

10″

 

114.9, C

 

115.1, C

 

115.1, C

Me-1‴

1.63, d (6.9)

19.5, Me

1.74, d (6.9)

20.7, Me

1.73, d (6.9)

20.7, Me

Me-3‴

1.51, d (6.9)

19.3, Me

1.51, d (6.5)

19.0, Me

1.51, d (6.5)

18.9, Me

Me-2″

2.35, s

22.1, Me

2.37, s

22.6, Me

2.37, s

22.4, Me

8‴-OMe

3.19, s

60.9, Me

3.27, s

61.0, Me

3.27, s

61.0, Me

4″-OMe

4.11, s

57.0, Me

4.11, s

57.1, Me

4.11, s

57.2, Me