Table 1.
1H (500 MHz, CDCl3) and 13C (125 MHz, CDCl3) NMR data, 1H–1H COSY and HMBC correlations for eunicellin 1.
Position | δH (J in Hz) | δC, Multiple | 1H–1H COSY | HMBC |
---|---|---|---|---|
1 | 2.25 dd (11.5, 7.0) | 46.1, CH | H-10, H-14 | C-9, -10, -14, -18 |
2 | 3.61 s | 93.0, CH | n.o. | C-1, -3, -9, -10, -14, -15 |
3 | 85.2, C | |||
4 | 2.50 m; 1.97 m | 29.2, CH2 | H2-5 | C-2, -3, -6, -15 |
5 | 2.08 m; 1.70 m | 23.6, CH2 | H2-4, H-6 | C-3 |
6 | 3.69 dd (12.5, 11.0) | 76.3, CH | H2-5, OH-6 | C-4, -7, -16 |
7 | 78.6, C | |||
8 | 5.40 d (10.0) | 79.2, CH | H-9 | C-7, -9, -10, -16, acetate carbonyl |
9 | 3.77 dd (10.0, 7.0) | 78.8, CH | H-8, H-10 | C-2, -7, -8, -11 |
10 | 3.41 dd (7.0, 7.0) | 52.0, CH | H-1, H-9 | C-1, -8, -9, -11, -12, -14, -17 |
11 | 147.7, C | |||
12 | 2.30 br d (12.5); 2.01 m | 31.6, CH2 | H2-13 | n.o. |
13 | 1.78 m; 1.06 m | 25.2, CH2 | H2-12, H-14 | n.o. |
14 | 1.23 m | 44.3, CH | H-1, H2-13, H-18 | C-18 |
15 | 1.42 s | 23.3, CH3 | C-2, -3, -4 | |
16 | 1.31 s | 19.6, CH3 | C-6, -7, -8 | |
17 | 4.73 s; 4.58 s | 110.1, CH2 | C-10, -11, -12 | |
18 | 1.70 m | 29.0, CH | H-14, H3-19, H3-20 | C-1, -13, -14, -19, -20 |
19 | 0.99 d (7.0) | 21.9, CH3 | H-18 | C-14, -18, -20 |
20 | 0.79 d (6.5) | 15.3, CH3 | H-18 | C-14, -18, -19 |
3-OCOCH2CH2CH3 | ||||
1′ | 173.1, C | |||
2′ | 2.67 dt (16.0, 7.5); 2.51 dt (16.0, 7.5) | 36.7, CH2 | H2-3 | C-1′, -3′, -4′ |
3′ | 1.68 m | 18.5, CH2 | H2-2′, H3-4′ | C-1′, -2′, -4′ |
4′ | 1.01 t (7.5) | 13.5, CH3 | H2-3′ | C-2′, -3′ |
8-OAc | 171.5, C | |||
2.05 s | 21.4, CH3 | Acetate carbonyl | ||
6-OH | 4.41 br d (11.0) | H-6 | n.o. |
n.o. = not observed.