Table 2.
1H-NMR (400 MHz, CDCl3) and 13C-NMR (101 MHz) of compound 6 and NMR data reported for erythro-carolignan E.
| C no | Compound 6 | Erythro-carolignan E [28] | |
|---|---|---|---|
| δ 1H (J in Hz) | δ 13C | δ 13C | |
| 1 | — | 127.1 | 126.9 |
| 2 | 6.96–7.04 (m, 1H) | 109.5 | 109.3 |
| 3 | — | 146.9 | 146.7 |
| 4 | — | 148.2 | 148.0 |
| 5 | 6.92 (br. s, 1H) | 114.9 | 114.7 |
| 6 | 6.96–7.04 (m, 1H) | 123.3 | 123.2 |
| 7 | 7.51 (d, J = 15.9, 1H) | 145.4 | 145.2 |
| 8 | 6.25 (d, J = 15.9, 1H) | 115.1 | 114.9 |
| 9 | — | 167.3 | 167.1 |
| 1′ | — | 131.3 | 131.0 |
| 2′ | 6.96–7.04 (m, 1H) | 109.0 | 108.8 |
| 3′ | — | 146.8 | 146.6 |
| 4′ | — | 145.3 | 145.0 |
| 5′ | 6.88 (d, J = 8.1, 1H) | 114.3 | 114.1 |
| 6′ | 6.84 (br. s, 1H) | 119.4 | 119.2 |
| 7′ | 4.92 (br. s, 1H) | 72.2 | 72.0 |
| 8′ | 4.45–4.52 (m, 1H) | 84.7 | 84.5 |
| 9′ | 4.22–4.32 (m, 1H) 44.45–4.50 (m, 1H) |
62.8 | 62.6 |
| 1″ | — | 137.6 | 137.4 |
| 2″ | 6.72–6.79 (m, 1H) | 112.5 | 112.3 |
| 3″ | — | 151.5 | 151.3 |
| 4″ | — | 145.3 | 145.0 |
| 5″ | 6.84 (d, J = 8.2, 1H) | 120.9 | 120.7 |
| 6″ | 6.72–6.79 (m, 1H) | 121.3 | 121.1 |
| 7″ | 2.70 (t, J = 7.8, 2H) | 32.2 | 32.0 |
| 8″ | 2.00–2.04 (br. s, 2H) | 30.5 | 30.3 |
| 9″ | 4.23 (t, J = 6.2, 2H) | 63.8 | 63.6 |
| 1‴ | — | 127.0 | 126.8 |
| 2‴ | 6.96–7.04 (m, 1H) | 109.5 | 109.3 |
| 3‴ | — | 146.9 | 146.7 |
| 4‴ | — | 148.2 | 148.0 |
| 5‴ | 6.91 (m, 1H, m) | 114.9 | 114.7 |
| 6‴ | 7.08 (br. s, 1H) | 123.2 | 123.0 |
| 7‴ | 7.62 (d, J = 15.9, 1H) | 145.1 | 144.9 |
| 8‴ | 6.32 (d, J = 15.9, 1H) | 115.5 | 115.3 |
| 9‴ | — | 167.5 | 167.3 |
| 3-OCH3 | 3.92 (br. s, 3H) | 56.1 | 55.9 |
| 3′-OCH3 | 3.88 (br. s, 3H) | 56.1 | 55.9 |
| 3″-OCH3 | 3.88 (br. s, 3H) | 56.0 | 55.8 |
| 3‴OCH3 | 3.93 (br. s, 3H) | 56.1 | 55.9 |
| 4-OH | 5.61 (br. s, 1H) | — | — |
| 4′-OH | 5.59 (br. s, 1H) | — | — |
| 4″-OH | 5.61 (br. s, 1H) | — | — |