Table 1 1H NMR data for 1–5 (δ in ppm)
From: Bioactive isopimarane and 3,4-seco isopimarane diterpenoids from Isodon amethystoides
Position | δH, mult, (J in Hz) | ||||
|---|---|---|---|---|---|
1 | 2 | 3 | 4 | 5 | |
1α | 1.60, dt (13.2, 8.5) | 1.75, td (14.2, 4.3) | 1.57, overlap | ||
1a | 1.75, ddd (17.4, 11.2, 5.4) | 2.26, dd (12.0, 4.1) | |||
1β | 1.98, overlap | 2.17, dd (5.5, 3.2) | 1.97, td (8.1, 1.9) | ||
1b | 2.28, dt (11.3, 2.7) | 2.45, ddd (15.3, 11.9, 5.7) | |||
2α | 2.48, ddd (16.1, 8.0, 4.1) | 2.31, td (14.5, 3.7) | 2.65, ddd (16.8, 8.6, 1.5) | ||
2a | 2.22, ddd (14.7, 11.4, 5.3) | 1.36, ddd (14.0, 11.9, 5.7) | |||
2β | 2.53, ddd (16.1, 9.8, 7.6) | 2.78, dt (14.7, 5.4) | 2.73, ddd (16.7, 11.3, 1.7) | ||
2b | 2.70, ddd (14.3, 11.0, 2.0) | 2.01, overlap | |||
5α | 1.95, overlap | 1.59, dd (11.5, 4.4) | 1.80, dd (11.8, 4.1) | 1.65, dd (11.8, 4.5) | 1.77, s |
6α | 1.78, m | 2.07, t (5.0) | 2.03, dtt (16.5, 6.0, 2.1) | 1.98, br d (13.7) | 2.05, dt (15.3, 2.9) |
6β | 1.73 dt (13.9, 2.5) | 2.22, td (5.4, 3.1) | 1.94, td (8.5, 3.1) | 1.94, dd (13.6, 2.5) | 2.20, overlap |
7β | 3.94, s | 5.47, d (5.2) | 5.38, dt (3.9, 1.6) | 5.30, dd (5.3, 1.9) | 5.37, dd (4.7, 2.3) |
9α | – | – | 1.79, d (3.9) | 1.89, overlap | – |
11α | 1.95, overlap | 5.41, t (4.0) | 1.36, dq (13.7, 3.3) | 1.40, dd (13.4, 3.4) | 1.56, overlap |
11β | 1.95, overlap | 1.61, overlap | 1.54, ddd (12.6, 6.5, 2.8) | 1.56, overlap | |
12α | 1.37, ddd (12.8. 9.8, 5.9) | 2.13, overlap | 1.37, dt (14.3, 12.5) | 1.35, d (7.4) | 1.45, dt (5.7, 2.7) |
12β | 1.55, dddd (12.8, 5.7, 4.2, 1.7) | 1.99, dd (17.9, 3.5) | 1.51, dt (9.4, 2.9) | 1.49, dt (9.2, 2.7) | 1.52, overlap |
14α | 1.76, dd (12.6, 4.1) | 2.13, overlap | 1.94, d (2.5) | 1.98, brd (13.7) | 2.23, overlap |
14β | 2.39, d (17.1) | 2.13, overlap | 1.99, overlap | 1.94, overlap | 2.23, overlap |
15 | 5.72, dd (17.5, 10.8) | 5.78, dd (17.5, 10.7) | 5.80, dd (17.5, 10.7) | 5.80, dd (17.5, 10.7) | 5.60, dd (17.6, 10.9) |
16a | 4.96, dd (17.5, 1.3) | 4.92, dd (17.5, 1.4) | 4.92, dd (14.1, 1.2) | 4.91, dd (17.5, 1.2) | 4.98, dd (17.6, 1.4) |
16b | 4.93, dd (10.8, 1.3) | 4.88, dd (10.8, 1.4) | 4.90, dd (11.9, 1.2) | 4.87, dd (10.7, 1.2) | 4.92, dd (10.9, 1.4) |
17 | 1.00, s | 0.98, s | 0.87, s | 0.86, s | 0.96, s |
18 | 1.12, s | 1.06, s | 1.42, s | 1.21, s | 1.28, s |
19 | 1.06, s | 1.12, s | 1.55, s | 1.34, s | 1.27, s |
20 | 1.01, s | 1.19, s | 1.03, s | 1.0, s | 1.13, s |
OCH3 | 3.65, s | 3.66, s | |||