Table 3.
13C and 1H-NMR spectroscopic data (pyridine-d5, δ in ppm) of compounds 5, 7, 8.
| 5a | 7b | 8b | ||||
|---|---|---|---|---|---|---|
| No. | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) |
| 1 | 14.7, CH3 | 0.88* | 14.7, CH3 | 0.87* | 14.5, CH3 | 0.87, t (6.9)* |
| 2 | 23.4, CH2 | 1.20 ~ 1.31, m* | 23.4, CH2 | 1.20 ~ 1.31, m* | 23.1, CH2 | 1.20 ~ 1.31, m* |
| 3 | 32.6, CH2 | 1.20 ~ 1.31, m* | 32.6, CH2 | 1.20 ~ 1.31, m* | 32.3, CH2 | 1.20 ~ 1.31, m* |
| 4 | 27.7, CH2 | 1.20 ~ 1.31, m* | 27.7, CH2 | 1.20 ~ 1.31, m* | 27.4, CH2 | 1.20 ~ 1.31, m* |
| 5 | 30.3, CH2 | 1.20 ~ 1.31, m* | 30.3, CH2 | 1.20 ~ 1.31, m* | 30.1, CH2 | 1.20 ~ 1.31, m* |
| 6 | 37.5, CH2 | 1.09, m* 1.20-1.31, m* | 37.5, CH2 | 1.09, m* 1.20 ~ 1.31, m* | 37.3, CH2 | 1.09, m* 1.20 ~ 1.31, m* |
| 7 | 33.2, CH | 1.39, m* | 33.2, CH | 1.40, m* | 32.9, CH | 1.38, m* |
| 7´ | 20.0, CH3 | 0.88* | 20.0, CH3 | 0.88* | 19.8, CH3 | 0.87, d (6.9)* |
| 8 | 36.8, CH2 | 1.20 ~ 1.31* 1.40, m* | 36.9, CH2 | 1.20 ~ 1.31, m* 1.40, m* | 36.6, CH2 | 1.20 ~ 1.31, m* 1.40, m* |
| 9 | 27.2, CH2 | 2.19, m* | 27.2, CH2 | 2.18, m | 27.0, CH2 | 2.21, m* |
| 10 | 144.5, CH | 6.03, br t (7.4) | 144.5, CH | 6.03, br t (7.2) | 144.3, CH | 6.01, t (7.4) |
| 11 | 133.9, C | - | 140.0, C | - | 133.9, C | - |
| 11´ | 12.6, CH3 | 1.83, s | 12.7, CH3 | 1.83, s | 12.5, CH3 | 1.85, s |
| 12 | 148.4, CH | 7.54, d (15.7) | 148.3, CH | 7.56, d (15.7) | 148.2, CH | 7.55, d (15.7) |
| 13 | 123.7, CH | 6.40, d (15.7) | 123.8, CH | 6.40, d (15.7) | 123.6, CH | 6.45, d (15.7) |
| 14 | 203.8, C | - | 203.6, C | - | 204.1, C | - |
| 15 | 44.5, CH | 2.84, m | 44.6, CH | 2.80 ~ 2.88, m* | 44.6, CH | 2.88, m |
| 15´ | 17.7, CH3 | 1.10, d (6.9) | 17.6, CH3 | 1.10, d (6.9) | 17.1, CH3 | 1.13, d (6.9) |
| 16 | 28.5, CH2 | 1.57, m 1.93 ~ 2.00, m* | 28.3, CH2 | 1.54, m 1.93 ~ 2.00, m* | 29.1, CH2 | 1.66, m 2.04, m* |
| 17 | 30.3, CH2 | 1.87, m 1.93 ~ 2.00, m* | 30.2, CH2 | 1.84, m 1.93 ~ 2.00, m* | 31.3, CH2 | 1.97, m 2.04, m* |
| 18 | 77.3, CH | 5.44, m | 77.2, CH | 5.48, m | 77.6, CH | 5.45, m |
| 19 | 44.6, CH | 3.03, quin (7.0) | 44.5, CH | 3.05, quin (7,0) | 45.6, CH | 2.95, m |
| 19´ | 15.8, CH3 | 1.30, d (7.0)* | 15.9, CH3 | 1.33, d (7.3)* | 14.9, CH3 | 1.35, d (7.3) |
| 20 | 173.9, C | - | 174.0, C | - | 173.5, C | - |
| 21-NH | - | 10.43, s | - | 10.55, s | - | 8.15, br s |
| 22 | 139.6, C | - | 139.8, C | - | 50.9, CH | 4.89, m |
| 22´ | 114.6, CH2 | 5.60, s 6.24, s | 114.3, CH2 | 5.59, s 6.22, s | 17.3, CH3 | 1.65, d (7.1) |
| 23 | 165.2, C | - | 165.3, C | 173.9, C | - | |
| 24-NH | - | 7.81, br s | - | 7.88, br t (6.1) | - | 7.96, br s |
| 25 | 43.0, CH2 | 3.81, dt (13.5, 6.9) 3.92, dt (13.3, 4.9) | 43.0, CH2 | 3.78, dt (13.5, 6.7) 3.94, m | 42.1, CH2 | 3.49, dt (13.6, 3.8) 4.04, dt (13.5, 7.9) |
| 26 | 42.7, CH | 2.87, m | 42.7, CH | 2.92, m | 42.8, CH | 2.85, m |
| 26´ | 15.5, CH3 | 1.30, d (7.0)* | 15.8, CH3 | 1.33, d (7.3)* | 14.9, CH3 | 1.22, d (7.3) |
| 27 | 175.0, C | - | 175.1, C | - | 175.4, C | - |
| 28-NH | - | 9.06, br d (7.5) | - | 9.11, br d (7.7) | - | 8.90, br d (7.7) |
| 29 | 53.6, CH | 5.13, dd (14.3, 7.6) | 53.4, CH | 5.18, m* | 53.6, CH | 5.06, dd (12.9, 6.2) |
| 30 | 172.3, C | - | 172.4, C | - | 172.5, C | - |
| 31 | 27.6, CH2 | 2.63, dt (13.7, 7.0) 2.69 ~ 2.77, m* | 27.5, CH2 | 2.62, dt (13.8, 6.9) 2.71, tt (13.8, 6.9) | 27.3, CH2 | 2.51, m 2.68 ~ 2.74, m* |
| 32 | 32.8, CH2 | 2.69 ~ 2.77, m* | 32.1, CH2 | 2.80 ~ 2.88, m* | 32.7, CH2 | 2.68 ~ 2.74, m* |
| 33 | 175.7, C | - | 176.1, C | - | 176.7, C | - |
| 34-NH2 | - | 8.34, s | - | - | - | 8.32, br s |
*overlapping signals: assignments were supported by HSQC and HMBC, a 1H 500 MHZ, 13C 125 MHz; b 1H 700 MHZ, 13C 175 MHZ.