Table 3.
NMR data of compounds 2–6.
| No. | 2 |
3 |
4 |
5 |
6 |
||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| δH (J, Hz) | δC type | δH (J, Hz) | δC type | HMBC (1H to13C) | δH (J, Hz) | δC type | HMBC (1H to13C) | δH (J, Hz) | δC type | HMBC (1H to13C) | δH (J, Hz) | δC type | |
| 2 | 4.93 s | 76.3 | 5.02 s | 76.2 | C-3, 4, 1′, 2′, 6′ | 4.95 s | 76.2 | C-3, 1′,2′ | 5.02 s | 76.2 | C-3, 1′, 2′, 6′ | 5.01 s | 76.3 |
| 3 | 5.28 s | 67.9 | 5.36 s | 68.2 | C-10, 9″ | 5.34 s | 68.2 | C-10 | 5.36 s | 68.2 | C-10 | 5.34 s | 67.8 |
| 4α | 2.66 d (17.4) | 25.4 | 2.66 d (17.4) | 25.4 | C-2, 3, 5, 9, 10, | 2.68 d (16.8) | 25.4 | C-2, 3, 9, 10 | 2.70 d (16.8) | 25.5 | C-2, 3, 10 | 2.69 d (17.4) | 25.5 |
| 4β | 2.92 dd (17.4, 4.2) | 2.94 dd (17.4, 4.2) | C-5, 9, 10 | 2.96 dd (17.4, 4.2) | 2.97 dd (17.4, 4.2) | C-10 | 2.95 d (17.4) | ||||||
| 5 | 155.4 | 155.4 | 155.4 | 155.4 | 155.5 | ||||||||
| 6 | 5.79 s | 94.2 | 5.79 s | 94.3 | C-5, 7, 10 | 5.80 s | 94.2 | C-7, 9, 10 | 5.80 s | 94.3 | C-7, 8 | 5.81 s | 94.3 |
| 7 | 156.5 | 156.4 | 156.4 | 156.4 | 156.4 | ||||||||
| 8 | 5.93 s | 95.5 | 5.94 s | 95.5 | C-6, 7, 9, 10 | 5.94 s | 95.5 | C-6, 7, 9, 10 | 5.94 s | 95.5 | C-6, 9, 10 | 5.95 s | 95.5 |
| 9 | 156.5 | 156.5 | 156.5 | 156.5 | 156.6 | ||||||||
| 10 | 97.3 | 97.1 | 97.2 | 97.2 | 97.3 | ||||||||
| 1' | 128.5 | 129.1 | 129.6 | 129.6 | 129.3 | ||||||||
| 2' | 6.39 s | 105.5 | 6.85 s | 114.1 | C-2, 1′, 3′, 6′ | 6.41 s | 105.5 | C-2, 3′, 4′, 6′ | 6.89 s | 115.0 | C-2, 3′, 4′, 6′ | 6.90 s | 115.1 |
| 3' | 145.4 | 144.7 | 145.6 | 144.7 | 144.7 | ||||||||
| 4' | 132.3 | 144.7 | 132.3 | 144.7 | 144.7 | ||||||||
| 5' | 145.4 | 6.67 d (8.4) | 115.1 | C-1′, 2′, 4′ | 145.6 | 6.67 d (10.2) | 115.6 | C-1′, 2′, 3′, 4′ | 6.68 d (7.8) | 115.7 | |||
| 6' | 6.39 s | 105.5 | 6.71 dd (10.2, 1.8) | 117.5 | C-2, 2′, 4′ | 6.41 s | 105.5 | C-2, 2′, 4′, 5′ | 6.71 m | 117.5 | C-1′, 2′, 3′, 4′ | 6.70 d (5.4) | 117.5 |
| 1'' | 125.4 | 126.9 | 125.0 | 124.9 | 124.9 | ||||||||
| 2'' | 6.98 d (2.4) | 115.0 | 7.62 dd (10.2, 1.8) | 123.1 | C-4′, 6′ | 7.72 s | 130.2 | C-3″, 4″, 5″, 6″, 7″ | 7.72 s | 130.3 | C-6″, 7″ | 7.50 s | 130.3 |
| 3'' | 145.6 | 142.2 | 7.16 s | 122.2 | C-2″,4″, 5″, 6″ | 7.14 s | 122.2 | C-2″, 6″ | 6.75 s | 115.7 | |||
| 4'' | 148.3 | 143.5 | 151.9 | 159.8 | 160.0 | ||||||||
| 5'' | 6.73 d (7.8) | 115.6 | 7.27 d (8.4) | 118.9 | C-3″, 4″ | 7.18 s | 122.2 | C-2″, 3″, 4″, 6″ | 7.15 s | 122.2 | C-2″, 6″ | 6.76 s | 115.7 |
| 6'' | 6.96 dd (10.2, 1.8) | 121.2 | 7.69 d (1.8) | 123.9 | C-1″, 7″ | 7.74 s | 130.2 | C-2″, 3″, 4″, 5″, 7″ | 7.74 s | 130.3 | C-2″, 7″ | 7.51 s | 130.3 |
| 7'' | 7.33 d (15.6) | 145.4 | 7.50 d (16.2) | 143.0 | C-1″, 2″, 9″ | 7.51 d (16.2) | 143.7 | C-8″, 2″, 6″, 9″ | 7.51 d (16.2) | 145.0 | C-2″, 6″, 9″ | 7.43 d (15.6) | 145.0 |
| 8'' | 6.08 d (18.0) | 113.8 | 6.53 d (15.6) | 114.2 | C-7″, 9″ | 6.48 d (16.2) | 118.0 | C-2″, 6″, 9''; 4″-Carbonyl carbon | 6.49 d (16.2) | 117.9 | C-2″, 6″, 9″ | 6.27 d (15.6) | 114.2 |
| 9'' | 165.8 | 165.3 | 165.5 | 165.5 | 166.0 | ||||||||
| 3″-OAC | 167.9 | ||||||||||||
| 2.25 | 20.2 | 3″-Carbonyl carbon | |||||||||||
| 4″-OAC | 168.0 | 168.8 | 168.8 | ||||||||||
| 2.25 | 20.3 | 4″-Carbonyl carbon | 2.27 | 20.7 | 4″-Carbonyl carbon | 2.26 | 20.8 | 4″-Carbonyl carbon | |||||
1H NMR was recorded at 600 MHz in DMSO-d6, and 13C NMR was recorded at 150 MHz in DMSO-d6. (s, single peak; d, double peak; t, triple peak; m, multiple peaks).