Spektraris NMR
Tripfordine C
Common Name: Tripfordine C
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C36H45NO17/c1-15-16(2)31(44)53-28-26(50-19(5)40)30(52-21(7)42)35(14-47-17(3)38)29(51-20(6)41)25(49-18(4)39)24-27(43)36(35,34(28,9)46)54-33(24,8)13-48-32(45)23-12-37-11-10-22(15)23/h10-12,15-16,24-30,43,46H,13-14H2,1-9H3/t15?,16?,24-,25-,26+,27-,28+,29-,30+,33+,34+,35-,36+/m1/s1
InChIKey: InChIKey=INDHYPIBEYIOOF-LEZMVDCPSA-N
Formula: C36H45N1O17
Molecular Weight: 763.739
Exact Mass: 763.268754
NMR Solvent: CDCl3
MHz: 400 (1H), 100 (13C)
Calibration: TMS
NMR references: 1H, 13C - Horiuch, M., Murakami, C., Fukamiya, N., Yu, D., Chen, T., Bastow, K., Zhang, D., Takaishi, Y., Imakura, Y., Lee, K. (2006) Tripfordines A-C, sesquiterpene pyridine alkaloids from Tripterygium wilfordii, and structure anti-HIV activity relationships of Tripterygium alkaloids. J. Nat. Prod. 69, 1271-1274;
Species: Tripterygium wilfordii - Horiuch, M., Murakami, C., Fukamiya, N., Yu, D., Chen, T., Bastow, K., Zhang, D., Takaishi, Y., Imakura, Y., Lee, K. (2006) Tripfordines A-C, sesquiterpene pyridine alkaloids from Tripterygium wilfordii, and structure anti-HIV activity relationships of Tripterygium alkaloids. J. Nat. Prod. 69, 1271-1274;
Notes:
Proton NMR Peaks
| Position | PPM | Peak Type | J (Hz) |
|---|---|---|---|
| 1 | 5.55 | d | 3.8 |
| 2 | 5.28 | dd | 2.8, 3.6 |
| 3 | 4.73 | d | 2.4 |
| 5 | 5.46 | d | 2.4 |
| 6 | 2.45 | d | 2.4 |
| 7 | 5.49 | dd | 3.8, 5.8 |
| 8 | 5.34 | d | 6 |
| 11a | 4.53 | d | 13.2 |
| 11b | 5.1 | d | 13.2 |
| 12 | 1.82 | d | 1.2 |
| 14 | 1.68 | s | |
| 15a | 3.73 | d | 12 |
| 15b | 6.04 | d | 12 |
| 2' | 9.04 | s | |
| 5' | 7.38 | d | 8.8 |
| 6' | 8.72 | d | 5.2 |
| 7a' | 4.79 | q | 7.2 |
| 9' | 1.36 | d | 7.2 |
| 10' | 1.08 | d | 7.2 |
| 1-OAc | 1.83 | s | |
| 2-OAc | 2.15 | s | |
| 7-OAc | 2.14 | s | |
| 8-OAc | 1.95 | s | |
| 11-OAc | 2.2 | s | |
| 4-OH | 6.02 | br s | |
| 5-OH | 5.98 | d | 1.2 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.3 |
| 2 | 68.5 |
| 3 | 75.1 |
| 4 | 72.5 |
| 5 | 74.3 |
| 6 | 51.9 |
| 7 | 69.1 |
| 8 | 70.8 |
| 9 | 51.1 |
| 10 | 92.9 |
| 11 | 60.4 |
| 12 | 23.1 |
| 13 | 84.7 |
| 14 | 18.6 |
| 15 | 71 |
| 2' | 151.4 |
| 3' | 124.6 |
| 5' | 121.5 |
| 6' | 153.1 |
| 7' | 33 |
| 8' | 46 |
| 9' | 9.8 |
| 10' | 11.2 |
| 11' | 173.4 |
| 12' | 168.4 |
| 1-OAc | 20.4 |
| 2-OAc | 21 |
| 7-OAc | 21.4 |
| 8-OAc | 20.4 |
| 11-OAc | 21 |
| 1-OAc (CH3) | 20.4 |
| 2-OAc (CH3) | 21 |
| 7-OAc (CH3) | 21.4 |
| 8-OAc (CH3) | 20.4 |
| 11-OAc (CH3) | 21 |
| 1-OAc (carbonyl) | 169.3 |
| 2-OAc (carbonyl) | 168.9 |
| 7-OAc (carbonyl) | 170 |
| 8-OAc (carbonyl) | 168.6 |
| 11-OAc (carbonyl) | 169.8 |
