Spektraris NMR
Tripfordine A
Common Name: Tripfordine A
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C36H45NO18/c1-16(38)48-15-35-28(52-19(4)41)24(43)27-34(8,47)36(35)26(51-18(3)40)23(25(50-17(2)39)29(35)53-20(5)42)33(7,55-36)14-49-30(44)21-10-9-13-37-22(21)11-12-32(6,46)31(45)54-27/h9-10,13,23-29,43,46-47H,11-12,14-15H2,1-8H3/t23-,24+,25-,26-,27+,28+,29-,32?,33+,34+,35+,36+/m1/s1
InChIKey: InChIKey=YISOUQSWAUFAAP-YIUQJZNOSA-N
Formula: C36H45N1O18
Molecular Weight: 779.7384
Exact Mass: 779.263669
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 | 5.5 | d | 3.6 |
| 2 | 3.99 | dd | 2.8, 2.8 |
| 3 | 5.02 | d | 2.8 |
| 5 | 6.91 | s | |
| 6 | 2.35 | d | 3.6 |
| 7 | 5.52 | dd | 4, 5.8 |
| 8 | 5.35 | d | 6 |
| 11a | 4.61 | d | 13.6 |
| 11b | 5.42 | d | 13.6 |
| 12 | 1.61 | s | |
| 14 | 1.62 | s | |
| 15a | 3.7 | d | 12 |
| 15b | 5.83 | d | 12 |
| 4' | 8.11 | dd | 1.8, 7.8 |
| 5' | 7.21 | dd | 4.8, 8 |
| 6' | 8.68 | dd | 1.8, 5 |
| 7a' | 2.84 | m | |
| 9' | 1.41 | s | |
| 1-OAc | 1.96 | s | |
| 5-OAc | 2.19 | s | |
| 7-OAc | 2.18 | s | |
| 8-OAc | 2.01 | s | |
| 11-OAc | 2.29 | s |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 75.2 |
| 2 | 69 |
| 3 | 78.9 |
| 4 | 69.8 |
| 5 | 73.7 |
| 6 | 51 |
| 7 | 69.9 |
| 8 | 71 |
| 9 | 52.3 |
| 10 | 94.6 |
| 11 | 60.5 |
| 12 | 22.7 |
| 13 | 84.6 |
| 14 | 17.8 |
| 15 | 70 |
| 2' | 164.7 |
| 3' | 125.7 |
| 4' | 137.7 |
| 5' | 120.6 |
| 6' | 152.2 |
| 7' | 31.3 |
| 8' | 38.6 |
| 9' | 77.6 |
| 10' | 27.6 |
| 11' | 173 |
| 12' | 168 |
| 1-OAc (CH3) | 20.8 |
| 5-OAc (CH3) | 21.6 |
| 7-OAc (CH3) | 21 |
| 8-OAc (CH3) | 20.6 |
| 11-OAc (CH3) | 21.4 |
| 1-OAc (carbonyl) | 169.8 |
| 5-OAc (carbonyl) | 169.8 |
| 7-OAc (carbonyl) | 169.9 |
| 8-OAc (carbonyl) | 169.2 |
| 11-OAc (carbonyl) | 170.2 |
