Spektraris NMR
Tripfordine B
Common Name: Tripfordine B
Synonyms:
CAS Registry Number:
InChI: InChI=1S/C36H45NO17/c1-16-11-12-23-22(10-9-13-37-23)32(45)48-14-33(7)24-25(49-18(3)39)29(51-20(5)41)35(15-47-17(2)38)30(52-21(6)42)26(50-19(4)40)28(53-31(16)44)34(8,46)36(35,54-33)27(24)43/h9-10,13,16,24-30,43,46H,11-12,14-15H2,1-8H3/t16?,24-,25-,26+,27-,28+,29-,30+,33+,34+,35-,36+/m1/s1
InChIKey: InChIKey=VCRRHFSJEWAFJW-BJHOAQOVSA-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 | 5.62 | d | 3.6 |
| 2 | 5.18 | dd | 2.8, 2.8 |
| 3 | 5 | d | 2.4 |
| 5 | 5.33 | d | 2.8 |
| 6 | 2.43 | d | 3.2 |
| 7 | 5.5 | dd | 4, 5.6 |
| 8 | 5.34 | d | 5.6 |
| 11a | 4.51 | d | 13.2 |
| 11b | 5.21 | d | 12.4 |
| 12 | 1.86 | s | |
| 14 | 1.65 | s | |
| 15a | 3.72 | d | 12.4 |
| 15b | 5.85 | d | 12.4 |
| 4' | 8.36 | dd | 2, 8 |
| 5' | 7.28 | dd | 4.8, 8 |
| 6' | 8.76 | dd | 2, 4.8 |
| 7a' | 2.87 | m | |
| 7b' | 4.08 | m | |
| 8a' | 2.33 | m | |
| 9' | 2.33 | m | |
| 10' | 1.16 | d | 6.8 |
| 1-OAc | 1.85 | s | |
| 2-OAc | 2.13 | s | |
| 7-OAc | 2.16 | s | |
| 8-OAc | 1.95 | s | |
| 11-OAc | 2.16 | s | |
| 4-OH | 6.37 | s | |
| 5-OH | 5.99 | d | 3.6 |
Carbon NMR Peaks
| Position | PPM |
|---|---|
| 1 | 73.6 |
| 2 | 69.2 |
| 3 | 75.1 |
| 4 | 71.8 |
| 5 | 74.1 |
| 6 | 50.8 |
| 7 | 69.3 |
| 8 | 71.2 |
| 9 | 52.4 |
| 10 | 92.7 |
| 11 | 60.7 |
| 12 | 23.4 |
| 13 | 85 |
| 14 | 18.1 |
| 15 | 71.2 |
| 2' | 165.1 |
| 3' | 123.8 |
| 4' | 138.7 |
| 5' | 121.3 |
| 6' | 153.6 |
| 7' | 33 |
| 8' | 33.4 |
| 9' | 38.1 |
| 10' | 19 |
| 11' | 175.4 |
| 12' | 167.1 |
| 1-OAc (CH3) | 20.4 |
| 2-OAc (CH3) | 21 |
| 7-OAc (CH3) | 21.4 |
| 8-OAc (CH3) | 20.6 |
| 11-OAc (CH3) | 21 |
| 1-OAc (carbonyl) | 169.6 |
| 2-OAc (carbonyl) | 168.7 |
| 7-OAc (carbonyl) | 170.1 |
| 8-OAc (carbonyl) | 169 |
| 11-OAc (carbonyl) | 169.7 |
