Table 2.
1H and 13C NMR Spectroscopic Data of the Sugar and Fatty Acid Residues of Lipidated Steroid Saponins 1–5 (Series A) and 6–10 (Series B)a
| Pos | A, 1–5 | B, 6–10c | ||
|---|---|---|---|---|
| δH, mult. (J in Hz)b | δC, mult.c | δH, mult. (J in Hz) | δC, mult. | |
| 1′ | 5.0273, d (6.82) | 101.18, CH | 5.0285, d (8.04) | 103.33, CH |
| 2′ | 4.3008, dd (7.97, 6.82) | 78.16, CH | 4.1138, dd (8.36, 8.04) | 72.20, CH |
| 3′ | 4.0087, dd (7.97, 6.76) | 72.26, CH | 4.0855, dd (9.71, 8.36) | 75.64, CH |
| 4′ | 4.2887, dd (6.76, 4.79) | 79.88, CH | 4.2868, dd (9.71, 6.23) | 79.23, CH |
| 5′ | 4.0121, ddd (4.79, 2.56, 1.21) | 75.43, CH | 4.1056, ddd (6.23, 4.46, 0.25) | 75.64, CH |
| 6′ | 4.9703, dd (11.65, 1.21) | 64.96, CH2 | 5.0347, dd (12.12, 0.25) | 65.18, CH2 |
| 4.8206, dd (11.65, 2.56) | 4.8722, dd (12.12, 4.46) | |||
| 1″ | 6.4079, d (br s) (1.49) | 102.65, CH | ||
| 2″ | 4.8231, dd (3.29, 1.49) | 73.05, CH | ||
| 3″ | 4.6514, dd (9.37, 3.29) | 73.33, CH | ||
| 4″ | 4.3794, dd (t-like) (9.44, 9.37) | 74.63, CH | ||
| 5″ | 5.0012, dd (9.44, 6.14) | 70.05, CH | ||
| 6″ | 1.7932, d (6.14) | 19.16, CH3 | ||
| FA-1 | 174.09, C | 174.05, C | ||
| FA-2 | 34.94, CH2 | 2.406, m | 34.68, CH2 | |
| FA-3 | 25.83, CH2 | 25.86, CH2 | ||
| FA-olefinic carbons | 5.48–5.56, m | 128.5–131.5 × CH | 5.48–5.56, m | 128.5–131.5 CH |
| FA-14 | 1.20–1.34, m | 32.62, CH2 | 1.20–1.34, m | 32.61, CH2 |
| FA-15 | 1.20–1.34, m | 23.43, CH2 | 1.20–1.34, m | 23.41, CH2 |
| FA-16 | 0.8873, t (7.19) | 14.77, CH3 | 0.9008, t (6.82) | 14.74, CH3 |
a
Four decimal places were determined for δH and two decimal places were assigned for both δC and J
b
Measured in pyridine-d5 at 600 MHz
c
Measured in pyridine-d5 at 400 and 100 MHz, respectively