Table 1.
Ligiamycin A (1) a | Ligiamycin B (2) b | |||
---|---|---|---|---|
Position | δC/δN, Type | δH, Mult (J in Hz) | δC, Type | δH, Mult (J in Hz) |
1 | 165.1, C | 165.2, C | ||
1’ | 169.8, C | 169.9, C | ||
2 | 157.8, C | 157.8, C | ||
3 | 98.7, C | 98.7, C | ||
4 | 200.0, C | 200.0, C | ||
5 | 50.1, C | 50.1, C | ||
6 | 39.3, CH | 1.55, t (10.0) | 39.6, CH | 1.56, t (10.0) |
7a | 27.2, CH2 | 1.88, m | 26.8, CH2 | 1.92, m |
7b | 0.88, m c | 0.86, m | ||
8a | 35.7, CH2 | 1.70, m | 30.3, CH2 | 1.75, m |
8b | 1.00, ddd (16.0, 12.5, 3.5) | 0.99, m | ||
9 | 32.9, CH | 1.48, m | 40.9, CH | 1.47, m |
10a | 42.1, CH2 | 1.77, m | 36.8, CH2 | 1.84, m |
10b | 0.78, m | 0.76, m | ||
11 | 38.0, CH | 1.75, m | 37.7, CH2 | 1.73, m |
12 | 129.0, CH | 5.31, dd (10.0, 2.0) | 129.1, CH | 5.33, dd (10.0, 2.0) |
13 | 130.2, CH | 5.52, m | 130.2, CH | 5.52, m |
14 | 34.6, CH | 3.06, m | 34.6, CH | 3.06, m |
15 | 14.8, CH3 | 1.27, s | 14.8, CH3 | 1.28, s |
16 | 22.5, CH3 | 0.88, m c | 66.5, CH2 | 3.22, d (6.0) |
17 | 18.5, CH3 | 0.68, d (7.0) | 18.5, CH3 | 0.68, d (6.5) |
1,1’-NH | 146.8 d, NH | 10.6, br s | 10.6, br s | |
2-NH2a | 103.9 d, NH2 | 9.16, s | 9.16, s | |
2-NH2b | 8.90, br s | 8.89, br s | ||
16-OH | 4.36, br s |
a 1H and 13C NMR data were recorded at 800 and 200 MHz, respectively. b 1H and 13C NMR data were recorded at 850 and 225.5 MHz, respectively. c Overlapping signals. d The chemical shifts of 15N in the groups of N were determined based on the 1H-15N HSQC NMR spectrum.