Table S1.
Chemical structure of compounds 1–16
| Compound 1 (actein): white powder, C37H56O11, FAB-MS m/z: 676 [M]+; 13C-NMR (100 MHz, C5D5N) δc: 32.0 (t, C-1), 29.9 (t, C-2), 88.2 (d, C-3), 41.3 (s, C-4), 47.1 (d, C-5), 20.5 (t, C-6), 25.8 (t, C-7), 45.8 (d, C-8), 20.2 (s, C-9), 26.8 (s, C-10), 36.8 (t, C-11), 77.2 (t, C-12), 47.9(s, C-13), 48.8 (s, C-14), 43.7 (t, C-15), 73.1 (d, C-16), 56.5 (d, C-17), 13.7 (q, C-18), 29.5 (t, C-19), 26.1 (d, C-20), 21.1 (q, C-21), 37.6 (t, C-22), 105.9 (s, C-23), 63.5 (d, C-24), 65.7 (s, C-25), 98.2 (d, C-26), 13.2 (q, C-27), 19.7 (q, C-28), 26.8 (q, C-29), 15.4 (q, C-30), 170.7 (s, COCH3), 21.8 (q, COCH3), 107.6 (d, C-1’), 75.6 (d, C-2’), 78.6 (d, C-3’), 71.3 (d, C-4’), 67.1 (t, C-5’); 1H-NMR (400 MHz, C5D5N) δH: 0.23 (1H, d, J=4.0 Hz, H-19α), 0.56 (1H, d, J=4.0 Hz, H-19β), 0.78 (3H, s, H-28), 0.84 (3H, s, H-30), 0.97 (3H, d, J=9.3 Hz, H-21), 1.28 (3H, s, H-29), 1.34 (3H, s, H-18), 1.61 (1H, s, H-27), 1.76 (1H, s, H-26), 2.14 (3H, s, COCH3), 3.70 (1H, dd, J=4.2, 8.9 Hz, H-3), 3.90 (1H, s, H-24), 4.11 (1H, t, J=6.7 Hz, H-2’), 4.33 (1H, dd, J=2.7, 7.6 Hz, H-3’), 4.78 (1H, d, J=7.1 Hz, H-1’) |
| Compound 2 (cimigenol-3-O-β-d-xylopyranoside(23R,24S)): white powder, C35H56O9, FAB-MS m/z: 620 [M]+, 13C-NMR (100 MHz, C5D5N) δc: 32.6 (t, C-1), 30.3 (t, C-2), 88.7 (d, C-3), 41.5 (s, C-4), 47.7 (d, C-5), 21.2 (t, C-6), 26.5 (t, C-7), 48.8 (d, C-8), 20.2 (s, C-9), 26.8 (s, C-10), 26.6 (t, C-11), 34.2 (t, C-12), 42.0 (s, C-13), 47.4 (s, C-14), 80.4 (d, C-15), 112.1 (s, C-16), 59.7 (d, C-17), 19.7 (q, C-18), 31.0 (t, C-19), 24.2 (d, C-20), 19.7 (q, C-21), 38.3 (t, C-22), 72.0 (s, C-23), 90.3 (d, C-24), 71.4 (s, C-25), 25.5 (q, C-26), 25.9 (q, C-27), 12.0 (q, C-28), 27.3 (q, C-29), 15.6 (q, C-30), 107.8 (d, C-1’), 75.7 (d, C-2’), 78.8 (d, C-3’), 71.1 (d, C-4’), 67.3 (t, C-5’); 1H-NMR (400 MHz, C5D5N) δH: 0.30 (1H, d, J=3.3 Hz, H-19α), 0.54 (1H, d, J=3.3 Hz, H-19β), 0.87 (3H, d, J=6.3 Hz, H-21), 1.08 (3H, s, H-30), 1.31 (3H, s, H-29), 1.46 (3H, s, H-27), 1.48 (3H, s, H-28), 1.49 (3H, s, H-26), 1.49 (3H, s, H-18), 3.76 (1H, dd, J=4.0, 12.0 Hz, H-3), 4.07 (1H, t, J=7.8 Hz, H-2’), 4.19 (1H, t, J=8.6 Hz, H-3’), 4.37 (1H, dd, J=5.0, 11.2 Hz, H-4’), 4.74 (1H, d, J=9.0 Hz, H-23), 4.89 (1H, d, J=7.4 Hz, H-1’) |
| Compound 3 (26-deoxyacetylacteol-3-O-α-l-arabinopyranoside): white powder, C37H56O10, FAB-MS m/z: 660 [M]+, 13C-NMR (100 MHz, C5D5N) δc: 31.8 (t, C-1), 28.8 (t, C-2), 89.1 (d, C-3), 40.7 (s, C-4), 46.9 (d, C-5), 20.3 (t, C-6), 25.6 (t, C-7), 45.8 (d, C-8), 19.9 (s, C-9), 27.5 (s, C-10), 36.5 (t, C-11), 74.6 (d, C-12), 47.5 (s, C-13), 48.5 (s, C-14), 43.7 (t, C-15), 72.3 (d, C-16), 55.9 (d, C-17), 14.3 (q, C-18), 30.0 (t, C-19), 22.9 (d, C-20), 21.0 (q, C-21), 37.5 (t, C-22), 105.4 (s, C-23), 61.8 (d, C-24), 62.5 (s, C-25), 68.0 (t, C-26),13.0 (q, C-27), 19.8 (q, C-28), 25.5 (q, C-29), 15.0 (q, C-30), 170.9 (s, COCH3), 21.7 (q, COCH3), 104.5 (d, C-1’), 73.2 (d, C-2’), 77.2 (d, C-3’), 69.7 (d, C-4’), 63.0 (t, C-5’); 1H-NMR (400 MHz, C5D5N) δH: 0.36 (1H, d, J=4.0 Hz, H-19α), 0.70 (1H, d, J=4.0 Hz, H-19β), 0.83 (3H, s, H-30), 0.88 (3H, s, H-28), 0.94 (3H, d, J=6.5 Hz, H-21), 0.97 (3H, s, H-29), 1.37 (1H, s, H-5), 1.51 (3H, s, H-18), 1.24 (3H, s, H-27), 2.02 (3H, s, COCH3), 3.20 (1H, dd, J=4.3, 11.3 Hz, H-3), 3.33 (1H, s, H-24), 3.52 (1H, d, J=6.8 Hz, H-26), 4.02 (1H, d, J=10.4 Hz, H-26), 4.48 (1H, d, J=5.5 Hz, H-1’), 4.86(1H, t, J=8.6 Hz, H-3’) |
| Compound 4 (23-epi-26-deoxyactein): white powder, C37H56O10, FAB-MS m/z: 659 [M-1]+, 13C-NMR (100 MHz, C5D5N) δc: 31.9 (t, C-1), 29.4 (t, C-2), 88.1 (d, C-3), 41.2 (s, C-4), 47.0 (d, C-5), 20.3 (t, C-6), 25.7 (t, C-7), 45.6 (d, C-8), 20.2 (s, C-9), 26.7 (s, C-10), 36.6 (t, C-11), 77.1 (d, C-12), 47.5 (s, C-13), 48.8 (s, C-14), 44.2 (t, C-15), 74.5 (d, C-16), 56.2 (d, C-17), 14.3 (q, C-18), 29.9 (t, C-19), 23.3 (d, C-20), 21.3 (q, C-21), 37.6 (t, C-22), 105.9 (s, C-23), 62.3 (d, C-24), 62.5 (s, C-25), 68.1 (t, C-26),13.5 (q, C-27), 19.7 (q, C-28), 25.6 (q, C-29), 15.3 (q, C-30), 170.6 (s, COCH3), 21.6 (q, COCH3), 107.5 (d, C-1’), 75.6 (d, C-2’), 78.6 (d, C-3’), 71.3 (d, C-4’), 67.1 (t, C-5’);1H-NMR (400 MHz, C5D5N) δH: 0.16 (1H, d, J=4.0 Hz, H-19α), 0.51 (1H, d, J=4.0 Hz, H-19β), 0.83 (3H, s, H-28), 0.98 (3H, s, H-30), 1.01 (3H, d, J=6.5 Hz, H-21), 1.23 (1H, s, H-5), 1.29 (3H, s, H-29), 1.41 (3H, s, H-18), 1.46 (3H, s, H-27), 2.13 (3H, s,COCH3), 3.44 (1H, dd, J=4.3, 11.6 Hz, H-3), 3.66 (1H, s, H-24), 3.74 (1H, d, J=9.0 Hz, H-26), 4.04 (1H, d, J=10.4 Hz, H-26), 4.06 (1H, t, J=10.4 Hz, H-2’), 4.17 (1H, t, J=8.6 Hz, H-3’), 4.82 (1H, d, J=7.5 Hz, H-1’) |
| Compound 5 (cimifugin): colorless needless, C16H18O6, FAB-MS m/z: 305 [M-1]+; 13C-NMR (100 MHz, CD3OD) δc: 168.5 (s, C-2), 109.2 (d, C-3), 179.5 (s, C-4), 166.9 (s, C-5), 118.1 (s, C-6), 160.9 (s, C-7), 94.4 (d, C-8), 156.9 (s, C-9), 112.1 (s, C-10), 92.5 (d, C-2′), 28.7 (t, C-3′), 72.1 (s, C-4′), 25.3 (q, C-5′), 25.4 (q, C-6′), 60.9 (t, CH2OH), 61.1 (q, OCH3); 1H-NMR (400 MHz, CD3OD) δH: 1.22, 1.28 (each 3H, s, H-5′, 6′), 3.30 (2H, m, H-3′), 3.90 (3H, s, OCH3), 4.41 (2H, s, CH2OH), 4.71 (1H, t, J=8.5, 8.7Hz, H-2′), 6.17 (1H, s, H-3), 6.48 (1H, s, H-8) |
| Compound 6 (cimifugin glucoside): white powder, C22H28O11, FAB-MS m/z: 467 [M-1]+; 13C-NMR (125 MHz, CD3OD) δc: 167.1 (s, C-2), 110.9 (d, C-3), 179.6 (s, C-4), 165.1 (s, C-5), 118.5 (s, C-6), 161.1 (s, C-7), 94.6 (d, C-8), 157.0 (s, C-9), 112.4 (s, C-10), 92.7 (d, C-2′), 28.8 (t, C-3′), 72.3 (s, C-4′), 25.5 (q, C-5′), 25.4 (q, C-6′), 62.8 (t, CH2OR), 61.1 (q, OCH3), Glc: 104.1 (d, C-1), 74.9 (d, C-2), 78.2 (d, C-3), 71.6 (d, C-4), 78.0 (d, C-5), 67.3 (t, C-6); 1H-NMR (500 MHz, CD3OD) δH: 1.30, 1.40 (each 3H, s, H-5′,6′), 3.27 (2H, m, H-3′), 3.91 (3H, s, OCH3), 4.41 (1H, d, J=7.7 Hz, H-1′), 4.74 (1H, t, J=9.0 Hz, H-2′), 6.34 (1H, s, H-3), 6.55 (1H, s, H-8) |
| Compound 7 (norcimifugin glucoside): yellow powder, C21H26O10, FAB-MS m/z: 454 [M]+; 13C-NMR (125 MHz, C5D5N) δc: 168.2 (s, C-2), 106.6 (d, C-3), 184.2 (s, C-4), 167.8 (s, C-5), 110.7 (s, C-6), 159.7 (s, C-7), 93.1 (d, C-8), 157.4 (s, C-9), 108.4 (s, C-10), 90.1 (d, C-2′), 27.3 (t, C-3′), 72.3 (s, C-4′), 25.3 (q, C-5′), 25.2 (q, C-6′), 67.4 (t, CH2OR), Glc:104.1 (d, C-1), 75.0 (d, C-2), 78.1 (d, C-3), 71.5 (d, C-4), 77.9 (d, C-5), 62.7 (t, C-6); 1H-NMR (500 MHz, C5D5N) δH: 1.25, 1.30 (each 3H, s, H-5′,6′), 3.27 (2H, m, H-3′), 4.44 (1H, d, J=7.7 Hz, H-1′), 4.64 (1H, t, J=9.0 Hz, H-2′), 6.34 (1H, s, H-3), 6.55 (1H, s, H-8) |
| Compound 8 (norkhellol): colorless needless, C12H8O5, FAB-MS m/z: 232 [M]+;13C-NMR (100 MHz, C5D5N) δc: 172.6 (s, C-2), 105.5 (d, C-3), 184.8 (s, C-4), 159.2 (s, C-5), 113.3 (s, C-6), 155.8 (s, C-7), 91.1 (d, C-8), 154.6 (s, C-9), 106.4 (s, C-10), 145.9 (d, C-2′), 104.6 (d, C-3′), 60.8 (t, CH2OH); 1H-NMR (400 MHz, C5D5N) δH: 4.75 (2H, d, J=4.8 Hz, H-3), 6.82 (1H, s, H-8), 7.16 (1H, d, J=3.0 Hz, H-3′), 7.57 (1H, s, H-3), 7.85 (1H,d, J=2.4 Hz, H-2′) |
| Compound 9 (25-O-acetyl-cimigenol): white powder, C32H50O6, FAB-MS m/z: 530 [M]+, 13C-NMR (125 MHz, C5D5N) δc: 32.7 (t, C-1), 31.2 (t, C-2), 78.1 (d, C-3), 41.2 (s, C-4), 47.3 (d, C-5), 21.4 (t, C-6), 26.5 (t, C-7), 48.8 (d, C-8), 19.7 (s, C-9), 27.0 (s, C-10), 26.6 (t, C-11), 34.1 (t, C-12), 41.9 (s, C-13), 47.5 (s, C-14), 80.2 (d, C-15), 112.5 (s, C-16), 59.5 (d, C-17), 19.6 (q, C-18), 31.3 (t, C-19), 24.0 (d, C-20), 19.6 (q, C-21), 38.0 (t, C-22), 71.8 (s, C-23), 86.8 (d, C-24), 83.2 (s, C-25), 24.1 (q, C-26), 23.4 (q, C-27), 11.9 (q, C-28), 26.2 (q, C-29), 14.9 (q, C-30), 170.3 (s, COCH3), 21.6 (q, COCH3); 1H-NMR (500 MHz, C5D5N) δH: 0.33 (1H, d, J=3.8 Hz, H-19α), 0.59 (1H, d, J=3.8 Hz, H-19β), 0.85 (3H, d, J=6.4 Hz, H-21), 1.09 (3H, s, H-29), 1.09 (3H, s, H-18), 1.15 (3H, s, H-30), 1.16 (3H, s, H-28), 1.68 (3H, s, H-27), 1.69 (3H, s, H-26), 1.96 (3H, s, COCH3), 3.53 (1H, dd, J=4.5, 11.4 Hz, H-3), 4.59 (1H, d, J=9.0 Hz, H-23) |
| Compound 10 (26-deoxyacetylacteol): white powder, C32H48O, FAB-MS /z + 6 m : 528 [M], 13C-NMR (125 MHz, CD3Cl) δc: 31.9 (t, C-1), 30.2 (t, C-2),77.1 (d, C-3), 40.4 (s, C-4), 46.6 (d, C-5), 20.5 (t, C-6), 26.8 (t, C-7), 45.9 (d, C-8), 19.8 (s, C-9), 28.9 (s, C-10), 36.5 (t, C-11), 78.5 (d, C-12), 48.5 (s, C-13), 47.5 (s, C-14), 43.7 (t, C-15), 74.6 (d, C-16), 56.0 (d, C-17), 13.9 (q, C-18), 30.1 (t, C-19), 28.9 (d, C-20), 21.0 (q, C-21), 37.5 (t, C-22), 105.4 (s, C-23), 62.5 (d, C-24), 61.8 (s, C-25), 68.1 (t, C-26), 13.1 (q, C-27), 19.8 (q, C-28), 25.4 (q, C-29), 14.3 (q, C-30), 170.8 (s, COCH3), 21.7 (q, COCH3); 1H-NMR (500 MHz, C5D5N) δH: 0.34 (1H, d, J=4.4 Hz, H-19α), 0.68 (1H, d, J=4.4 Hz, H-19β), 0.79 (3H, s, H-28), 0.87 (3H, s, H-30), 0.93 (3H, d, J=6.5 Hz, H-21), 0.96 (1H, s, H-5), 1.23 (3H, s, H-29),1.26 (3H, s, H-18), 1.50 (3H, s, H-27), 2.01 (3H, s, COCH3), 3.27 (1H, dd, J=3.4, 10.8 Hz, H-3), 3.52 (1H, d, J=10.4 Hz, H-26), 4.02 (1H, d, J=10.4 Hz, H-26) |
| Compound 11 (acetylacteol): white powder, C32H48O7, FAB-MS m/z: 544 [M]+; 13C-NMR (100 MHz, C5D5N) δc: 32.2 (t, C-1), 29.9 (t, C-2), 77.7 (d, C-3), 41.0 (s, C-4), 46.9 (d, C-5), 20.7 (t, C-6), 25.7 (t, C-7), 46.0 (d, C-8), 20.0 (s, C-9), 26.2 (s, C-10), 36.9 (t, C-11), 77.3 (t, C-12), 48.8(s, C-13), 47.8 (s, C-14), 43.6 (t, C-15), 73.1 (d, C-16), 56.5 (d, C-17), 13.6(q, C-18), 29.5 (t, C-19), 26.0 (d, C-20), 21.0 (q, C-21), 37.6 (t, C-22), 105.9 (s, C-23), 63.5 (d, C-24), 65.6 (s, C-25), 98.4 (d, C-26), 13.1 (q, C-27), 19.6 (q, C-28), 25.9 (q, C-29), 14.8 (q, C-30), 170.7 (s, COCH3), 21.7 (q, COCH3). 1H-NMR (400 MHz, C5D5N) δH: 0.28 (1H, d, J=4.0 Hz, H-19α), 0.67 (1H, d, J=4.0 Hz, H-19β), 0.84 (3H, s, H-28), 0.96 (3H, d, J=7.1 Hz, H-21), 1.00 (3H, s, H-30), 1.19 (1H, s, H-5), 1.39 (3H, s, H-18), 1.78 (3H, s, H-27), 1.81 (3H, s, H-29), 2.15(3H, s, OAc), 3.48 (1H, dd, J=4.0,11.0 Hz, H-3), 3.93(1H, s, H-24), 5.73 (1H, s, H-26) |
| Compound 12 (25-O-methyl-cimigenol): white powder, C31H50O6, FAB-MS m/z: 501 [M]+, 13C-NMR (125 MHz, C5D5N) δc: 32.7 (t, C-1), 31.3 (t, C-2), 78.1 (d, C-3), 41.1 (s, C-4), 47.6 (d, C-5), 21.4 (t, C-6), 26.6 (t, C-7), 48.7 (d, C-8), 19.6 (s, C-9), 27.1 (s, C-10), 26.6 (t, C-11), 34.2 (t, C-12), 42.0 (s, C-13), 47.4 (s, C-14), 80.1 (d, C-15), 112.0 (s, C-16), 59.5 (d, C-17), 19.6 (q, C-18), 31.1 (t, C-19), 24.1 (d, C-20), 19.5 (q, C-21), 38.3 (t, C-22), 71.7 (s, C-23), 88.3 (d, C-24), 76.2 (s, C-25), 26.5 (q, C-26), 26.5 (q, C-27), 11.8 (q, C-28), 26.2 (q, C-29), 14.8 (q, C-30), 22.2 (q, OCH3); 1H-NMR (500 MHz, C5D5N) δH: 0.37 (1H, d, J=3.9 Hz, H-19α), 0.65 (1H, d, J=3.8 Hz, H-19β), 0.89 (3H, d, J=6.4 Hz, H-21), 1.10 (3H, s, H-30), 1.20 (3H, s, H-18), 1.21 (3H, s, H-29), 1.21 (3H, s, H-28), 1.26(3H, s, OCH3), 1.27 (3H, s, H-26), 1.28 (3H, s, H-27), 3.53 (1H, dd, J=4.5, 11.3 Hz, H-3), 4.59 (1H, d, J=9.0 Hz, H-23) |
| Compound 13 (cimigenol): white powder, C30H48O5, FAB-MS m/z: 511 [M + Na]+, 13C-NMR (125 MHz, CD3OD) δc: 31.9 (t, C-1), 30.7 (t, C-2), 78.2 (d, C-3), 40.2 (s, C-4), 46.8 (d, C-5), 20.7 (t, C-6), 25.8 (t, C-7), 48.0 (d, C-8), 19.5 (s, C-9), 26.5 (s, C-10), 25.0 (t, C-11), 33.4 (t, C-12), 41.0 (s, C-13), 46.7 (s, C-14), 79.6 (d, C-15), 111.2 (s, C-16), 58.8 (d, C-17), 19.0 (q, C-18), 29.6 (t, C-19), 23.3 (d, C-20), 18.8 (q, C-21), 37.5 (t, C-22), 71.5 (s, C-23), 89.1 (d, C-24), 71.0 (s, C-25), 30.4 (q, C-26), 25.0 (q, C-27), 10.7 (q, C-28), 24.1 (q, C-29), 13.7 (q, C-30); 1H-NMR (500 MHz, CD3OD) δH: 0.34 (1H, d, J=4.1 Hz, H-19α), 0.60 (1H, d, J=4.1 Hz, H-19β), 0.84 (3H, d, J=6.5 Hz, H-21), 1.09 (3H, s, H-30), 1.19 (3H, s, H-29), 1.19 (3H, s, H-18), 1.28(3H, s, H-28), 1.56 (1H, dd, J=3.4, 12.9 Hz, H-5), 2.11 (3H, s, H-26), 2.12 (3H, s, H-27), 3.20 (1H, dd, J=4.4, 10.7 Hz, H-3), 4.25 (1H, d, J=9.1 Hz, H-23) |
| Compound 14 (25-O-acetylcimigenol-3-O-β- -xylopyranoside): white powder, C37H58O, FAB-MS /z + 10 m : 622 [M], 13C-NMR (100 MHz, CD3OD) δc: 32.6 (t, C-1), 30.2 (t, C-2), 89.4 (d, C-3), 41.3 (s, C-4), 47.9 (d, C-5), 21.2 (t, C-6), 26.6 (t, C-7), 48.7 (d, C-8), 20.1 (s, C-9), 26.8 (s, C-10), 26.6 (t, C-11), 34.1 (t, C-12), 42.0 (s, C-13), 47.5 (s, C-14), 80.3 (d, C-15), 112.4 (s, C-16), 59.7 (d, C-17), 19.2 (q, C-18), 29.7 (t, C-19), 24.1 (d, C-20), 19.0 (q, C-21), 38.0 (t, C-22), 70.6 (s, C-23), 87.4 (d, C-24), 83.6 (s, C-25), 24.1 (q, C-26), 21.3 (q, C-27), 11.0 (q, C-28), 25.3 (q, C-29), 14.8 (q, C-30), 171.5 (s, COCH3), 21.6 (q, COCH3), 106.5 (d, C-1’), 74.7 (d, C-2’), 77.2 (d, C-3’), 72.2 (d, C-4’), 65.9 (t, C-5’); 1H-NMR (400 MHz, CD3OD) δH: 0.39 (1H, d, J=3.5 Hz, H-19α), 0.65 (1H, d, J=3.5 Hz, H-19β), 0.88 (3H, d, J=6.5 Hz, H-21), 0.90 (3H, s, H-30), 1.00 (3H, s, H-28), 1.03 (3H, s, H-18), 1.11 (3H, s, H-29), 1.40 (3H, s, H-26), 1.47 (3H, s, H-27), 1.95 (3H, s, COCH3), 3.21 (1H, t, J=6.5 Hz, H-2’), 3.30 (1H, t, J=6.9 Hz, H-3’), 3.82 (1H, dd, J=5.0, 9.7 Hz, H-3), 4.30 (1H, d, J=7.1 Hz, H-23), 4.39 (1H, d, J=5.9 Hz, H-1’), 4.47 (1H, dd, J=8.9, 18.0 Hz, H-4’) D |
| Compound 15 (24-O-acetylhydroshengmanol-3-O-β-d-xylopyranoside): white powder, C37H60O11, FAB-MS m/z: 679 [M-1]+, 13C-NMR (100 MHz, CD3OD) δc: 32.5 (t, C-1), 30.1 (t, C-2), 89.1 (d, C-3), 41.2 (s, C-4), 47.5 (d, C-5), 20.8 (t, C-6), 27.0 (t, C-7), 52.7 (d, C-8), 19.6 (s, C-9), 27.0 (s, C-10), 27.0 (t, C-11), 37.1 (t, C-12), 48.9 (s, C-13), 49.5 (s, C-14), 86.6 (d, C-15), 105.0 (s, C-16), 70.6 (d, C-17), 19.6 (q, C-18), 31.3 (t, C-19), 34.1 (d, C-20), 21.0 (q, C-21), 43.0 (t, C-22), 74.8 (s, C-23), 82.7 (d, C-24), 84.0 (s, C-25), 25.2 (q, C-26), 26.9 (q, C-27), 13.3 (q, C-28), 23.7 (q, C-29), 14.7 (q, C-30), 171.9 (s, COCH3), 20.2 (q, COCH3), 106.7 (d, C-1’), 77.3 (d, C-2’), 77.8 (d, C-3’), 72.4 (d, C-4’), 66.0 (t, C-5’); 1H-NMR (400 MHz, CD3OD) δH: 0.17 (1H, d, J=4.0 Hz,H-19α), 0.50 (1H, d, J=4.0 Hz, H-19β), 0.83 (3H, s, H-30), 0.98 (3H, s, H-28), 1.30 (3H, s, H-18), 1.34 (3H, s, H-29), 1.33 (3H, d, J=7.6 Hz, H-21), 1.68 (3H, s, H-26), 1.74 (3H, s, H-27), 2.06 (3H, s, COCH3), 4.20 (1H, s, H-15), 4.84 (1H, d, J=7.5 Hz, H-1’) |
| Compound 16 (26-deoxyactein): colorless needles, C37H56O10, FAB-MS m/z: 660 [M]+, 13C-NMR (100 MHz, C5D5N) δc: 31.9 (t, C-1), 29.9 (t, C-2), 88.1 (d, C-3), 41.2 (s, C-4), 46.9 (d, C-5), 20.1 (t, C-6), 25.9 (t, C-7), 45.8 (d, C-8), 20.4 (s, C-9), 26.7 (s, C-10), 36.7 (t, C-11), 77.0 (d, C-12), 48.2 (s, C-13), 47.9 (s, C-14), 43.7 (t, C-15), 73.0 (d, C-16), 56.4 (d, C-17), 13.8 (q, C-18),29.5 (t, C-19), 25.7 (d, C-20), 21.0 (q, C-21), 36.7(t, C-22), 105.9 (s, C-23), 63.3 (d, C-24), 63.3 (s, C-25), 68.7 (t, C-26),13.5 (q, C-27), 19.5 (q, C-28), 25.5 (q, C-29), 15.3 (q, C-30), 170.6 (s, COCH3), 21.7 (q, COCH3), 107.6 (d, C-1’), 76.0 (d, C-2’), 78.7 (d, C-3’), 71.3 (d, C-4’), 67.2 (t, C-5’); 1H-NMR (400 MHz, C5D5N) δH: 0.17 (1H, d, J=3.8 Hz, H-19α), 0.52 (1H, d, J=3.8 Hz, H-19β), 0.97 (3H, s, H-30), 0.83 (3H, s, H-28), 1.00 (3H, d, J=6.5 Hz, H-21), 1.28 (3H, s, H-29), 1.23 (1H, s, H-5), 1.40 (3H, s, H-18), 1.24 (3H, s, H-27), 2.02 (3H, s, COCH3), 3.44 (1H, dd, J=3.4, 10.8 Hz, H-3), 3.33 (1H, s, H-24), 3.62 (1H, d, J=9.0 Hz, H-26), 4.02 (1H, d, J=10.4 Hz, H-26), 4.82 (1H, d, J=7.5 Hz, H-1’), 4.10 (1H, t, J=8.6 Hz, H-3’) |
Abbreviation: NMR, nuclear magnetic resonance.