Table 2.
1H-NMR, 13C-NMR, UV, and FTIR spectra of isolated ginkgol monomers.
| Ginkgol | Spectrum | Aryl |
| C13:0 | 1H a | 6.67 (m, 2H, H2′, H4′), 6.76 (d, 1H, H6′), 7.15 (t, 1H, H5′) |
| 13C a | 112.5 (C6′), 115.3 (C2′), 120.7 (C4′), 129.3 (C5′), 144.9 (C3′), 155.5 (C1′) | |
| UV-(MeOH) | λmax 275 nm | |
| FTIR (cm−1) | 3353 (νO-H), 1593 (νC=C), 1458 (νC=C), 1265 (νC-O), 1154 (δ=C-H), 778 (δ=C-H), 695 (δC-O-H) | |
| C15:1-Δ8 | 1H | 6.66 (m, 2H, H2′, H4′), 6.77 (d, 1H, H6′), 7.15 (t, 1H, H5′) |
| 13C | 112.5 (C6′), 115.3 (C2′), 120.7 (C4′), 129.3 (C5′), 144.9 (C3′), 155.5 (C1′) | |
| UV-(MeOH) | λmax 275 nm | |
| FTIR (cm−1) | 3360 (νO-H), 1593 (νC=C), 1457 (νC=C), 1265 (νC-O), 1154 (δ=C-H), 778 (δ=C-H), 694 (δC-O-H) | |
| C17:2 | 1H | 6.66 (m, 2H, H2′, H4′), 6.76 (d, 1H, H6′), 7.15 (t, 1H, H5′) |
| 13C | 112.3 (C6′), 115.3 (C2′), 121.0, 129.4 (C5′), 144.9 (C3′), 155.5 (C1′) | |
| UV-(MeOH) | λmax 275 nm | |
| FTIR (cm−1) | 3338 (νO-H), 1581 (νC=C), 1456 (νC=C), 1406 (δO-H), 1265 (νC-O), 1154 (δ=C-H), 778 (δ=C-H), 694 (δC-O-H) | |
| C15:0 | 1H | 6.68 (m, 2H, H2′, H4′), 6.77 (d, 1H, H6′), 7.15 (t, 1H, H5′) |
| 13C | 112.5 (C6′), 115.3 (C2′), 120.8 (C4′), 129.3 (C5′), 144.9 (C3′), 155.5 (C1′) | |
| UV-(MeOH) | λmax 275 nm | |
| FTIR (cm−1) | 3328 (νO-H), 1593 (νC=C), 1458 (νC=C), 1265 (νC-O), 1154 (δ=C-H), 777 (δ=C-H), 695 (δC-O-H) | |
| C17:1-Δ10 | 1H | 6.65 (m, 2H, H2′, H4′), 6.76 (d, 1H, H6′), 7.15 (t, 1H, H5′) |
| 13C | 112.4 (C6′), 115.3 (C2′), 120.9 (C4′), 129.3 (C5′), 144.9 (C3′), 155.4 (C1′) | |
| UV-(MeOH) | λmax 275 nm | |
| FTIR (cm−1) | 3307 (νO-H), 1596 (νC=C), 1456 (νC=C), 1266 (νC-O), 1153 (δ=C-H), 738 (δ=C-H), 697 (δC-O-H) | |
| C17:1-Δ12 | 1H | 6.65 (m, 2H, H2′, H4′), 6.76 (d, 1H, H6′), 7.15 (t, 1H, H5′) |
| 13C | 112.5 (C6′), 115.3 (C2′), 120.9 (C4′), 129.3 (C5′), 145 (C3′), 155.4 (C1′) | |
| UV-(MeOH) | λmax 275 nm | |
| FTIR (cm−1) | 3306 (νO-H), 1594 (νC=C), 1458 (νC=C), 1266 (νC-O), 1154 (δ=C-H), 738 (δ=C-H), 697 (δC-O-H) | |
| Ginkgol | Spectrum | Side Chain |
| C13:0 | 1H a | 0.9 (t, 3H, H13′), 1.29 (m, 20H, H3′–12′), 1.60 (m, 2H, H2′), 2.56 (t, 2H, H1′) |
| 13C a | 14.1 (C13′), 22.7 (C12′), 29.3, 29.5, 29.7, 30.9, 31.3 (C2′), 31.9 (C11′), 35.8 (C1′) | |
| FTIR (cm−1) | 2925 (νC-H), 2855 (νC-H) | |
| C15:1-Δ8 | 1H | 0.90 (t, 3H, H15′),1.31 (m, 16H, H3′–6′, H11′–14′), 1.61 (m, 2H, H2′), 2.02 (m, 4H, H7′, H10′), 2.57 (t, 2H, H1′), 5.35 (m, 2H, CH=CH, H8′, H9′) |
| 13C | 14.1 (C15′), 22.7 (C14′), 27.2 (C8′), 27.2 (C9′), 29.0, 29.2, 29.3, 29.4, 29.7, 31.3 (C2′), 31.8 (C13′), 35.8 (C1′), 129.6 (C9′), 130.0 (C8′) | |
| FTIR (cm−1) | 2926 (νC-H), 2855 (νC-H) | |
| C17:2 | 1H | 0.90 (t, 3H, H17′), 1.32 (m, 14H, H3′–7′, H15′–16′), 1.60 (m, 2H, H2′), 2.06 (m, 4H, H8′, H14′), 2.56 (t, 2H, H1′), 2.78 (t, 2H, =CH-CH2-CH=, H14′), 5.37 (m, 4H, CH=CH, H9′–10′, H12′–13′) |
| 13C | 14.1 (C17′), 22.6 (C16′), 25.7, 27.2, 29.2, 29.3 (2C), 29.4, 29.7, 29.7, 31.3 (C2′), 31.6 (C15′), 35.8 (C1′), 128.0, 128.0, 130.1, 130.2 | |
| FTIR (cm−1) | 2925 (νC-H), 2855 (νC-H) | |
| C15:0 | 1H | 0.91 (t, 3H, H15′), 1.30 (m, 24H, H3′–14′), 1.61 (m, 2H, H2′), 2.57 (t, 2H, H1′) |
| 13C | 14.1 (C15′), 22.7 (C14′), 29.3, 29.3, 29.5, 29.6, 29.7, 30.9, 31.3, 31.9 (C13′), 35.8 (C1′) | |
| FTIR (cm−1) | 2925 (νC-H), 2855 (νC-H) | |
| C17:1-Δ10 | 1H | 0.89 (t, 3H, H17′), 1.29 (m, 20H, H3′–8′,H13′–16′), 1.60 (m, 2H, H2′), 2.02 (m, 4H, H8′, H9′), 2.56 (t, 2H, H1′), 5.36 (m, 2H,CH=CH, H10′, CH11′) |
| 13C | 14.1 (C17′), 22.7 (C16′), 27.2 (C9′), 27.2 (C12′), 29.0, 29.3, 29.5, 29.5, 29.7, 29.7, 29.8, 31.3 (C2′), 31.8 (C15′), 35.8 (C1′), 129.9 (C10′), 129.9 (C11′) | |
| FTIR (cm−1) | 2925 (νC-H), 2855 (νC-H) | |
| C17:1-Δ12 | 1H | 0.91 (t, 3H, H17′), 1.31 (m, 20H, H3′–H10′, H15′–16′), 1.60 (m, 2HC2′), 2.02 (m, 4H, H11′, H14′), 2.56 (t, 2H, H1′), 5.36 (m, 2H, CH=CH, H12′, H13′) |
| 13C | 14.0 (C17′), 22.3 (C16′), 26.9 (C14′), 27.2 (C11′), 29.3, 29.5, 29.5, 29.6, 29.6, 29.6, 29.7, 29.8, 31.3 (C2′), 32.0 (C15′), 35.8 (C1′), 129.8 (C13′), 129.9 (C12′) | |
| FTIR (cm−1) | 2925 (νC-H), 2855 (νC-H) |
Note: a NMR values in ppm relative to TMS. UV = ultraviolet; FTIR = Fourier transform infrared.