Two uncommon compounds, a meroterpene naphthoquinoid (cordiaquinone P) and a new lignan derivative, were isolated from the hexane extract of roots of Cordia leucocephala Moric and their structures, including the relative stereochemistry, were determined by nuclear magnetic resonance (NMR) (1H and 13C NMR, HSQC, HMBC and NOESY) and high resolution electrospray ionization mass spectrometry (HRESIMS) techniques.
Cordia leucocephala; Boraginaceae; naphthoquinone
| Position | 1 | Position | 2 | ||
|---|---|---|---|---|---|
| δC | δH | δC | δH | ||
| 1 | 185.0 | - | 1 | 129.5 | - |
| 2 | 126.4 | 6.29 (d, J10.0 Hz) | 2 | 117.7 | 6.74 (d, J1.0 Hz) |
| 3 | 154.4 | 6.80 (d, J10.0 Hz) | 3 | 146.2 | - |
| 4 | 69.8 | - | 4 | 145.4 | - |
| 5 | 144.2 | - | 5 | 116.5 | 6.69 (d, J8.0 Hz) |
| 6 | 140.6 | - | 6 | 121.9 | 6.61 (br d, J 8.0 Hz) |
| 7 | 142.4 | - | 7 | 38.1 | 3.11(dd, J14.3 and 3.7 Hz) 3.00 (dd, J 14.3 and 8.0 Hz) |
| 8 | 130.1 | 7.23 (d, J8.0 Hz) | 8 | 75.1 | 5.20 (dd, J 8.0 and 3.7 Hz) |
| 9 | 124.9 | 7.87 (d, J8.0 Hz) | 9 | 173.7 | - |
| 10 | 128.2 | - | 1' | 134.7 | - |
| 11 | 49.2 | 2.69 (d, J14.3 Hz) 2.39 (d, J 14.3 Hz) |
2' | 116.1 | 6.42 (d, J1.6 Hz) |
| 12 | 137.4 | - | 3' | 146.2 | - |
| 13 | 124.4 | 5.53 (br s) | 4' | 145.4 | - |
| 14 | 32.2 | 2.34 (br d) 2.20 (br d) |
5' | 116.3 | 6.64 (d, J8.1 Hz) |
| 15 | 74.2 | 3.51 (t, J5.3 Hz) | 6' | 120.4 | 6.33 (dd, J 8.1 and 1.6 Hz) |
| 16 | 38.2 | - | 7' | 45.8 | 3.14 |
| 17 | 48.4 | 1.75 (d, J11.6 Hz) | 8' | 45.7 | 2.67 (br s) |
| 18 | 29.7 | 3.45 (dd J14.2 and 11.6 Hz) 3.15 (br d J 14.2 Hz) |
9' | 181.0 | - |
| 19 | 26.1 | 1.09 (s) | 1" | 135.5 | - |
| 20 | 18.6 | 1.08 (s) | 2" | 40.4 | 4.1 (br s) |
| 21 | 22.0 | 2.46 (s) | 3" 4" 5" 6" 7" 8" 9" |
84.2 75.1 48.7 141.9 144.3 117.4 168.2 |
4.24 (d, J4.8 Hz) 3.99 (d, J 3.2 Hz) 3.31 (br s) 6.52 (d, J 6.4 Hz) 7.42 (d, J 15.9 Hz) 6.26 (d, J 15.9 Hz) - |
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