The Absolute Configuration of Salicortin, HCH-Salicortin and Tremulacin from Populus trichocarpa × deltoides Beaupré
Abstract
:1. Introduction
2. Results and Discussion
Pos. | Salicortin (1) | Tremulacin (2) | HCH-salicortin (3) | Idescarpin (4) (1) | ||||
---|---|---|---|---|---|---|---|---|
δH, mult., J (Hz) | δC | δH, mult., J (Hz) | δC | δH, mult., J (Hz) | δC | δH, mult., J (Hz) | δC | |
1 | 156.3 | 155.8 | 156.3 | 144.4 | ||||
2 | 125.4 | 125.6 | 126.0 | 150.9 | ||||
3 | 7.30, dd, 7.5, 1.0 | 130.7 | 7.20, d, 7.6 | 130.0 | 7.35, d, 7.5 | 130.6 | 6.92, dd, 7.6, 1.2 | 118.3 |
4 | 7.05, ddd, 7.5, 7.5, 1.0 | 123.2 | 7.03, dd, 7.6, 7.6 | 123.6 | 7.11, dd, 7.5, 7.5 | 123.2 | 7.07, dd, 7.6, 7.6 | 127.0 |
5 | 7.33, ddd, 7.5, 7.5, 1.0 | 131.0 | 7.31, dd, 7.6, 7.6 | 130.7 | 7.41, dd, 7.5, 7.5 | 131.0 | 6.82, dd, 7.6, 1.2 | 121.0 |
6 | 7.15, dd, 7.5, 1.0 | 116.1 | 7.17, d, 7.6 | 116.2 | 7.13, d, 7.5 | 116.0 | 130.7 | |
7a | 5.30, d, 12.3 | 64.2 | 5.02, d, 12.5 | 63.5 | 5.30, d, 12.3 | 64.0 | 5.45, d, 12.6 | 64.5 |
7b | 5.26, d, 12.3 | 4.78, d, 12.5 | 5.26, d, 12.3 | 5.23, d, 12.6 | ||||
8 | 170.8 | 170.4 | 170.3 | 170.9 | ||||
9 | 78.9 | 78.7 | 78.7 | 79.0 | ||||
10 | 5.74, ddd, 9.9, 1.8, 1.8 | 128.5 | 5.67, d, 9.8 | 128.4 | 5.69, ddd, 9.8, 1.6, 1.6 | 128.3 | 5.73, ddd, 9.9, 2.0, 2.0 | 128.6 |
11 | 6.11, ddd, 9.9, 3.4, 3.4 | 133.1 | 6.11, ddd, 9.8, 4.2, 4.2 | 132.9 | 6.09, ddd, 9.8, 3.7, 3.7 | 132.8 | 6.12, ddd, 9.9, 3.5, 3.5 | 133.0 |
12a | 2.61, m/2.49, m | 27.2 | 2.63, m/2.50, m | 27.2 | 2.61, m/2.50, m | 27.1 | 2.62, m/2.52, m | 27.2 |
13a | 2.85, m/2.52, m | 36.2 | 2.83, m/2.50, m | 36.0 | 2.83, m/2.52, m | 36.0 | 2.90, m/2.54, m | 36.2 |
14 | 206.9 | 206.8 | 206.7 | 206.7 | ||||
1' | 4.92, d, 7.5 | 101.6 | 5.25, d, 8.0 | 99.9 | 4.93, d, 7.8 | 101.5 | 4.57, d, 7.7 | 106.7 |
2' | 3.42, dd, 9.0, 7.5 | 74.3 | 5.16, d, 8.0, 9.5 | 74.9 | 3.38, dd, 9.5, 7.8 | 74.0 | 3.45, dd, 8.8, 7.7 | 74.8 |
3' | 3.46, dd, 9.0, 9.0 | 77.2 | 3.78, m | 75.2 | 3.42, dd, 9.5, 9.5 | 76.9 | 3.39, dd, 8.8, 8.8 | 77.0 |
4' | 3.39, dd, 9.0, 9.0 | 70.8 | 3.54, m | 71.0 | 3.30, dd, 9.5, 9.5 | 70.6 | 3.34, dd, 8.8, 8.8 | 70.6 |
5' | 3.42, ddd, 9.0, 5.4, 1.8 | 77.1 | 3.54, m | 77.7 | 3.68, ddd, 9.5, 6.5, 2.0 | 74.7 | 3.29, ddd, 8.8, 5.2, 2.4 | 77.0 |
6'a | 3.77, dd, 12.0, 1.8 | 62.2 | 3.84, m | 62.1 | 4.53, dd, 12.0, 2.0 | 65.7 | 3.75, dd, 12.0, 2.4 | 62.1 |
6'b | 3.61, dd, 12.0, 5.4 | 3.69, m | 4.24, dd, 12.0, 6.5 | 3.62, dd, 12.0, 5.2 | ||||
1'' | 166.3 | 170.7 | ||||||
2'' | 130.3 | 78.7 | ||||||
3'' | 8.05, d, 7.6 | 130.3 | 5.74, ddd, 9.8, 1.7, 1.7 | 128.3 | ||||
4'' | 7.50, dd, 7.6, 7.6 | 129.4 | 6.12, ddd, 9.8, 3.5, 3.5 | 132.9 | ||||
5'' | 7.63, dd, 7.6, 7.6 | 134.2 | 2.61, m/2.50, m | 27.1 | ||||
6'' | 7.50, dd, 7.6, 7.6 | 129.4 | 2.83, m/2.52, m | 36.0 | ||||
7'' | 8.05, d, 7.6 | 130.3 | 207.1 |
3. Experimental Section
3.1. General Information
3.2. Isolation and Identification of Salicortin (1), HCH-Salicortin (2), Tremulacin (3) and Idescarpin (4)
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Feistel, F.; Paetz, C.; Lorenz, S.; Schneider, B. The Absolute Configuration of Salicortin, HCH-Salicortin and Tremulacin from Populus trichocarpa × deltoides Beaupré. Molecules 2015, 20, 5566-5573. https://doi.org/10.3390/molecules20045566
Feistel F, Paetz C, Lorenz S, Schneider B. The Absolute Configuration of Salicortin, HCH-Salicortin and Tremulacin from Populus trichocarpa × deltoides Beaupré. Molecules. 2015; 20(4):5566-5573. https://doi.org/10.3390/molecules20045566
Chicago/Turabian StyleFeistel, Felix, Christian Paetz, Sybille Lorenz, and Bernd Schneider. 2015. "The Absolute Configuration of Salicortin, HCH-Salicortin and Tremulacin from Populus trichocarpa × deltoides Beaupré" Molecules 20, no. 4: 5566-5573. https://doi.org/10.3390/molecules20045566