Structure of Salvioccidentalin, a Diterpenoid with a Rearranged neo-Clerodane Skeleton from Salvia occidentalis
Abstract
:1. Introduction
2. Results and Discussion
Position | δH (mult, J in Hz) | COSY (H-H) | NOESY (H-H) | δC (DEPT) | HMBC (H→C) |
---|---|---|---|---|---|
1 Heq | 1.92 (br dd, J = 18.0, 4.0) | H-1ax, H-2 | 2, 3, 5, 6, 9, 10 | ||
1 Hax | 2.10 (br dddd, J = 18.0, 2.5, 2.5, 2.5) | H-1eq, H-3, H-4 | H-19A | 31.2 (CH2) | |
2 | 5.93 (dddd, J = 10.5, 6.0, 2.5, 2.5) | H-1eq, H-3 | H-1eq, H-3 | 127.8 (CH) | 4, 10 |
3 | 5.69 (br d, J = 10.5) | H-1eq, H-2, H-4 | H-2, H-4 | 119.9 (CH) | 1, 4, 5 |
4 | 3.14 (m) | H-1eq, H-3, H-5 | H-3, H-5, H-6eq | 40.8 (CH) | 3, 18, 19 |
5 | 2.75 (ddd, J = 11.0, 8.5, 8.5) | H-4, H-19A, H-19B | H-4, H-19B | 37.4 (CH) | 1, 3, 4, 19 |
6 Hax | 1.60 (Hax, ddd, J = 14.5, 12.0, 6.5) | H-6eq, H-7ax, H-7eq | H-6eq, H-20 | 24.4 (CH2) | 7, 8, 9 |
6 Heq | 1.85 (Heq, dd, J = 14.5, 6.5) | H-6ax, H-7ax | H-6ax, H-4 | ||
7 Heq | 2.47 (Heq, dd, J = 19.0, 6.5) | H-7ax , H-6ax | H-7ax | 17.5 (CH2) | 6, 8, 10, 11 |
7 Hax | 2.25 (Hax, m) | H-7eq, H-6ax, H-6eq | H-7eq | ||
8 | 126.2 (C) | ||||
9 | 2.01 (q, J = 7.5) | H-20 | H-12, H19A, H19B, H-20 | 35.9 (CH) | 5, 6, 8, 10, 11, 12, 20 |
10 | 34.3 (C) | ||||
11 | 163.9 (C) | ||||
12 | 5.68 (br s) | H-7ax, H-7eq | H-9, H-16 | 77.6 (CH) | 8, 13, 14, 16 |
13 | 120.8 (C) | ||||
14 | 6.23 (dd, J = 1.5, 0.5) | H-15 | H-15 | 108.3 (CH) | 13, 15, 16 |
15 | 7.45 (dd, J = 1.5, 1.5) | H-14, H-16 | H-14 | 144.5 (CH) | 13, 14 |
16 | 7.58 (br s) | H-15 | H-12 | 141.3 (CH) | 13, 15 |
17 | 172.1 (C) | ||||
18 | 175.9 (C) | ||||
19A H pro-S | 4.05 (dd, J = 11.0, 8.5) | H-5, H-19B | H-1ax, H-9, H-19B | 67.9 (CH2) | 4, 5, 10, 18 |
19B H pro-R | 4.21 (dd, J = 8.5, 8.5) | H-5, H-19A | H-5, H-9, H-19A | ||
20 | 0.74 (d, J = 7.5 Hz) | H-9 | H-6ax, H-9 | 14.3 (CH3) | 9, 10, 11 |
3. Experimental
3.1. General
3.2. Extraction and Isolation
4. Conclusions
Acknowledgments
Conflict of Interest
References
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Jaime-Vasconcelos, M.Á.; Frontana-Uribe, B.A.; Morales-Serna, J.A.; Salmón, M.; Cárdenas, J. Structure of Salvioccidentalin, a Diterpenoid with a Rearranged neo-Clerodane Skeleton from Salvia occidentalis. Molecules 2011, 16, 9109-9115. https://doi.org/10.3390/molecules16119109
Jaime-Vasconcelos MÁ, Frontana-Uribe BA, Morales-Serna JA, Salmón M, Cárdenas J. Structure of Salvioccidentalin, a Diterpenoid with a Rearranged neo-Clerodane Skeleton from Salvia occidentalis. Molecules. 2011; 16(11):9109-9115. https://doi.org/10.3390/molecules16119109
Chicago/Turabian StyleJaime-Vasconcelos, Miguel Ángel, Bernardo Antonio Frontana-Uribe, José Antonio Morales-Serna, Manuel Salmón, and Jorge Cárdenas. 2011. "Structure of Salvioccidentalin, a Diterpenoid with a Rearranged neo-Clerodane Skeleton from Salvia occidentalis" Molecules 16, no. 11: 9109-9115. https://doi.org/10.3390/molecules16119109