Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eudesmanes (Selinanes) Eudesmanes – Monoesters
Biological sources: Sideritis varoi subsp. varoi [1]; S. varoi subsp. cuatrecasasii [1, 4]; S. varoi subsp. oriensis [2]; S. varoi subsp. nijarensis [3]
C17H28O3: 280.3946
Mp: colorless gum [1]
[α] 20D +36.8° (c 1, CHCl3) [1]
IR (neat): 3450, 3050, 1745, 1250 [1]
Found: C, 72.98; H, 10.14; calc. for C17H28O3: C, 72.82; H, 10.05% [1]
MS: 280 [M]+ (5), 237 (4), 220 (32), 205 (14), 202 (57), 191 (11), 187 (25), 177 (34), 159 (100), 145 (32) [1]
1 H NMR (80 MHz, CDCl3, TMS): 0.85 (3H, d, J = 7, H-13), 0.98 (3H, s, H-14), 1.0 (3H, d, J = 7, H-12), 1.60 (3H, s, H-15), 1.98 (3H, s, OAc), 3.42 (1H, dd, J = 11; 4, H-1), 5.36 (1H, m W1/2 = 8, H-3), 5.60 (1H, br s, H-6) [1]
13 C NMR (75.47 MHz, CDCl3) [4]:
Table 1
C-1 |
76.81 |
C-7 |
49.16 |
C-13 |
20.22a |
2 |
32.14 |
8 |
20.42 |
14 |
11.90 |
3 |
121.33 |
9 |
35.56 |
15 |
21.46 |
4 |
133.49 |
10 |
37.86 |
OAc |
|
5 |
50.76 |
11 |
28.74 |
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References
A. Garcia-Granados, A. Molina, A. Saenz de Buruaga, J.M. Saenz de Buruaga, Phytochemistry 24(1), 97 (1985)
A. Garcia-Granados, A. Martinez, A. Molina, M.E. Onorato, Phytochemistry 25(9), 2171 (1986)
E. Cabrera, A. Garcia-Granados, M.A. Quecuty, Phytochemistry 27(1), 183 (1988)
A. Saenz de Buruaga, A. Martinez, F. Rivas, M.E. Onorato, J.M. Arias, J. Nat. Prod. 53, 436 (1990)
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(2013). 6β-Acetoxy-7α(H)-eudesm-3-en-1β-ol (1β-Hydroxy-6β-acetoxy-eudesm-3-ene). In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_1659
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