Natural Compounds

2013 Edition
| Editors: Shakhnoza S. Azimova, Ashraf I. Saidkhodzhaev

3α-(5′-Methyldodeca-2′E,4′E,6′E-trienoyloxy)-8α-hydroxy-10βH-eremophil-11(12)-en-9-one (8α-Hydroxy-9-oxo-senspeciosoltrienester)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1047

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Eremophilanes – Monoesters

Biological sources: Senecio speciosus Willd. [1]

C28H42O4: 442.3083

Mp: colorless oil [1]

UV (Et2O) 303 [1]

IR (CCl4): 3495, 1710, 1612, 980 [1]

MS: 442.308 [M]+ (38) (C28H42O4), 424 [M – H2O]+ (5), 235 [M – C12H19COO]+ (82), 217 [424 – C12H19COO]+ (36), 191 [C12H19CO]+ (49), 163 [191 – CO]+ (100) [1]

1H NMR(270 MHz): 0.85 (3H, d, J = 6.5, H-14), 0.90 (3H, t, J = 6.5, H-12′), 1.14 (3H, s, H-15), 1.31 (4H, m, H-10′, H-11′), 1.43 (2H, tt, J = 7, H-9′), 1.84 (3H, br s, H-13), 1.99 (3H, br s, H-13′), 2.16 (2H, dt, J = 7; 7, H-8′), 2.23 (1H, br s, H-10β), 2.43 (1H, br dd, J = 12; 11, H-7α), 3.74 (1H, d, J = 3, OH), 4.04 (1H, dd, J = 11; 3, H-8β), 4.87 (1H, ddd, J = 10; 10; 5, H-3β), 4.91 (1H, br s, H-12b), 4.95 (1H, br s, H-12a), 5.85 (1H, d, J = 15, H-2′), 5.95 (1H, dt, J = 15; 7, H-7′), 6.09 (1H, d, J =...

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References

  1. 1.
    F. Bohlmann, A. Suwita, C. Zdero, Phytochemistry 17(10), 1763 (1978)CrossRefGoogle Scholar

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