Natural Compounds

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

3α-(5′-Methyldodeca-2′E,4′E,6′E-trienoyloxy)-8α,13-dihydroxy-10βH-eremophil-7(11)-en-9-one (8α,13-Dihydroxy-9-oxo-senspeciosoltrienester)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1046

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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]

C28H42O5: 458.3032

C32H46O7: 542.3244 (deriv. 8,13-diOAc)

Mp: colorless oil (8,13-diOAc) [1]

UV (Et2O) (8,13-diOAc) 303 [1]

IR (CCl4) (8,13-diOAc): 1750, 1730, 1715, 1620, 1230, 980 [1]

MS (8,13-diOAc): 542.324 [M]+ (9), 334 (7), 275 (46), 274 (36), 215 (38), 191 (15), 163 (17), 43 (100) [1]

1H NMR (270 MHz, CDCl3) (8,13-diAc): 0.85 (3H, d, J = 6.5, H-14), 0.90 (3H, t, J = 6.5, H-12′), 1.15 (3H, s, H-15), 1.31 (4H, m, H-10′, H-11′), 1.43 (2H, tt, J = 7, H-9′), 1.99 (3H, br s, H-13′), 2.09 (3H, s, OAc-13), 2.15 (2H, dt, J = 7; 7, H-8′), 2.15 (3H, s, OAc-8), 2.33 (1H, br s, H-10β), 2.75 (1H, br dd, J = 13; 12.5, H-7α), 4.54 (1H, d, J = 13, H-13a), 4.61 (1H, d, J = 13, H-13b), 4.86 (1H, ddd, J = 10; 10; 5, H-3β), 5.13 (1H, br s, H-12b), 5.20 (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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