Natural Compounds

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

3α-(5′-Methyldodeca-2′t,4′E,6′t-trienoyloxy)-9α-hydroxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1244

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

Biological sources: Senecio speciosus Willd. [1]; Senecio glanduloso-pilosus Volkens et Muschl. [2]

C28H40O4: 440.2927

Mp: colorless oil [1]

UV (Et2O) 303 [1]

IR (CCl4): 3622, 1710, 1610, 980 [1]

MS: 440.293 [M]+ (7) (C28H40O4), 422 (10), 215 (42), 214 (60), 187 (100), 191 (6) [1]

1H NMR (270 MHz, CDCl3): 0.80 (3H, s, H-14), 0.94 (3H, d, J = 6.5, H-15), 1.92 (3H, br s, H-13), 2.15 (1H, d, J = 16.5, H-6β), 2.40 (1H, d, J = 16.5, H-6α), 4.28 (1H, m (in C6D6 3.98 br d, J = 8.5), H-9β), 4.83 (1H, ddd, J = 11; 11; 4.5, H-3α), 7.14 (1H, br s, H-12), acyl group: 0.90 (3H, t, J = 6.5, H-12′), 1.99 (3H, br s, H-13′), 2.16 (2H, dt, J = 7; 7, H-8′), 5.86 (1H, d, J = 15, H-2′), 5.95 (1H, dt, J = 15; 7, H-7′), 6.10 (1H, d, J = 12, H-4′), 6.16 (1H, d, J = 15, H-6′), 7.68 (1H, dd, J = 15; 12, H-3′) [1]

* – 10αH...

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References

  1. 1.
    F. Bohlmann, A. Suwita, C. Zdero, Phytochemistry 17(10), 1763 (1978)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, R.K. Gupta, Phytochemistry 21(10), 2595 (1982)CrossRefGoogle Scholar

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