Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1243

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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]; S. glanduloso-pilosus Volkens et Muschl. [2]

C28H38O4: 438.2770

Mp: colorless oil [1]

UV (Et2O) 303 [1]

IR (CCl4) : 1712, 1688, 1615, 980 [1]

MS: 438.227 [M]+ (11), 230 (7), 191 (23), 69 (100) [1]

1H NMR (270 MHz, CDCl3): 0.88 (3H, s, H-14), 0.98 (3H, d, J = 6.5, H-15), 1.99 (3H, br s, H-13), 2.44 (1H, dd, J = 3; 10, H-10α), 2.50 (1H, d, J = 16.5, H-6β), 2.77 (1H, d, J = 16.5, H-6α), 4.83 (1H, ddd, J = 11; 11; 4.5, H-3α), 7.38 (1H, q, J = 1, H-12), acyl group: 0.92 (3H, t, J = 6.5, H-12′), 2.00 (3H, d, J = 1, H-13′), 2.17 (2H, dt, J = 7; 7, H-8′), 5.89 (1H, d, J = 15, H-2′), 5.96 (1H, dt, J = 15; 7, H-7′), 6.11 (1H, d, J = 12, H-4′), 6.16 (1H, d, J = 15, H-6′), 7.69 (1H, dd, J = 15; 12, H-3′) [1]

* – 10αH [1]; 10βH [2]

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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