Natural Compounds

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

6β-Isobutyroyloxy-10αH-furanoeremophil-1-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1175

Open image in new window

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

Biological sources: Senecio heliopsis Hilliard et Burtt [1]; Senecio auricula Bourg. var. major Wk. [2]; S. boissieri [3]

C19H26O4: 318.1831

Mp: colorless oil [1]

IR (CCl4): 1725, 1630, 1570 [1]

MS: 318.183 [M]+ (10) (calc. for C19H26O4: 318.183), 248 (12), 230 (20), 215 (38), 124 (100), 71 (68) [1]

TLC: Et2O – petrol (1:3), Rf 0.35 [1]

1H NMR (400 MHz, C6D6, TMS): 0.68 (3H, s, H-14), 0.78 (3H, d, J = 7, H-15), 1.48 (1H, ddq, J = 12; 3.5; 7, H-4), 1.67 (1H, m, J = 13; 2; 13; 3.5, H-3b), 1.75 (1H, dddd, J = 7; 4.5; 13; 12, H-3a), 1.83 (1H, ddd, J = 14; 7; 13, H-2a), 1.89 (3H, d, J = 1.5, H-13), 1.92 (1H, dd, H-10), 2.19 (1H, ddd, J = 14; 4.5; 2, H-2b), 2.66 (1H, br dd, J = 1, H-9b), 3.05 (1H, ddd, J = 2, H-9a), 6.13 (1H, dd, J = 2; 1, H-6), 6.93 (1H, br s, H-12); OiBu: 1.09 (3H, d, H-4′), 1.11...

This is a preview of subscription content, log in to check access

References

  1. 1.
    F. Bohlmann, C. Zdero, J. Jakupovic, L.N. Misra, S. Banerjee, P. Singh, R.N. Baruah, M.A. Metwally, G. Schmeda-Hirschmann, L.P.D. Vincent, R.M. King, H. Robinson, Phytochemistry 24(6), 1249 (1985)CrossRefGoogle Scholar
  2. 2.
    P. Torres, J. Ayala, C. Grande, M.J. Macias, M. Grande, Phytochemistry 47(1), 57 (1998)CrossRefGoogle Scholar
  3. 3.
    P. Torres, C. Grande, J. Anaya, M. Grande, Fitoterapia 71, 91 (2000)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013