Natural Compounds

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

6β-Senecioyloxy-furanoeremophil-1(10)-en-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1281

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

Biological sources: Senecio lanceus Aiton [1]; S. hypochoerideus DC. [2]; Euryops annae E. Phillips, E. brevipapposus M.D. Hend. [3]

C20H24O4: 328.1675

Mp: oil [1]

IR: 1725, 1650, 1680, 1620 [1]

MS: 328.167 [M]+ (calc. for C20H24O4: 328.167), 246 (28), 228 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.97 (3H, d, H-15), 1.12 (3H, s, H-14), 1.4–1.6 (2H, m, J3α,4 = 4, J3β,4 = 10, H-3), 1.89 (3H, d, H-13), 1.96 (1H, ddq, J4,15 = 6.5, H-4), 2.24 (2H, m, H-2), 6.35 (1H, s, H-6), 6.97 (1H, t, J1,2 = 4, H-1), 7.40 (1H, q, J11,13 = 1, H-12); OSen: 1.98 (3H, d, J = 1, H-4′), 2.25 (3H, d, J = 1, H-5′), 5.81 (1H, qq, J = 1, H-2′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 110, 474 (1977)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, D. Ehlers, C. Zdero, Phytochemistry 17(3), 467 (1978)CrossRefGoogle Scholar
  3. 3.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar

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