Natural Compounds

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

6β-Senecioyloxy-1β,10β-epoxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1283

CAS Registry Number: 55050-50-5 Open image in new window

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

Biological sources: Senecio rigidus L. [1]; S. smithii DC. [2]; S. doria L., S. macrophyllus M. Bieb. [3]; Euryops brevipapposus M.D. Hend., E. evansii Schltr., E. multifidus DC., E. oligoglossus DC. sp. oligoglossus [4]

C20H26O4: 330.1831

Mp: oil [1]

IR: 1720, 1645 [1]

MS: 330.184 [M]+ (1) (calc. for C20H26O4 330.183), 230 [M – C4H7COOH]+ (71), 215 [230 – CH3]+ (42), 83 [C4H7CO]+ (100), 55 [83 – CO]+ (85) [1]

1H NMR (CCl4): 1.12 (3H, d, J = 6.5, H-15), 1.19 (3H, s, H-14), 1.80 (3H, d, J = 1, H-13), 2.09 (1H, br d, J = 17, H-9α), 2.98 (1H, br d, J = 3.8, H-1), 3.16 (1H, br dd, J = 17; 2, H-9β), 6.30 (1H, dd, J = 2.5; 1.3, H-6), 6.96 (1H, s br, H-12); OSen: 1.93 (3H, d, H-4′), 2.21 (3H, d, H-5′), 5.69 (1H, qq, H-2′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, C. Zdero, R.M. King, H. Robinson, Phytochemistry 20, 2389 (1981)CrossRefGoogle Scholar
  3. 3.
    F. Bohlmann, K.-H. Knoll, C. Zdero, P.K. Mahanta, M. Grenz, A. Suwita, D. Ehlers, N.L. Van, W.-R. Abraham, A.A. Natu, Phytochemistry 16(7), 965 (1977)CrossRefGoogle Scholar
  4. 4.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar

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