Natural Compounds

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

1α-Acetoxy-6β-isobutyroyloxy-10αH-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1315

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

Biological sources: Senecio umbellatus L. [1]; S. hypochoerideus DC. [2]

C21H28O6: 376.1886

Mp: oil [1]

IR: 1747, 1248, 1706 (α-furanketon) [1]

MS: 376.189 [M]+ (3) (calc. for C21H28O6 376.189), 334 [M – H2C = C = O]+ (3), 263 [334 – C3H7CO]+ (35), 246 [334 – C3H7COOH]+ (70), 228 [246 – H2O]+ (65), 213 [228 – CH3] (37), 71 [C3H7CO]+ (100) [1]

1H NMR (CDCl3): 0.91 (3H, s, J = 6.5, H-15), 0.99 (3H, s, H-14), 1.87 (3H, d, J = 1, H-13), 2.67 (1H, d, J = 10, H-10), 5.29 (1H, m, H-1), 6.38 (1H, s, H-6α), 7.33 (1H, q, J = 1, H-12) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, D. Ehlers, C. Zdero, Phytochemistry 17(3), 467 (1978)CrossRefGoogle Scholar

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