Natural Compounds

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

6β-Acetoxy-1,10-epoxy-furanoeremophil-9-one (1,10-Epoxy-decompositin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1107

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

Biological sources: Euryops speciosissimum DC [1]; E. linifolius DC [2]; E. othonnoides (DC.) B. Nord. [1, 3]; E. linifolius (L.) DC., E. evansii Schltr. [3]; E. pedunculatus [4]; Senecio rigidus L. [5]; S. grandiflorus Berg. [6]; S. smithii DC. [7]; S. behnii Ric. et Mart., S. dryophyllus Meyen et Walp. [8]

C17H20O5: 304.1311

Mp: 185°C [1]

[α]24 (λ, nm): +0.5° (589), +0.8° (578), +1.2° (546), +13° (436), +303° (365) (c 1.2) [1]

IR: 1690, 1540, 1750, 1240 [1]

MS: 304 [M]+ (12), 262 [M – H2C=C=O]+ (21), 244 [M – CH3COOH] (4), 43 [CH3CO]+ (100) [1]

1H NMR (CDCl3, TMS): 1.05 (3H, d, H-15), 1.20 (3H, s, H-14), 1.97 (3H, d, J ≈ 1, H-13), 3.35 (1H, dm, J ≈ 4, H-1), 6.63 (1H, s, H-6), 7.33 (1H, q, J ≈ 1, H-12) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, N. Rao, Chem. Ber. 105, 3523 (1972)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 2730 (1974)CrossRefGoogle Scholar
  3. 3.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar
  4. 4.
    J. Jakupovic, V.P. Patnak, M. Grenz, S. Banerjee, C. Wolfrum, R.N. Baruah, F. Bohlmann, Phytochemistry 26(4), 1049 (1987)CrossRefGoogle Scholar
  5. 5.
    F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)CrossRefGoogle Scholar
  6. 6.
    F. Bohlmann, A. Suwita, P. Mahanta, Chem. Ber. 109, 3570 (1976)CrossRefGoogle Scholar
  7. 7.
    F. Bohlmann, C. Zdero, R.M. King, H. Robinson, Phytochemistry 20(10), 2389 (1981)CrossRefGoogle Scholar
  8. 8.
    S. Dupre, M. Grenz, J. Jakupovic, F. Bohlmann, H.M. Niemeyer, Phytochemistry 30(4), 1211 (1991)CrossRefGoogle Scholar

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