Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1180

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

Biological sources: Senecio praecox DC. [1]; S. salignus DC. [1]; S. smithii DC. [2]; S. behnii Ric. et Mart., S. candollii Wedd. [3]; S. dryophyllus Meyen et Walp. [3]; Euryops floribundus N.E.Br. [4]

C19H26O4: 318.1831

Mp: oil [1]

IR: 1740, 1565 [1]

[α]24 (λ, nm): −7.3° (589), −7.4° (578), −8.6° (546) (c 4.9) [1]

MS: 318.183 [M]+ (1) (calc. for C19H26O4: 318.183), 230 [M – C3H7COOH]+ (45), 71 [C3H7CO]+ (20) [1]

1H NMR (CDCl3, TMS): 1.08 (3H, d, J = 7, H-15), 1.14 (3H, s, H-14), 1.83 (3H, d, J = 1, H-13), 2.96 (1H, br d, J = 4, H-1α), 3.15 (2H, br d, J = 17, H-9), 6.27 (1H, br s, H-6α), 6.96 (1H, br s, H-12) [1]

References

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    F. Bohlmann, C. Zdero, Chem. Ber. 109, 819 (1976)CrossRefGoogle Scholar
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    F. Bohlmann, C. Zdero, R.M. King, H. Robinson, Phytochemistry 20(10), 2389 (1981)CrossRefGoogle Scholar
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    S. Dupre, M. Grenz, J. Jakupovic, F. Bohlmann, H.M. Niemeyer, Phytochemistry 30(4), 1211 (1991)CrossRefGoogle Scholar
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    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar

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