Natural Compounds

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

6β-Isobutyroyloxy-10βH-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1178

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

Biological sources: Euryops sp. [1]; Senecio fluviatilis Wallr., S. lautus Soland, S. suaveolens (L.) Elliott, S. vellereus Franch. [2]

C19H26O4: 318.1831

Mp: colorless oil [1]

[α]24 (λ, nm): −95.0° (589), −100.2° (578), −116.2° (546), −224.3° (436) (c 1.45, CHCl3) [1]

IR (CCl4): 1737, 1680, 1540 [1]

MS: 318.183 [M]+ (14) (calc. for C19H26O4: 318.183), 248 (92), 230 (37), 215 (11), 71 (100) [1]

1H NMR (270 MHz, C6D6, TMS): 0.70 (3H, d, J = 7, H-15), 0.91 (3H, s, H-14), 1.82 (3H, br s, H-13), 2.68 (1H, m, H-10β), 6.27 (1H, m, J = 12, H-6α), 6.74 (1H, br s, H-12); OiBu: 0.97 (3H, d, J = 7, H-4′), 1.00 (3H, d, J = 7, H-3′), 2.99 (1H, qq, J = 7, H-2′) [1]

1H NMR (270 MHz, C6D6, 75°C, TMS): 0.72 (3H, d, J = 7, H-15), 1.02 (3H, s, H-14), 1.89 (3H, d, J = 1, H-13), 2.73 (1H, dd, J = 4; 4, H-10β), 6.26...

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References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar
  2. 2.
    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

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