Natural Compounds

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

6β-Angeloyloxy-1α-hydroxy-10αH-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1152

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

Biological sources: Senecio rigidus L. [1]; S. pinnatus Poir. [2]; S. chionophilus Phil. [3]; S. hypochoerideus DC. [4]

C20H26O5: 346.1780

Mp: oil [1]

Mp: 147–148°C (colorless crystals from MeOH) [2]

UV (MeOH): 221, 281 [2]

IR: 3530, 1718, 1680 [1]; (KBr): 3530, 1715, 1220, 1650, 1600, 1540, 1460, 895 [2]

MS: 346.178 [M]+ (2) (calc. for C20H26O5 346.178), 263 (10), 83(100) [1]

1H NMR (CDCl3): 0.89 (3H, d, J = 6.5, H-15), 1.00 (3H, s, H-14), 1.86 (3H, d, J = 1, H-13), 2.40 (1H, d, J = 10, H-10), 4.15 (1H, m, H-1β), 6.47 (1H, s, H-6), 7.38 (1H, q, J = 1, H-12) [1]

1H NMR (CDCl3): 0.88 (3H, d, J = 6.5, H-15), 0.98 (3H, s, H-14), 1.83 (3H, br s, H-13), 2.40 (1H, d, J = 10, H-10), 4.15 (1H, m, H-1), 4.53 (1H, br s, 1-OH), 6.43 (1H, s, H-6), 7.35 (1H, br s, H-12); OAng: 1.94 (3H, m, H-5′), 2.05 (3H,...

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References

  1. 1.
    F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)CrossRefGoogle Scholar
  2. 2.
    M.S.A. de Salmeron, J. Kavka, O.S. Giordano, Planta Med. 47, 221 (1983)CrossRefGoogle Scholar
  3. 3.
    J.-Q. Gu, Y.-H. Wang, S.G. Franzblau, G. Montenegro, B.N. Timmermann, J. Nat. Prod. 67, 1483 (2004)CrossRefGoogle Scholar
  4. 4.
    F. Bohlmann, D. Ehlers, C. Zdero, Phytochemistry 17(3), 467 (1978)CrossRefGoogle Scholar

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