Natural Compounds

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

2β-Angeloyloxy-10β-hydroxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1112

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

Biological sources: Euryops othonnoides (DC.) B. Nord. [1]; E. tenuissimus Less. (Euryops tenuisissimus Less.) [2]

C20H28O4: 332.1986

Mp: oil [1]

IR: 3520, 1725, 1660 [1]

MS: 332.196 [M]+ (5) (calc. for C20H28O4 332.199), 314 (16), 233 (38), 83 (100) [1]

1H NMR (CCl4, TMS): 0.75 (3H, m, H-15), 1.00 (3H, s, H-14), 1.87 (3H, d, J ≈ 1, H-13), 2.28 (2H, m, H-6), 2.51 (1H, dm, J ≈ 17, H-9b), 3.10 (1H, dm, J ≈ 17, H-9a), 5.07 (1H, m, H-1 or H-2), 6.95 (1H, br s, H-12) [1]

1H NMR: 0.78 (3H, br d, H-15), 1.02 (3H, s, H-14), 1.89 (3H, br s, H-13), 2.30 (2H, m, H-6a, H-6b), 3.02 (2H, br d, J = 17, H-9a), 5.08 (1H, m, H-2), 6.94 (1H, br s, H-12), 7.46 (2H, br d, J = 17, H-9b); OAng: 1.89 (3H, dq, J = 1; 1, H-5′), 1.96 (3H, qd, J = 7; 1, H-4′), 5.99 (1H, qq, J = 7; 1, H-3′) [2]

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

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