Natural Compounds

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

6β-(2′-Methylbutyroyloxy)-10β-hydroxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1240

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

Biological sources: Ligularia japonica Less. [1, 2]; Othonna amplexicaulis Thunb. [3]

C20H30O4: 334.2144

Mp: ca. 40°C [1]

UV (EtOH) 218 (ε 9100) [1]

IR (CCl4): 3570, 3500, 1725, 1640, 1565, 1245 [2]

MS: 334 [M]+ (C20H30O4), 159 (base peak) [2]

1H NMR (CDCl3): 0.88 (3H, t, J = 5.5, H-15), 1.14 (3H, d, J = 7, H-14), 2.34 (1H, m, H-2′) [1]

1H NMR (CDCl3): 0.83 (3H, d, J = 7.5, H-15), 1.25 (3H, s, H-14), 1.90 (3H, d, J = 1.5, H-11), 2.65 and 3.20 (each 1H, d, J = 17.5, H-9), ca. 3.3 (1H, br s, OH), 6.19 (1H, s, H-6), 7.07 (1H, m, H-12); OMeBu: 0.88 (3H, t, J = 5.5, H-4′), 1.14 (3H, d, J = 7, H-5′), 2.34 (1H, m, H-2′) [2]

References

  1. 1.
    M. Tada, Y. Moriyama, Y. Tanahashi, T. Takahashi, M. Fukuyama, K. Sato, Tetrahedron Lett. 12, 4007 (1971)CrossRefGoogle Scholar
  2. 2.
    M. Tada, Y. Moriyama, Y. Tanahashi, T. Takahashi, Bull. Chem. Soc. Jpn. 47, 1999 (1974)CrossRefGoogle Scholar
  3. 3.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 3928 (1974)CrossRefGoogle Scholar

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