Natural Compounds

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

6β-(2′-Hydroxy-2′-methylacryloyloxy)-1β,10β-epoxy-furanoeremophilane (6β-(2-Hydroxymethylprop-2-enoyloxy)-1β,10β-epoxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1168

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

Biological sources: Ligularia fischeri Turcz. [1]; L. vorobierii Vorosch. [2]

C19H24O5: 332.1624

Mp: oil [1]

[α]D −9° (c 0.84, EtOH) [1]

UV (EtOH) 215 (ε 15000) [1]

IR (liquid): 3460, 1718, 1645, 1570, 1160 [1]

MS: 332 [M]+ (6), 109 (100), 85 (94), 57 (50) [1]

1H NMR (CDCl3): 1.05 (3H, d, J = 7, H-14), 1.22 (3H, s, H-15), 1.79 (3H, d, J = 1.5, H-13), 2.15 (1H, d, J = 16, H-9β), 3.10 (1H, br s, H-1α), 3.23 (1H, dd, J = 16; 2, H-9α), 6.46 (1H, m, H-6α), 7.09 (1H, q, J = 1.5, H-12); OMeacr(OH): 2.92 (1H, br s, OH-4′), 4.38 (2H, br s, H-4′), 5.92 (1H, dt, J = 1.6; 1.2, H-3′a), 6.32 (1H, dt, J = 1.6; 1, H-3′b) [1]

References

  1. 1.
    T. Sato, Y. Moriyama, H. Nagano, Y. Tanahashi, T. Takahashi, Bull. Chem. Soc. Jpn. 48, 112 (1975)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, A. Suwita, Chem. Ber. 110, 1759 (1976)CrossRefGoogle Scholar

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