Natural Compounds

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

3α-(2′-Methylacryloyloxy)-6β-hydroxy-1,10β-epoxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1220

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

Biological sources: Ligularia vorobierii Vorosch. [1]

C19H24O5: 332.1624

Mp: oil [1]

[α]24 (λ, nm): −4° (589), −4° (578), −6° (546), −13° (436) (c 0.62)

IR: 3615, 1710, 1650

MS: 332.162 [M]+ (20), (calc. for C19H24O5: 332.162); 314 (2), 246 (15), 69 (100)

1H NMR (270 MHz, CDCl3, TMS): 1.11 (3H, d, J = 7, H-15), 1.20 (3H, s, H-14), 1.95 (1H, m, J3β,4α = 10, J4α,15 = 7, H-4α), 2.0 (m, J2α,2β = 15, J2α,3β = 10, H-2α), 2.09 (3H, d, J = 1, H-13), 2.22 (1H, d, J9α,9β = 17, H-9α), 2.33 (1H, m, J1,2β = 5, J2α,2β = 15, J2β,3β = 6, H-2β), 3.13 (1H, d, J1,2β = 5, H-1), 3.18 (1H, br d, J9α,9β = 17, H-9β), 5.06 (1H, br s, H-6α), 5.24 (1H, J2α,3β = 10, J2β,3β = 6, J3β,4α= 10, dd, H-3β), 7.08 (1H, br s, J = 1, H-12); OMeacr: 1.95 (3H, br s, H-4′), 5.59 (1H, dq, J = 1; 1, H-3′a), 6.12 (1H, dq, J = 1; 1, H-3′b)...

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References

  1. 1.
    F. Bohlmann, A. Suwita, Chem. Ber. 110, 1759 (1977)CrossRefGoogle Scholar

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