Natural Compounds

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

6β-Acetoxy-3α-(2′-methylacryloyloxy)-1,10β-epoxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1351

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

Biological sources: Ligularia vorobierii Vorosch. [1]

C21H26O6: 374.1729

Mp: oil [1]

[α]24 (λ, nm): −18° (589), −18° (578), −21° (546), −37° (436) (c 0.93)

IR: 1742, 1225, 1715, 1640

MS: 374.178 (17) (calc. for C21H26O6: 374.179): 332 (17), 314 (9), 288 (4), 69 (100), 43 (61) [1]

1H NMR (270 MHz, CDCl3, TMS): 1.11 (3H, d, J = 7, H-15), 1.25 (3H, s, H-14), 1.87 (3H, d, J12,13 = 1, H-13), 1.91 (1H, dq, J4α,15 = 7, H-4α), 2.01 (1H, dd, J2α,2β = 15, J2α,3β = 10, H-2α), 2.16 (3H, s, OAc), 2.25 (1H, d, J9α,9β = 17, H-9α), 2.46 (1H, ddd, J1,2β = 5, J2α,2β = 15, J2β,3β = 6, H-2β), 3.12 (1H, d, J1,2β = 5, H-1), 3.22 (1H, br d, J9α,9β = 17, H-9β), 5.29 (1H, ddd, J2α,3β = 10, J2β,3β = 6, J3β,4α = 10, H-3β), 6.43 (1H, br s, H-6α), 7.08 (1H, br s, J12,13= 1, H-12); OMeacr: 1.94 (3H, br s, H-4′), 5.56 (1H, dq,...

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References

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

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