Natural Compounds

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

6β-Isobutyroyloxy-1α-senecioyloxy-10αH-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1414

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

Biological sources: Senecio panduriformis Hilliard [1]

C24H32O6: 416.2199

Mp: 128°C

[α]24 (λ, nm): −103° (589), −110° (578), −133° (546), −335° (436), −1429° (365) (c 0.53)

IR: 1740, 1725, 1655, 1705, 1545

MS: 416.220 [M]+ (1) (calc. for C24H32O6: 416.219), 333 (4), 317 (11), 316 (1), 246 (53), 228 (80), 83 (100), 71 (51)

1H NMR (270 MHz, TMS): 0.91 (3H, d, H-15), 1.06 (3H, s, H-14), 1.3–1.9 (4H, m, J1β,2α = 9, J1β,2β = 5, H-2α,2β; H-3α, 3β), 1.87 (3H, d, H-13), 2.0 (1H, m, J4α,14 = 7, H-4α), 2.70 (1H, d, H-10α), 5.35 (1H, ddd, J1β,10 = 10, H-1β), 6.39 (1H, s, H-6α), 7.32 (1H, q, J11,13 = 1, H-12); OiBu: 1.25 (3H, d, J = 7, H-3′), 1.26 (3H, d, J = 7, H-4′), 2.64 (1H, qq, J = 7, H-2′)

References

  1. 1.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 110, 474 (1977)CrossRefGoogle Scholar

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