Natural Compounds

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

6β-Isobutyroyloxy-1α-senecioyloxy-2β-hydroxy-10αH-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1415

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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]

C24H32O7: 432.215

Mp: 90°C

[α]24 (λ, nm): −92° (589), −9735° (578), −118° (546), −303° (436), −1227° (365) (c 0.94)

IR: 3500, 1740, 1710, 1655, 1705

MS: 432.215 [M]+ (9) (calc. for C24H32O7 432.215), 414 (2), 361 (2), 333 (15), 332 (6), 262 (10), 244 (38), 83 (100), 71 (25)

1H NMR (270 MHz, TMS): 0.90 (3H, d, H-15), 1.03 (3H, s, H-14), 1.54 (1H, ddd, J2α,OH = 3.5, H-3β), 1.78 (1H, ddd, J2α,3β = 12, H-3α), 1.86 (3H, d, H-13), 1.99 (1H, ddq, J3α,3β = 14, H-4α), 2.80 (1H, d, J3β,4α = 12, H-10α), 2.82 (1H, d, J = 3.5, OH-2), 3.65 (1H, dddd, J1β,2α = 9, J2α,3α = 5, H-2α), 5.30 (1H, dd, J1β,10 = 10, H-1β), 6.37 (1H, s, J3α,4α = 3, H-6α), 7.34 (1H, q, J11,13 = 1, H-12); OiBu: 1.25 (3H, d, J = 7, H-3′), 1.26 (3H, d, J = 7, H-4′), 2.65 (1H, qq, J = 7,...

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References

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

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