Natural Compounds

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

6β-Isobutyroyloxy-furanoeremophil-9(10)-en-1-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1172

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

Biological sources: Senecio polyanthemoides Sch. Bip., S. jaquinianus Reichb. [1]

C19H24O4: 316.1675

Mp: oil [1]

[α]D24 −52.0° (589), −57.0° (578), −76.0° (546) (c 1.29) [1]

IR: 1732, 1672 [1]

UV 350 [1]

MS: 316.167 [M]+ (27) (calc. for C19H24O4: 316.1675) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.96 (3H, d, J = 7, H-15), 1.20 (3H, s, H-14), 1.86 (3H, d, J = 1, H-13), 1.9 (2H, m, H-3), 2.15 (1H, m, J = 7, H-4), 2.46 (1H, ddd, J2α,2β = 17, J2α,3β = 10, J2α,3α = 7, H-2α), 2.59 (1H, ddd, J2β,3α = 3, J2β,3β = 5, H-2β), 6.51 (2H, s, H-6), 7.15 (1H, q, J = 1, H-12), 7.16 (1H, s, H-9); OiBu: 1.25 (6H, d, H-3′, H-4′), 2.69 (1H, qq, H-2′) [1]

References

  1. 1.
    F. Bohlmann, A. Suwita, P. Mahanta, Chem. Ber. 109, 3570 (1976)CrossRefGoogle Scholar

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