Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1136

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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., S. jacobaea L. [1]; S. cineraria DC., S. erraticus Bertol., S. maritimus L., S. petasites DC. [2]; S. mauricei Hilliard et Burtt [3]; S. pachyphyllos Remy [4]

C20H24O4: 328.1675

Mp: yellow oil [1]

[α]24 (λ, nm): −107.0° (589), −117.0° (578), −150.0° (546) (c 3.92) [1]

UV 250 [1]

1H NMR (270 MHz, CDCl3, TMS): 0.97 (3H, d, J = 7, H-15), 1.23 (3H, s, H-14), 1.84 (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 = 3, H-2α), 2.59 (1H, ddd, J2β,3α = 3, J2β,3β = 5, H-2β), 6.60 (1H, s, H-6), 7.17 (1H, q, J = 1, H-12), 7.22 (1H, s, H-9); OAng: 1.96 (3H, dq, H-5′), 2.10 (3H, dq, H-4′), 6.24 (1H, qq, H-3′) [1]

References

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    F. Bohlmann, A. Suwita, P. Mahanta, Chem. Ber. 109, 3570 (1976)CrossRefGoogle Scholar
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    F. Bohlmann, K.-H. Knoll, C. Zdero, P.K. Mahanta, M. Grenz, A. Suwita, D. Ehlers, N.L. Van, W.-R. Abraham, A.A. Natu, Phytochemistry 16(7), 965 (1977)CrossRefGoogle Scholar
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    F. Bohlmann, C. Zdero, Phytochemistry 17(8), 1333 (1978)CrossRefGoogle Scholar
  4. 4.
    M. Ahmed, H.-M. Niemeyer, Phytochemistry 30(6), 2078 (1991)CrossRefGoogle Scholar

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