Natural Compounds

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

3α-Angeloyloxy-9β-hydroxy-7α,10βH-eremophil-11(12)-en-8-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1020

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

Biological sources: Senecio bicolor (Willd.) Tod., S. sylvaticus L., S. Senecio grisebachii Baker var. balansae (Baker) Cabrera, S. viscosus L. [1]; S. gerardii Harv. [2]; S. warszewiczii A. Braun et Bouche [3]

C20H30O4: 334.2144

Mp: oil [1]

[α]24 (λ, nm): −9° (589), −9° (578), −10° (546), −13° (436) (c 2.1)

IR: 3490, 1710, 900 [1]

MS: 334.214 [M]+ (8) (calc. for C20H30O4 334.214), 252 [M – O=C=C(Me)–CH=CH2]+ (20), 234 [M – C4H7COOH]+ (18), 83 [C4H7CO]+ (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.95 (3H, d, J = 7, H-15), 1.18 (3H, s br, H-15), 1.5 (1H, m, J = 11, H-10β), 1.5 (2H, m, J = 5; 3, H-1), 1.65 (1H, dd, J = 13, H-6β), 1.80 (3H, s br, J = 1, H-13), 2.1 (1H, m, J = 11; 7, H-4α), 2.13 (1H, dd, J = 5.5, H-6α), 2.24 (1H, dddd, J = 5; 3; 12; 5, H-2β), 3.27 (1H, dd, J = 5.5; 13, H-7α), 4.00 (1H, d br,...

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References

  1. 1.
    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
  2. 2.
    F. Bohlmann, C. Zdero, Phytochemistry 17(8), 1337 (1978)CrossRefGoogle Scholar
  3. 3.
    F. Bohlmann, C. Zdero, D. Berger, A. Suwita, P. Mahanta, C. Jeffrey, Phytochemistry 18(1), 79 (1979)CrossRefGoogle Scholar

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