Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1074

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

Biological sources: Senecio sylvaticus L. [1]; S. Senecio warszewiczii A. Braun et Bouche [2]

C20H30O4: 334.2144

Mp: oil [1]

IR: 3500, 1710, 1650 [1]

MS: 334.214 [M]+ (24) (calc. for C20H30O4 334.214), 83 [C4H7CO]+ (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.92 (3H, d, J = 7, H-15), 1.18 (3H, s, J = 7, H-14), 1.5 (1H, m, J = 11, H-10β), 1.5 (2H, m, J = 5; 3, H-1), 1.63 (1H, dd, J = 13, H-6β), 1.80 (3H, s br, J = 1, H-13), 2.1 (1H, m, J = 7, H-4α), 2.13 (1H, dd, J = 13, H-6α), 2.24 (1H, dddd, J = 5; 3; 12, H-2β), 3.27 (1H, dd, J = 5.5; 13, H-7α), 4.00 (1H, br d, J = 11, H-9α), 4.80 (1H, s br, J = 1, H-12a), 4.85 (1H, ddd, J = 11; 5; 11, H-3β), 5.01 (1H, dq, J = 1, H-12b); OSen: 1.90 (3H, d, H-4′), 2.18 (3H, d, H-5′), 5.67 (1H, qq, H-2′) [1]

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, D. Berger, A. Suwita, P. Mahanta, C. Jeffrey, Phytochemistry 18(1), 79 (1979)CrossRefGoogle Scholar

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