Natural Compounds

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

3α,9β-Disenecioyloxy-7α,10βH-eremophil-11(12)-en-8-one (Seneremophilondiol Disenecioate)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1096

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

Biological sources: Senecio gerardii Harv. [1]; S. sandersonii Harv. [2]

C25H36O5: 416

Mp: colorless oil [1]

IR (CCl4): 1725, 1715, 1650 [1]

MS: 416.256 [M]+ (4) (calc. for C25H36O5), 316 (11), 216 (9), 201 (3), 188 (3), 83 (100) [1]

1H NMR (270 MHz, CHCl3, TMS): 0.93 (3H, d, J = 7, H-15), 1.21 (3H, s, H-14), 1.52 (1H, dq, J = 10; 7, H-4α), 1.62 (1H, dd, J = 14; 13, H-6β), 1.77 (3H, br s, H-13), 1.8 (1H, m, H-10β), 2.10 (1H, dd, J = 14; 5, H-6α), 3.27 (1H, dd, J = 5; 1, H-7α), 4.76 (1H, br s, H-12b), 4.85 (1H, ddd, J = 10; 5; 10, H-3β), 4.95 (1H, dq, J = 1, H-12a), 5.15 (1H, d, J = 12, H-9α); OSen-3: 1.90 (3H, d, H-5′), 2.18 (3H, d, H-4′), 5.67 (1H, dq, H-2′); OSen-9: 1.91 (3H, d, H-5″), 2.17 (3H, d, H-4″), 5.79 (1H, dq, H-2″) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(8), 1337 (1978)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, J. Ziesche, Phytochemistry 18(9), 1489 (1979)CrossRefGoogle Scholar

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