Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1101

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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. rhyncholaenus DC. [2]; S. variabilis Sch. Bip. [3]

C25H36O5: 416.2563

Mp: colorless oil [1]

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

MS: 416.256 [M]+ (5) (C25H36O5), 316 (12), 216 (10), 201 (2), 83 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.92 (3H, d, J = 7, H-15), 1.21 (3H, s, H-14), 1.52 (1H, dq, J = 10; 7, H-4α), 1.63 (1H, dd, J = 14; 13, H-6β), 1.77 (3H, br s, H-13), 1.80 (3H, m, H-10β), 2.10 (1H, dd, J = 14; 5, H-6α), 3.27 (1H, dd, J = 5; 13, H-7α), 4.76 (1H, br s, H-12b), 4.84 (1H, ddd, J = 10; 5; 10, H-3β), 4.95 (1H, dq, J = 1; 1, H-12a), 5.16 (3H, d, J = 12, H-9α); OSen-9: 1.92 (3H, d, H-5′), 2.17 (3H, d, H-4′), 5.80 (1H, dq, H-2′); OTigl-3: 1.80 (3H, dq, H-4″), 1.83 (3H, dq, H-5″), 6.86 (1H, qq, H-3″) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(8), 1337 (1978)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, A. Suwita, C. Zdero, Phytochemistry 17(10), 1763 (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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