Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1089

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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]

C25H36O5: 416.2563

Mp: colorless oil [1]

[α]24 (λ, nm): −82.6° (589), −86.2° (578), −96.7° (546), −166.1° (436) (c 16.1, CHCl3) [1]

IR (CCl4): 1725, 1712, 1650 [1]

MS: 416.256 [M]+ (5) (C25H36O5), 316 (12), 216 (8), 201 (2), 188 (3), 83 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.95 (3H, d, J = 7, H-15), 1.22 (3H, s, H-14), 1.53 (1H, dq, J = 10; 7, H-4α), 1.64 (1H, dd, J = 14; 13, H-6β), 1.78 (3H, br s, H-13), 1.8 (3H, m, H-10β), 2.12 (1H, dd, J = 14; 5, H-6α), 3.27 (1H, dd, J = 5; 13, H-7α), 4.78 (1H, br s, H-12b), 4.90 (1H, ddd, J = 10; 5; 10, H-3β), 4.97 (1H, dq, J = 1; 1, H-12a), 5.15 (3H, d, J = 12, H-9α); OAng: 1.89 (3H, dq, H-5′), 1.99 (3H, dq, H-4′), 6.06 (1H, qq, H-3′); OSen: 1.92 (3H, d, H-4″), 2.18 (3H, d, H-5″), 5.79 (1H,...

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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

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