Natural Compounds

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

3α-(Hex-2′-cis-enoyloxy)-7βH-eremophila-9(10),11(12)-dien-8-one (3α-O-Hex-2-cis-enoyl-sencathenone)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1036

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

Biological sources: Senecio cathcartensis O.Hoffm. [1]

C21H30O3: 330.2195

Mp: colorless oil [1]

[α]24 (λ, nm): −62.0° (589), −64.8° (578), −75.1° (546), −137.7° (436) (c 1.04, CHCl3) [1]

IR (CCl4): 1717, 1675, 1640, 1620 [1]

MS: 330.220 [M]+ (2) (calc. for C21H30O3), 41 [C3H5]+ (100) [1]

CD: Δε367 +0.1, Δε350 +0.4, Δε336 +0.5, Δε322 +0.4, Δε273 −0.5, Δε228 −13.9 [1]

1H NMR (270 MHz, CHCl3, TMS): 0.98 (3H, d, J = 7, H-15), 1.17 (3H, s, H-14), 1.47 (1H, m, J = 15; 4; 14; 11, H-2α), 1.78 (3H, br s, H-13), 2.0 (1H, m, H-4α), 2.0 (1H, m, H-6β), 2.0 (1H, m, J = 15; 2; 5; 4.5, H-2β), 2.28 (1H, br d, J = 14, H-1α), 2.3 (1H, m, H-6α), 2.59 (1H, br ddd, J = 14; 5; 1.5, H-1β), 3.06 (1H, br dd, J = 1, H-7β), 4.75 (1H, br s, H-12b), 4.96 (1H, br s, J = 1; 1, H-12a), 4.99 (1H, ddd, J = 11; 4.5; 11, H-3β), 5.85 (1H,...

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References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(8), 1337 (1978)CrossRefGoogle Scholar

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