Natural Compounds

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

9α-Angeloyloxy-8α-hydroxy-4β,7αH-eremophil-11(12)-en-2-one (2-Dehydro-eurupestrol-9-angelicat)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1032

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

Biological sources: Euryops rupestris (Schltr.) var. rupestris [1]

C20H30O4: 334.2144

Mp: colorless oil [1]

[α]24 (λ, nm): +50.3° (589), +52.3° (578), +58.9° (546), +92.6° (436) (c 4.0, CHCl3) [1]

IR (CCl4): 3457, 3080, 1722, 1705, 1650, 895 [1]

MS: 334.214 [M]+ (2) (calc. for C20H30O4: 334.214), 234 (8), 219 (2), 216 (2), 83 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.94 (3H, d, J = 7, H-15), 1.11 (3H, s, H-14), 1.50 (1H, dd, J = 15; 11.5, H-6β), 1.71 (1H, dd, J = 15; 7, H-6α), 1.76 (3H, br s, H-13), 1.78 (1H, m, H-4β), 2.2 (3H, m, H-1β, H-3), 2.34 (1H, ddd, J = 13; 3; 5, H-10β), 2.46 (1H, ddd, J = 7; 11.5; 11.5, H-7α), 2.56 (1H, dd, J = 13; 13, H-1α), 3.74 (1H, br s, OH), 3.88 (1H, dd, J = 11.5; 4, H-8β), 4.83 (1H, dd, J = 4; 5, H-9β), 4.86 (1H, br s, H-12b), 4.89 (1H, dq, J = 1, H-12a); OAng: 1.92...

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References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar

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