Natural Compounds

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

8α-Angeloyloxy-9α-hydroxy-10βH-eremophil-11(12)-en-8-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1028

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

Biological sources: Euryops annae E. Phillips [1]

C20H30O4: 334.2144

Mp: colorless oil [1]

[α]24 (λ, nm): +37° (589), +39° (578), +44° (546), +76° (436) (c 2.8, CHCl3) [1]

IR (CCl4): 3620, 3090, 1725, 1720, 1650, 1610, 900 [1]

MS: 334.214 [M]+ (12) (calc. for C20H30O4: 334.214), 316 (2), 234 (24), 83 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.87 (3H, d, J = 7, H-15), 1.06 (3H, s, H-14), 1.30 (1H, dd, J = 14; 13, H-6β), 1.70 (3H, br s, H-13), 1.93 (1H, m, H-10β), 1.93 (1H, m, H-6α), 2.11 (1H, dd, J = 15.5; 12.5, H-3β), 2.27 (1H, br d, J = 15.5; 2, H-1β), 2.33 (1H, ddd, J = 15.5; 5, H-3α), 2.66 (1H, dd, J = 15.5; 7, H-1α), 2.83 (1H, ddd, J = 3; 13; 11, H-7α), 2.90 (1H, ddq, J = 5; 12.5; 7, H-4α), 4.05 (1H, ddd, J = 3.5; 3; 2, H-9β), 4.78 (2H, br s, H-12), 4.93 (1H, dd, J = 11; 3.5, H-8β); OAng: 1.84 (3H,...

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References

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

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