Natural Compounds

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

9α-Angeloyloxy-2β,8α-dihydroxy-4β,10β,7αH-eremophil-11(12)-ene (Eurupestrol-9-angelicat)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1033

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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]

C20H32O4: 336.2301

Mp: 64°C (CHCl3, colorless crystals) [1]

[α]24 (λ, nm): +13.2° (589), +13.4° (578), +14.5° (546), +20.1° (436) (c 0.62, CHCl3) [1]

IR (CCl4): 3600, 3480, 1700, 1650, 859 [1]

MS: 336.231 [M]+ (4) (calc. for C20H32O4), 318 (1), 236 (4), 218 (9), 83 (100) [1]

1H NMR (270 MHz, C6D6, 75°, TMS): 0.67 (3H, d, J = 7, H-15), 0.84 (3H, s, H-14), 1.20 (1H, m, H-1), 1.20 (1H, m, H-3), 1.40 (1H, dd, J = 15; 11.5, H-6β), 1.63 (1H, dd, J = 15; 7, H-6α), 1.75 (1H, ddq, J = 13; 4; 7, H-4β), 1.75 (3H, br s, H-13), 2.38 (1H, ddd, J = 7; 11.5; 11.5, H-7α), 2.40 (1H, ddd, J = 13; 3; 5, H-10β), 3.78 (1H, dddd, J = ∼2, H-2α), 3.96 (1H, dd, J = 11.5; 4, H-8β), 4.85 (2H, br s, H-12), 5.08 (1H, dd, J = 4; 5, H-9β); OAng: 1.84 (3H, dq, J =...

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References

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

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