Natural Compounds

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

3β-Acetoxy-6β-propionyloxy-furanoeremophil-1(10)-ene (3β-Acetoxy-6β-propionyloxyeuryopsin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1335

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

Biological sources:Senecio subumbellatus Phil. [1]

C20H26O5: 346.1780

[α]D24 +11° (c 0.15, CHCl3) [1]

IR (CCl4): 1750 [1]

MS: 346.178 [M]+ (1.5) (calc. for C20H26O5: 346.178), 272 (22), 220 (20), 215 (100), 159 (82), 119 (98), 93 (86), 69 (85), 57 (60) [1]

TLC: Et2O – petrol (1:4), Rf 0.5 [1]

1H NMR (400 MHz, CDCl3): 0.95 (3H, d, J = 7, H-15), 1.10 (3H, s, H-14), 1.82 (3H, d, J = 1.5, H-13), 2.05 (3H, s, OAc), 3.05 (1H, d, J = ∼1; 17, H-9b), 3.40 (1H, br d, J = 2.5; 17, H-9a), 5.17 (1H, ddd, H-3), 5.54 (1H, dt, J = 5; 2, H-1), 6.18 (1H, dd, J = 2.5; ∼1, H-6), 7.03 (1H, br s, H-12); OProp: 1.21 (3H, t, J = 7.5, H-3′), 2.42 (2H, q, J = 7.5, H-2′) [1]

References

  1. 1.
    J. Jakupovic, M. Grenz, F. Bohlmann, H.M. Niemeyer, Phytochemistry 30(8), 2691 (1991)CrossRefGoogle Scholar

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