Natural Compounds

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

6β-Isovaleroyloxy-3β-hydroxy-furanoeremophil-1(10)-ene (3β-Hydroxy-6β-isovaleryloxyeuryopsin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1203

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

Biological sources: Senecio subumbellatus Phil. [1]

C20H28O4: 332.1988

[α]D24 +10° (c 0.6, CHCl3) [1]

IR (CCl4): 3620, 1740 [1]

MS: 332.199 [M]+ (4) (calc. for C20H28O4: 332.199), 230 (100), 215 (63), 212 (73), 197 (70), 123 (88), 85 (91) [1]

HPLC: MeOH – H2O (9:1), Rt 6.7 [1]

1H NMR (400 MHz, CDCl3): 0.90 (3H, d, J = 7, H-15), 1.09 (3H, s, H-14), 1.83 (3H, d, J = 1.5, H-13), 3.03 (1H, d, J = ∼1; 17, H-9b), 3.39 (1H, br d, J = 2.5; 17, H-9a), 4.25 (1H, ddd, H-3), 5.54 (1H, dt, J = 5; 2, H-1), 6.15 (1H, dd, J = 2.5; ∼1, H-6), 7.03 (1H, br s, H-12); OiVal: 1.01 (6H, d, J = ∼7, H-4′, H-5′), 2.11 (1H, m, H-3′), 2.26 (1H, dd, J = 13; ∼7, H-2′b), 2.34 (1H, dd, J = 13; ∼7, H-2′a) [1]

References

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

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