Natural Compounds

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

3β-Acetoxy-6β-isobutyroyloxy-furanoeremophil-1(10)-ene (3β-Acetoxy-6β-isobutyryloxyeuryopsin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1329

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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]

C21H28O5: 360.1937

IR (CCl4): 1750 [1]

MS: 360.194 [M]+ (1) (calc. for C21H28O5: 360.194), 272 (10), 212 (35), 123 (46), 71 (100) [1]

HPLC: MeOH – H2O (9:1), Rt 7.3 min [1]

1H NMR (400 MHz, CDCl3): 0.95 (3H, d, J = 7, H-15), 1.12 (3H, s, H-14), 1.82 (3H, d, J = 1.5, H-13), 2.05 (3H, s, OAc), 3.04 (1H, d, J = ∼1; 17, H-9b), 3.40 (1H, br d, J = 2.5; 17, H-9a), 5.16 (1H, ddd, H-3), 5.53 (1H, dt, J = 5; 2, H-1), 6.24 (1H, dd, J = 2.5; ∼1, H-6), 7.03 (1H, br s, H-12); OiBu 1.23 (6H, d, J = 7, H-3′, H-4′), 2.66 (1H, qq, J = 7, 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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