Natural Compounds

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

6β-Tigloyloxy-4α-hydroxy-furanoeremophil-1(10)-ene (4α-Hydroxy-6β-tiglinoyloxyeuryopsin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1309

CAS Registry Number: 53820-41-0 Open image in new window

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

Biological sources: Senecio elegans L. [1]; Euryops virgineus (L. f.) DC. [2, 3]

C20H26O4: 330.1831

Mp: oil [1]

IR: 3540, 1700, 1655 [1]; IR: 3540, 1720, 1695, 1235 [2]

MS: 330.183 [M]+ (4) (calc. for C20H26O4 330.183), 230 [M – C4H7COOH]+ (42), 172 [230 – CH3C(OH) = CH2]+ (100) [1]

MS: 330.183 [M]+ (2) (calc. for C20H26O4 330.183), 230 [M – C4H7COOH]+ (52), 215 [230 – CH3]+ (12), 212 [230 – H2O]+ (15), 172 [230 – CH3COCH3]+ (92), 83 [C4H7CO]+ (100) [2]

1H NMR: 1.10 (3H, s, H-14), 1.21 (3H, s, H-15), 1.88 (3H, d, J = 1, H-13), 2.95 (1H, br d, J = 16, H-9α), 3.45 (1H, br d, J = 16, H-9β), 5.57 (1H, m, H-1), 6.35 (1H, br s, H-6α), 6.96 (1H, br s, H-12); OTigl: 1.75 (6H, m, H-4′, H-5′) 6.89 (1H, m, H-3′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 2730 (1974)CrossRefGoogle Scholar
  3. 3.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013