Natural Compounds

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

6β-Isovaleroyloxy-4α-hydroxy-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1208

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

Biological sources: Euryops abrotanifolius DC [1]; E. pectinatus (L.) Cass [2]

C20H28O5: 348.1937

Mp: 153°C (colorless crystals, Et2O–petrol) [2]

IR: 3500 (br), 1725, 1710, 1665 [1]; IR (CCl4): 3530, 1720, 1680, 1545 [2]

MS: 348.194 [M]+ (calc. for C20H28O5 348.194) [1]

1H NMR: OiVal: 1.02 (6H, d, H-4′, H-5′), 2.15 (2H, m, H-2′) [1]

1H NMR (270 MHz, CDCl3, TMS): 1.03 (3H, s, H-14), 1.18 (3H, s, H-15), 1.93 (3H, d, J = 1.3, H-13), 2.87 (1H, dd, J = 16; 5, H-10α), 6.99 (1H, s, H-6α), 7.35 (1H, q, J = 1.3, H-12); OiVal: 1.03 (6H, d, H-4′, H-5′), 1.47 (1H, m, H-3′), 2.28 (1H, dd, H-2b′), 2.38 (1H, dd, H-2a′) [2]

* – 10αH – [2]

References

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

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