Natural Compounds

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

6β-Isovaleroyloxy-10β-hydroxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1202

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

Biological sources: Othonna amplexicaulis Thunb. [1]; O. obtusiloba Harv. [2]

C20H30O4: 334.2144

Mp: oil [1]

IR: 1737, 1720, 1650, 3580[1]; IR: (CCl4): 3570, 1720, 1650 [2]

MS: 334.214 [M]+ (calc. for C20H30O4) [1]

MS: 334.214 [M]+ (1.4) (calc. for C20H30O4: 334.214), 232 (28), 85 (45), 57 (100) [2]

PTLC: Et2O – petrol (1:9) × 2, Rf 0.45 [2]

1H NMR: OiVal: 0.93 (3H, d, H-4′, H-5′), 1.65 (1H, H-3′), 2.19 (2H, m, H-2′) [1]

1H NMR (400 MHz, CDCl3): 0.84 (3H, d, J = 7, H-15), 1.02 (1H, s, H-14), 1.91 (3H, d, J = 1, H-13), 2.66 (1H, br d, J = 18, H-9b), 3.20 (1H, br d, J = 18, H-9a), 6.19 (1H, s, H-6), 7.10 (1H, br s, H-12); OiVal: 0.91 (6H, d, J = 7, H-4′, H-5′), 2.08 (1H, m, H-3′), 2.19 (2H, d, J = 7, H-2′) [2]

References

  1. 1.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 3928 (1974)CrossRefGoogle Scholar
  2. 2.
    J. Jakupovic, V.P. Patnak, M. Grenz, S. Banerjee, C. Wolfrum, R.N. Baruah, F. Bohlmann, Phytochemistry 26(4), 1049 (1987)CrossRefGoogle Scholar

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