Natural Compounds

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

6β-Senecioyloxy-10β-hydroxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1285

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

Biological sources: Farfugium japonicum (L.) Kitam. (= Ligularia tussilaginea Makino) [1]; Othonna amplexicaulis Thunb., O. quercifolia DC. [2]; O. obtusiloba Harv. [3]

C20H28O4: 332.1988

Mp: 82–84°C [1]

[α]D15 −68° (c 0.84, MeOH) [1]

UV (EtOH) 218 (ε 21000)

IR (CCl4): 3515, 1715, 1644 [1]; 3580, 1737, 1720, 1650 [2]

MS: 332 [M]+ (1.4), 83 (100), 55 (23) [1]

1H NMR (CCl4): 0.95 (3H, m, H-15), 0.98 (3H, s, H-14), 1.89 (3H, H-13), 2.55 (1H, H-9a), 3.08 (1H, ABq, J = 19, H-9b), 6.07 (1H, s, H-6), 6.96 (1H, m, H-12); OSen: 1.89 (3H, m, H-4′), 2.17 (3H, d, J = 1, H-5′), 5.58 (1H, m, H-2′) [1]

1H NMR (C6D6): [1]

References

  1. 1.
    H. Nagano, Y. Tanahashi, Y. Moriyama, T. Takahashi, Bull. Chem. Soc. Jpn. 46, 2840 (1973)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 3928 (1974)CrossRefGoogle Scholar
  3. 3.
    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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