Natural Compounds

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

6β-Isobutyroyloxy-4α-hydroxy-1,10-epoxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1192

CAS Registry Number: 53820-30-7 Open image in new window

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

Biological sources: Euryops hebecarpus (DC.) B. Nord. [1, 2]; E. linearis Harv., E. subcarnosus DC. ssp. vulgaris B. Nord., E. tenuissimus Less. (Euryops tenuisissimus Less.), E. floribundus N.E.Br. [2]; Senecio elegans L. [3]

C19H26O5: 334.1780

Mp: oil [1]

[α]24 (λ, nm): −10.0° (589), −10.1° (578), −11.8° (546), −25.6° (436), −51.0° (365) (c 0.61) [1]

IR: 3560 (br), 1720 [1]

MS: 334.178 [M]+ (calc. for C19H26O5 334.178), 316 (0.1), 246 (27), 188 (100) 71 (28) [1]

1H NMR: 1.27 (3H, s, H-15), 1.30 (3H, s, H-14), 1.3–2.0 (2H, m, H-2, H-3), 1.83 (3H, d, J = 1, H-13), 2.05 (1H, d, H-9α), 2.91 (1H, br s, H-1), 3.20 (1H, br s, H-9β), 6.40 (1H, br s, H-6), 6.99 (1H, br s, H-12); OiBu: 1.15 (3H, d, H-4′), 1.17 (3H, J = 6.5, H-3′), 2.50 (1H, qq, J = 6.5, H-2′) [1]

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
  3. 3.
    F. Bohlmann, K.-H. Knoll, C. Zdero, P.K. Mahanta, M. Grenz, A. Suwita, D. Ehlers, N.L. Van, W.-R. Abraham, A.A. Natu, Phytochemistry 16(7), 965 (1977)CrossRefGoogle Scholar

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