Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1153

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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. pectinatus (L.) Cass. × chrysanthemoides (DC.) B. Nord., E. pectinatus (L.) Cass., E. wagneri Compton [2]; Senecio festulosus Poepp. ex Less. [3]

C20H26O5: 346.1780

Mp: 214°C

[α]24 (λ, nm): −9.8° (589), −10.1° (578), −11.8° (546), −23.9° (436), −45.7° (365) (c 0.4) [1]

UV: 269 (ε 12800) [1]

IR (KBr): 3300 (OH), 1715 (C = O), 1645, 1670, 1610, 1540 [1]

MS: 346.179 [M]+ (calc. for C20H26O5 346.178) [1]

1H NMR (CCl4, TMS): 1.10 (3H, s, H-15), 1.19 (1H, s, H-14), 1.3–1.9 (2H, m, H-3), 1.9 (3H, d, J = 1, H-13), 3.0 (1H, m, H-10), 7.11 (1H, s, H-6), 7.36 (1H, q, J = 1, H-12); OAng: 1.98 (3H, dq, J = 1, H-5′), 2.14 (3H, dq, J = 1; 7, H-4′), 6.32 (1H, qq, J = 1; 7, H-3′) [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.
    L. Villarroel, R. Torres, J. Nat. Prod. 48, 841 (1985)CrossRefGoogle Scholar

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