Natural Compounds

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

3α-(5′-Hydroxyangeloyloxy)-furanoeremophil-9-one (Euryopsonol-[2-hydroxymethyl-crotonat])

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1165

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

Biological sources: Euryops speciosissimum DC [1, 2]; E. pectinatus (L.) Cass., E. pectinatus (L.) Cass. × chrysanthemoides (DC.) B. Nord. [2]

C20H26O5: 346.1780

Mp: 189°C [1]

[α]24 (λ, nm): −87° (589), −91° (578), −105° (546), −218° (436), −455° (365)(c 0.56) [1]

IR: 3500, 1720, 1690 [1]

MS: 346 [M]+ (44), 230 (100), 215 (66), 201 (9), 99 (30) [1]

1H NMR (CDCl3, TMS): 0.90 (3H, s, H-14), 1.02 (3H, d, J = 7, H-15), 1.98 (3H, d, J ≈ 1, H-13), 2.47 (1H, d, J ≈ 17, H-6a), 2.80 (1H, d, J ≈ 17, H-6b), 4.94 (1H, ddd, J = 10.5; 10.5 + 4, H-3), 7.34 (1H, q, J ≈ 1, H-12) [1]

References

  1. 1.
    F. Bohlmann, Ch. Zdero, N. Rao, Chem. Ber. 105, 3523 (1972)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar

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