Natural Compounds

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

3β-Angeloyloxy-furanoeremophil-1(10)-ene (3β-Angeloyloxy-euryopsine)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1116

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

Biological sources: Euryops pectinatus (L.) Cass. × chrysanthemoides (DC.) B. Nord. [1]; Senecio flavus (Decne) Schultz Bip. [2]

C20H26O3: 314.1882

Mp: colorless oil [1]

[α]24 (λ, nm): +23.5° (589), +25.5° (578), +29.5° (546), +55.7° (436) (c 0.6, CHCl3) [1]

[α]D +45.9° (c 1, CHCl3) [2]

IR (CCl4): 1710, 1645 [1]

MS: 314.188 [M]+ (18) (calc. for C20H26O3: 314.188), 214 (100), 199 (68), 108 (61), 83 (42) [1]

EI-MS: 314 [M]+ (22), 214 (100), 199 (95), 185 (24), 171 (18), 159 (37), 146 (75), 145 (24), 128 (16), 118 (53), 115 (15), 108 (68), 105 (11), 91 (27), 83 (38), 79 (22), 77 (17), 55 (91), 53 (18), 43 (25), 41 (18) [2]

1H NMR (270 MHz, C6D6): 0.94 (3H, s, H-14), 0.95 (3H, d, J = 7, H-15), 1.72 (3H, d, J = 1, H-13), 1.84 (1H, dq, J = 7; 7, H-4), 2.10 (1H, br d, J = 16, H-6b), 2.47 (1H, br d, J =...

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References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar
  2. 2.
    P. Torres, J. Ayala, C. Grande, J. Anaya, M. Grande, Phytochemistry 52(9), 1507 (1999)CrossRefGoogle Scholar

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