Natural Compounds

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

6β-(2′-Methyl-2′-vinylacetoxy]-furanoeremophil-1(10)-en-9-one (6β-[2′-Methyl-2′-vinylacetoxy]-euryopsin-9-one)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1263

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

Biological sources: Senecio aschenbornianus Schauer [1]

C20H24O4: 328.1675

Mp: colorless gum [1]

IR (CCl4): 1735, 1685 [1]

MS: 328 [M]+ (0.4), 228.115 [M − C4H7COOH]+ (57) (calc. for C15H16O2: 228.115), 83 (17), 55 (100) [1]

1H NMR (400 MHz, CDCl3, TMS): 0.94 (3H, d, J = 7, H-15), 1.13 (3H, s, H-14), 1.91 (3H, d, H-13), 1.92 (1H, m, H-4), 6.35 (1H, s, H-6), 7.40 (1H, q, H-12); acyl group: 1.38 (3H, d, J = 7, H-5′), 3.30 (1H, dddq, J = 8; 1; 1; 7, H-2′), 5.18 (1H, ddd, J = 1; 1; 10, H-4′cis), 5.22 (1H, ddd, J = 1; 1; 17, H-4′trans), 5.97 (1H, ddd, J = 8; 10; 17, H-3′) [1]

HPLC [1]

References

  1. 1.
    A.H. Mericli, F. Mericli, J. Jakupovic, F. Bohlmann, X.A. Dominguez, H.S. Vega, Phytochemistry 28(4), 1149 (1989)CrossRefGoogle Scholar

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