Natural Compounds

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

12-Acetoxy-eremophila-9(10),7(11)-dien-8-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_999

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

Biological sources: Senecio serratifolius (Meyen et Walp.) Cautrec. [1]

C17H24O3: 276.1725

Mp: gum [1]

[α]D24 −120° (c 1.65, CHCl3) [1]

IR (CCl4): 1740, 1670 [1]

MS: 276.173 [M]+ (16) (calc. for C17H24O3: 276.173), 234 [M – ketene]+ (100), 216 [M – HOAc]+ (34), 205 (62), 159 (42), 145 (52) [1]

1H NMR (400 MHz, CDCl3): 0.94 (3H, d, H-15), 0.98 (3H, s, H-14), 1.50 (1H, m, H-4), 1.81 (3H, d, H-13), 2.05 (3H, s, OAc), 2.18 (3H, br d, J = 14; 1; 2.5; 1.5, H-6a), 2.25 (1H, m, H-1a), 2.30 (1H, m, J = 1.5, H-1b), 2.87 (2H, d, J = 14, H-6), 4.83 (1H, dd, J = 1; 14, H-12a), 5.17 (1H, dd, J = 1; 14, H-12b), 5.76 (1H, d, J = 1.5, H-9) [1]

References

  1. 1.
    S. Dupre, M. Grenz, J. Jakupovic, F. Bohlmann, H.M. Niemeyer, Phytochemistry 30(4), 1211 (1991)CrossRefGoogle Scholar

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