Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1000

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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 +174° (c 0.23, CHCl3) [1]

IR (CCl4): 1745, 1670 [1]

MS: 276.173 [M]+ (24) (calc. for C17H24O3: 276.173), 234 [M – ketene]+ (100), 216 [M – HOAc]+ (78), 159 (86), 145 (88), 91 (27) [1]

1H NMR (400 MHz, CDCl3): 0.94 (3H, d, J = 7, H-15), 0.99 (3H, s, H-14), 1.50 (1H, m, J = 7, H-4), 2.07 (3H, d, J = 2, H-12), 2.08 (3H, s, OAc), 2.20 (1H, br d, J = 14, H-6a), 2.25 (1H, m, H-1a), 2.30 (1H, m, H-1b), 2.91 (2H, d, J = 14; 2, H-6), 4.68 (3H, s, H-13), 5.77 (1H, br s, 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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