Natural Compounds

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

6β-Senecioyloxy-furanoeremophil-9(10)-en-1-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1280

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

Biological sources: Senecio vellereus Frahch. [1]

C20H24O4: 328.1675

Mp: oil [1]

IR: 1720, 1675

MS: 328.167 [M]+ (12) (calc. for C20H24O4 328.167), 246 [ M – H2C = C(Me)CH = C = O]+ (60), 228 [M – C4H7COOH]+ (25), 83 [C4H7CO]+ (100) [1]

1H NMR (270 MHz, TMS, CDCl3): 0.98 (3H, d, J = 7, H-15), 1.22 (3H, s, H-14), 1.7 (m, H-3), 1.8 (3H, m, J = 7, H-4), 1.87 (3H, d, J = 1, H-13), 2.44 (1H, ddd, J = 17; 3; 5, H-2), 2.58 (1H, ddd, J = 17, H-2), 6.53 (1H, s, H-6α), 7.20 (1H, q, J = 1, H-12), 7.24 (1H, s, H-9, H-9′); OSen: 1.97 (3H, d, H-4′), 2.25 (3H, d, H-5′), 5.81 (1H, qq, H-2′) [1]

References

  1. 1.
    F. Bohlmann, K.-H. Knoll, C. Zdero, P.K. Mahanta, M. Grenz, A. Suwita, D. Ehlers, N.L. Van, W.-R. Abraham, A.A. Natu, Phytochemistry 16(7), 965 (1977)CrossRefGoogle Scholar

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