Natural Compounds

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

3α-Tigloyloxy-7αH-eremophila-9(10),11(12)-dien-8-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1077

Open image in new window

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

Biological sources: Senecio capitatus (Wanlenb.) Steud. [1]

C20H28O3: 316.2038

Mp: oil [1]

IR: 1715, 1650, 1675 [1]

MS: 316.204 [M]+ (15) (calc. for C20H28O3 316.204), 216 (35), 201 (18), 148 (100), 83 (60) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.92 (3H, d, J = 7, H-15), 1.24 (3H, s, H-14), 1.65 (1H, m, J = 10; 17; 11, H-2α), 1.65 (m, J = 13, H-6β), 1.74 (3H, br s, H-13), 2.1 (3H, m, J = 11; 7, H-4α, J = 5, H-6α), 2.2 (1H, m, J = 17; 4, H-2β), 2.40 (1H, br d, J = 15; 10, H-1β), 2.50 (1H, br d, J = 15, H-1α), 3.12 (1H, dd, J = 13; 5, H-7α), 4.82 (1H, br s, J = 1.5, H-12a), 4.92 (1H, ddd, J = 4; 11, H-3β), 4.98 (1H, dq, J = 1.5, H-12b), 5.78 (1H, d, H-9); OTigl: 1.80 (3H, dq, H-4′), 1.84 (3H, dq, H-5′), 6.86 (1H, qq, H-3′) [1]

Petasol-tiglat – this name of the compound, given by authors, is mistake [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

Copyright information

© Springer Science+Business Media New York 2013