Natural Compounds

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

8α-Angeloyloxy-7αH-eremophila-1(10),11(12)-dien-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1027

Open image in new window

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

Biological sources: Cineraria dieterlenii E. Phillips [1]

C20H28O3: 316.2038

Mp: colorless oil [1]

[α]24 (λ, nm): −3.5° (589), −4.0° (578), −8.5° (546), −69.5° (436) (c 0.2, CHCl3) [1]

IR (CCl4): 3090, 3020, 1725, 1705, 1625, 900 [1]

MS: 316.204 [M]+ (3) (calc. for C20H28O3), 301 (1), 288 (2), 233 (4), 216 (40), 201 (13), 188 (21), 83 (100) [1]

1H NMR (270 MHz, CHCl3, TMS): 0.94 (3H, d, J = 7, H-15), 1.11 (3H, s, H-14), 1.50 (2H, m, H-3), 1.60 (1H, m, H-4), 1.71 (3H, br s, H-13), 1.80 (1H, dd, J = 14; 10.5, H-6a), 1.95 (1H, dd, J = 14; 8, H-6b), 2.28 (2H, m, H-2), 2.76 (1H, ddd, J = 10.5; 8; 13, H-7), 4.80 (1H, br s, H-12b), 4.82 (1H, br s, H-12a), 5.37 (1H, d, J = 13, H-8), 6.94 (1H, t, J = 4, H-1); OAng: 1.88 (3H, dq, J = 1.5; 1.5, H-5′), 1.96 (3H, dq, J = 7; 1.5, H-4′), 6.07 (1H, qq, J = 7; 1.5,...

This is a preview of subscription content, log in to check access.

References

  1. 1.
    F. Bohlmann, W.-R. Abraham, Phytochemistry 17(9), 1629 (1978)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013