Natural Compounds

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

6β-Angeloyloxy-eremophila-1(10),7(8),11(12)-trien-9-one (Cinalyratol Angelicate)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1025

Open image in new window

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

Biological sources: Cineraria albicans N.E.Br., C. aff. albicans N.E.Br., C. dieterlenii E. Phillips, C. deltoidea Sond., C. lydrata DC. [1]; C. fructiculorum Hutch. et Taylor, C. parvifolia Burtt Davy [2]; C. geifolia L. [1, 3]; C. britteniae Hutch. et R.A. Dyer [3]

C20H26O3: 314.1882

Mp: colorless oil [1]

[α]24 (λ, nm): +189.0° (589), +201.4° (578), +244.4° (546) (c 6.59, CHCl3) [1]

IR (CCl4): 1715, 1665, 1650, 1620 [1]

MS: 314.188 [M]+ (1) (calc. for C20H26O3), 199 (25), 83 (100), 55 (30) [1]

1H NMR (270 MHz, CHCl3, TMS): 0.99 (3H, s, H-14), 1.01 (3H, d, J = 7, H-15), 1.57 (3H, m, H-3), 1.75 (1H, m, H-4), 1.99 (3H, br s, H-13), 2.25 (2H, m, H-2), 5.39 (1H, br s, H-12b), 5.88 (1H, br s, H-12a), 6.06 (1H, s, H-6), 6.27 (1H, s, H-8), 7.08 (1H, t, J = 4, H-1); OAng: 1.78 (3H, br s, H-5′), 1.85 (3H, dq,...

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
  2. 2.
    F. Bohlmann, P. Singh, J. Jakupovic, Phytochemistry 21(10), 2531 (1982)CrossRefGoogle Scholar
  3. 3.
    L. Lehmann, J. Jakupovic, F. Bohlmann, L. Vincent, Phytochemistry 27(10), 3307 (1988)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013