Natural Compounds

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

14-Acetoxy-5,6-trans-caryophyllen-7-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_834

Open image in new window

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

Biological sources: Pulicaria dysenterica Gaertn. [1]; P. scabra (Thunb.) Druce [2]

C17H24O3: 276.1725

Mp: colorless gum [1]

[α]24 (λ, nm): −167.5° (589), −174.9° (578), −200.6° (546), −282.7° (436) (c 1.58, CHCl3) [1]

IR (CCl4): 3070, 1740, 1685, 1235, 900 [1]

MS: 276.172 [M]+ (0.5) (C17H24O3), 261 (0.3), 234 (3), 216 (11), 188 (9), 147 (68), 119 (41), 93 (100) [1]

1H NMR (400 MHz, C6D6, TMS): 0.83 (3H, s, H-13), 0.88 (3H, s, H-12), 1.49 (1H, dd, J = 9; 11.5, H-10β), 1.67 (3H, s, OAc), 1.69 (2H, m, H-9, H-10α), 1.77 (1H, m, H-3β), 1.97 (1H, ddd, J = 9.5; 10; 9, H-1), 2.03 (1H, ddd, J = 10; 12; 10, H-4β), 2.31 (1H, ddd, J = 4; 5.5; 12, H-4α), 2.36 (1H, m, H-3α), 2.38 (1H, dd, J = 15, H-8α), 2.56 (1H, dd, J = 15; 12, H-8β), 4.77 (1H, br s, H-15b), 4.87 (1H, d, J = 12, H-14b), 4.89 (1H, br s, H-15a), 4.91 (1H, d, J =...

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

References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 20(11), 2529 (1981)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, M. Ahmed, J. Jakupovic, Phytochemistry 21(7), 1659 (1982)Google Scholar

Copyright information

© Springer Science+Business Media New York 2013