Natural Compounds

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

6β-Acetoxy-1α-isobutyroyloxy-10β-hydroxy-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1349

Open image in new window

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

Biological sources: Senecio erosus Wedd. [1]

C21H28O7: 392.1835

Mp: 116−117°C (ether−petrol) [1]

[α]24 (λ, nm): −21.4° (589), −22.0° (578), −24.2° (546), −25.1° (436) (c 4.9, CHCl3) [1]

IR (CCl4): 3470, 1750, 1735, 1685, 1535, 1230 [1]

MS: 392.184 [M]+ (10) (calc. for C21H28O7: 392.184), 332 (4), 304 (2), 262 (48), 178 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 1.02 (3H, s, H-14), 1.18 (3H, d, J = 7, H-15), 1.42 (1H, m, H-3β), 1.66 (1H, m, H-2α), 1.74 (1H, m, H-4α), 1.98 (3H, d, J = 1.5, H-13), 2.23 (3H, s, OAc), 2.33 (2H, m, H-2β, H-3α), 3.94 (H, s, OH), 4.72 (1H, dd, J = 2.5; 2.5, H-1β), 7.04 (1H, s, H-6α), 7.47 (1H, q, J = 1.5, H-12); OiBu: 0.87 (3H, d, J = 7, H-4′), 0.90 (3H, d, J = 7, H-3′), 2.20 (1H, qq, J = 7, H-2′) [1]

References

  1. 1.
    F. Bohlmann, J. Ziesche, Phytochemistry 18(9), 1489 (1979)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013