Natural Compounds

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

1β-Angeloyloxy-6β-senecioyloxy-10βH-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1355

Open image in new window

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

Biological sources: Gynoxys acostae Cuatrec. [1]

C25H34O5: 414.2406

Mp: isolated as mixture with 6β-angeloyloxy-1β-senecioyloxy-10βH-furanoeremophilane [1]

IR: 1725, 1650 (C = CCO2R), 1445, 1220, 1140 [1]

EI-MS: 414.241 [M]+ (2) (calc. for C25H34O5: 414.241), 314 [M – C4H7CO2H]+ (3), 214 [314 – C4H7CO2H]+ (55), 172 (35), 83 [C4H7CO]+ (100) [1]

1H NMR (400 MHz, CDCl3): 1.01 (3H, d, H-15), 1.02 (3H, s, H-14), 1.47 (1H, dddd, H-3β), 1.55 (1H, dddd, H-2β), 1.66 (1H, m, H-4), 1.82 (3H, d, H-13), 2.00 (1H, dddd, H-2α), 2.20 (1H, br dddd, H-3α), 2.22 (1H, ddd, H-10), 2.59 (1H, br dd, H-9α), 2.68 (1H, br ddd, H-9β), 4.70 (1H, ddd, H-1), 6.38 (1H, br s, H-6), 7.02 (1H, br s, H-12); OAng: 1.87 (3H, dq), 1.96 (3H, dq), 6.03 (1H, qq); OSen: 1.91 (3H, ddq), 2.20 (3H, ddq), 5.73 (1H, s(qq), H-2″) [1]

References

  1. 1.
    J. Jakupovic, C. Zdero, M. Kings, Phytochemistry 40(6), 1677 (1995)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013