Natural Compounds

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

3α-(5′-Angeloyloxy-hex-2′-cis-enoyloxy)-9β-hydroxy-7α,10βH-eremophil-11(12)-en-8-one (5′-Angeloyloxy-senspecioson)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1015

Open image in new window

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

Biological sources: Senecio speciosus Willd. [1]; S. glanduloso-pilosus Volkens et Muschl. [2]

C26H38O6: 446.2668

Mp: colorless oil [1]

IR (CCl4): 3495, 1715, 1650 [1]

MS: 446.267 [M]+ (2), 346 (2), 234 (17), 216 (7), 195 (2), 113 (58), 83 (100) [1]

1H NMR(270 MHz): 0.93 (3H, d, J = 6.5, H-15), 1.16 (3H, s, H-14), 1.31 (3H, d, J = 6, H-6′), 1.80 (3H, br s, H-13), 2.98* (1H, dddd, J = 1.5; 7; 15, H-4′b), 3.16* (1H, dddd, J = 1.5; 7; 15, H-4′a), 3.26 (1H, dd, J = 13; 5, H-7α), 3.51 (1H, d, J = 2.5, OH), 3.99 (1H, dd, J = 2.5; 11.5, H-9α), 4.80 (1H, br s, H-12a), 4.86 (1H, ddd, J = 10; 10; 5, H-3β), 5.01 (1H, br s, H-12b), 5.14 (1H, ddq, J = 6, H-5′), 5.86 (1H, ddd, J = 11.5; 1.5; 1.5, H-2′), 6.26 (1H, ddd, J = 11.5; 7; 7, H-3′); OAng: 1.87 (3H, dq, J = 1; 1, H-5″), 1.97 (3H, dq, J = 7; 1, H-4″), 6.04...

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

References

  1. 1.
    F. Bohlmann, A. Suwita, C. Zdero, Phytochemistry 17(10), 1763 (1978)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, R.K. Gupta, Phytochemistry 21(10), 2595 (1982)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013