Natural Compounds

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

3α-(4′-Angeloyloxy-senecioyloxy)-9α-hydroxy-10αH-eremophil-7(11)-en-8-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1023

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

Biological sources: Senecio lividus L. [1]

C25H36O6: 432.2512

Mp: colorless oil [1]

IR (CCl4): 1710 [1]

MS: 432.251 [M]+ (12) (calc. for C25H36O6: 432.251), 234 (19), 83 (100), 55 (98) [1]

1H NMR (400 MHz, CDCl3): 0.94 (3H, d, J = 7, H-15), 0.95 (3H, s, H-14), 1.81 (3H, d, J = 1.5, H-12), 1.88 (1H, m, H-6b), 1.93 (3H, d, J = 1.5, H-13), 2.15 (1H, m, H-1b), 2.92 (1H, d, J = 1.5, H-6a), 3.06 (1H, m, J = 11, H-1a), 3.83 (1H, d, J = 11, H-9), 4.80 (1H, ddd, J = 4.5; 11; 1 1, H-3), 6.56 (1H, br s, OH); OSen: 1.93 (3H, br s, H-5′), 5.32 (2H, br s, H-4′), 5.79 (1H, tq, J = 1.5; 1.5, H-2′); OAng: 1.90 (3H, dq, J = 1.5; 1.5, H-5″), 2.00 (3H, dq, J = 7; 1.5, H-4″), 6.11 (1H, qq, J = 7; 1.5, H-3″) [1]

HPLC [1]

References

  1. 1.
    J.M. Cardoso, J. Jakupovic, F. Bohlmann, Phytochemistry 26(8), 2321 (1987)CrossRefGoogle Scholar

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