Natural Compounds

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

3β-Acetoxy-6β-tigloyloxy-10βH-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1340

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

Biological sources: Senecio pyramidatus DC. [1]

C22H30O5: 374.2093

Mp: colorless oil [1]

[α]24 (λ, nm): −47° (589), −50° (578), −57° (546), −103° (436) (c 3, CHCl3) [1]

IR (CCl4): 1740, 1715, 1652, 1255 [1]

MS: 374.209 [M]+ (20) (calc. for C22H30O5: 374.209), 274 (60), 214 (21), 199 (12), 83 (100), 55 (45), 43 (35) [1]

1H NMR (270 MHz, CDCl3): 0.95 (3H, d, J = 7, H-15), 1.03 (3H, s, H-14), 1.80 (3H, d, J = 1, H-13), 2.03 (3H, s, OAc), 2.31 (1H, br d, J = 17, H-9α), 2.87 (1H, br dd, J = 17; 5, H-9β), 5.34 (1H, ddd, J = 5; 10; 5, H-3α), 6.43 (1H, br s, H-6α), 7.04 (1H, br s, H-12); OTigl: 1.80 (3H, dq, J = 1; 7, H-4′), 1.88 (3H, dq, J = 1; 1, H-5′), 6.91 (1H, qq, J = 1; 7, H-3′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, D. Berger, A. Suwita, P. Mahanta, C. Jeffrey, Phytochemistry 18(1), 79 (1979)CrossRefGoogle Scholar

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