Natural Compounds

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

2β-(5′-Hydroxyangeloyloxy)-10βH-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1164

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

Biological sources: Senecio alatus Wall. [1]

C20H28O4: 332.1988

Mp: colorless, unstable oil [1]

[α]24 (λ, nm): −32.7° (589), −34.1° (578), −38.5° (546), −63.4° (436) [1]

IR (CCl4): 3620, 1720, 1655 [1]

MS: 332.199 [M]+ (40) (C20H28O4), 216 [M – C4H6(OH)COOH] (25), 108 (100) [1]

1H NMR (C6D6): 0.82 (3H, d, J = 7, H-15), 0.87 (3H, s, H-14), 1.60 (1H, m, J = 7, H-4), 1.84 (3H, d, J = 1, H-13), 1.9 (m, J =15, H-6a), 2.43 (3H, d, J = 15, H-6b), 2.44 (1H, br dd, J = 1, H-12), 2.57 (2H, br dd, J = 17; 7, H-9), 5.19 (1H, ddd, J = 3; 8, H-2α), 7.04 (1H, br s, H-12); OAng(OH): 1.99 (3H, tq, H-4′), 4.21 (2H, br s, H-5′), 6.03 (1H, tq, H-3′) [1]

References

  1. 1.
    F. Bohlmann, J. Ziesche, Phytochemistry 19(12), 2681 (1980)CrossRefGoogle Scholar

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