Natural Compounds

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

3β-Angeloyloxy-9β-senecioyloxy-10β-hydroxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1378

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

Biological sources: Farfugium japonicum (L.) Kitam. (= Ligularia tussilaginea Makino)

C25H34O6: 430.2355

Mp: oil [1]

[α]D16 +79° (c 1.05, EtOH) [1]

UV (MeOH) 220 (ε 37000) [1]

IR (neat): 3500, 1710, 1642

MS: 430 [M]+ (1), 412 (3), 83 (100), 55 (42)

1H NMR (60 MHz, CCl4): 1.06 (3H, m, H-15), 1.18 (3H, s, H-15), 1.90 (3H, H-13), 5.20 (1H, m, H-3), 5.70 (m, H-9), 7.04 (1H, m, H-12); OAng: 1.90 (3H, H-5′), 1.98 (3H, H-4′), 5.95 (1H, H-3′); OSen: 1.90 (3H, H-4″), 2.18 (3H, H-5″), 5.65 (1H, m, H-2″) [1]

1H NMR (60 MHz, C6D6): 1.31 (3H, s, H-15), 1.65 (3H, d, J = 1, H-13), 5.22 (1H, m, H-3), 6.05 (m, H-9), 6.92 (1H, m, H-12); OAng: 1.90 (3H, H-5′), 1.99 (3H, d, J = 8, H-4′), 5.72 (1H, q, J = 8, H-3′); OSen: 1.31 (3H, d, J = 1.5, H-5″), 2.07 (3H, m, H-4″), 5.55 (1H, m, H-2″) [1]

References

  1. 1.
    H. Nagano, T. Takahashi, Bull. Chem. Soc. Jpn. 51, 3335 (1978)CrossRefGoogle Scholar

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