Natural Compounds

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

3β-Senecioyloxy-6β-ethoxy-10βH-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1275

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

Biological sources: Petasites niveus Baumg. [1]

C22H32O4: 360.2301

Mp: colorless oil [1]

[α]D22 −25.2° (CHCl3, c 0.40) [1]

UV (cyclohexane) 219 (3.96) [1]

IR (film): 1704, 1653, 1560 [1]

MS: 360 [M]+ (0.5), 260 (0.5), 152 (100), 123 (60), 108 (23), 83 (17), 55 (5) [1]

HPLC: [1]

1H NMR (CDCl3, C6D6): 0.95, 0.99 (3H, d, J = 7.1, H-15), 0.97, 1.03 (3H, s, H-14), 1.25, 1.24 (3H, t, J = 7.0, −CH2Me), 1.89, 1.45 (3H, d, J = 1.2, Me trans to −C(O)O−),2.03, 2.01 (3H, d, J = 1.2, H-13), 2.17, 2.13 (3H, d, J = 1.2, Me cis to −C(O)O−), 2.19, 2.05 (1H, m, H-9α), 2.78, 2.65 (1H, m, which, on irradiation at H-12, became a ddd, J = 17.0; 6.1; 2.2, H-9β), 4.60, 4.65 (1H, m, H-6), 5.33, 5.46 (1H, m, H-3), 5.70, 5.81 (1H, m, =CHC(O)O−), 7.03, 7.04 (1H, m, H-12), (OCH2 in CDCl3appeared as two quartets centred at...

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References

  1. 1.
    A. Guerriero, F. Pietra, Phytochemistry 21(12), 2887 (1982)CrossRefGoogle Scholar

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