Natural Compounds

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

2β-Senecioyloxy-10βH-furanoeremophilan-9-one (8,12-Epoxy-2-[(senecioyl)oxy]eremophil-7,11-dien-9-one)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1269

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

Biological sources: Petasites hybridus (L.) (= P. officinalis Moench) [1]

C20H26O4: 330.1831

Mp: colorless, amorphous material [1]

HPLC-UV: 218.6, 282.7 (Rt 20.83 min) [1]

HPLC-DAD/ESI-MS: 967.4 (1), 938.5 (1), 831.2 (1), 744.8 (1), 685.0(1), 683.1 (13), 662.0 (1), 660.9 [2M]+ (16), 660.1 (1), 561.0 (1), 507.8 (1), 394.6 (2), 393.4 (7), 349.1 [M + H + H2O]+ (10), 348.0 (52), 332.2 (23), 331.1 [M + H]+ (100), 249.2 (1), 232.4 (4), 231.3 [M + H – SenOH]+ (25), 213.2 (2), 161.2 (5), 135.2 (1), 91.0 (1) [1]

1H NMR (600 MHz, CDCl3): 0.86 (3H, d, J = 6.6, H-14), 1.18 (3H, s, H-15), 1.43 (1H, q, J = 12.0, H-3a), 1.83 (1H, m, H-4), 1.92 (1H, m, H-3b), 2.00 (3H, s, H-13), 2.43 (1H, d, J = 17.4, H-6a), 2.60 and 1.76 (2H, 2 m, H-1), 2.61 (1H, m, H-10), 2.87 (1H, d, J = 17.4, H-6b), 4.79 (1H, m, H-2), 7.40...

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References

  1. 1.
    A. Bodensieck, O. Kunert, E. Haslinger, R. Bauer, Helv. Chim. Acta 90, 183 (2007)CrossRefGoogle Scholar

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