Natural Compounds

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

6β-(2′-Methylbutyroyloxy)-1α-hydroxy-10αH-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1238

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

Biological sources: Senecio chionophilus Phil. [1]

C20H28O5: 348.1937

Mp: colorless amorphous solid [1]

[α]D22 −22.6° (c 0.1, CHCl3) [1]

UV (MeOH): 205 (3.98), 220 (sh, 3.71), 280 (3.97) [1]

IR (film): 3509, 1732, 1668, 1462, 1411, 1134, 1061, 962, 786 [1]

GC-EI-MS: 349 [M + 1]+ (86), 331 (21), 284 (2), 263 (86), 246 (100), 228 (95), 213 (76), 199 (47), 189 (62), 179 (81), 161 (45), 137 (34), 109 (29) [1]

HR-FAB-MS: 349.2010 [M + 1]+ (calc. for C20H29O5, 349.2015) [1]

1H NMR (300 MHz, CDCl3): 0.89 (3H, J = 6.8, H-14), 0.99 (3H, s, H-15), 1.39 (1H, H-2a), 1.46 (1H, H-3a), 1.46 (1H, H-3a), 1.84 (1H, H-4), 1.89 (3H, d, J = 1.1, H-13), 2.05 (1H, ddd, J = 5.3; 11, H-2b), 2.39 (d, J = 9.6, H-10), 4.17 (2H, m, J = 5.1, H-1), 4.50 (1H, br s, HO-1), 6.35 (s, H-6), 7.39 (1H, q, J = 1.1, H-12); OMeBu: 0.99...

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References

  1. 1.
    J.-Q. Gu, Y. Wang, S.G. Franzblau, G. Montenegro, B.N. Timmermann, J. Nat. Prod. 67, 1483 (2004)CrossRefGoogle Scholar

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