Natural Compounds

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

6β-Isobutyroyloxy-1α-hydroxy-10βH-furanoeremophil-9-one ((1S,4S,5R,10R)-1-Hydroxy-6-isobutyryloxy-10H-9-oxofuranoeremophilane))

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1188

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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]

C19H26O5: 334.1780

Mp: 143–145° C (white powder) [1]

[α]D22 −140.0° (c 0.1, CHCl3) [1]

UV (MeOH): 205 (4.36), 285 (4.19) [1]

IR (film): 3490, 1739, 1658, 1640, 1458, 1414, 1387, 1258, 1185, 1149, 1090, 1056, 1021, 965, 925, 802 [1]

GC-EI-MS: 334 [M]+ (2), 306 (1), 264 (20), 246 (14), 229 (100), 189 (12), 179 (24), 161 (14), 133 (4), 109 (8), 85 (5) [1]

HR-FAB-MS: 335.1861 [M + 1]+ (calc. for C19H27O5, 335.1858) [1]

1H NMR (300 MHz, CDCl3): 0.82 (3H, d, J = 6.2, H-14), 1.07 (3H, s, H-15), 1.13 (1H, d, J = 7.0, H-4′), 1.17 (1H, d, J = 7.0, H-3′), 1.39–1.50 (1H, unclear due to overlapping signals, H-3), 1.39–1.50 (1H, unclear due to overlapping signals, H-3), 1.54 (1H, H-4), 1.59 (2H, unclear due to overlapping signals, H-2a), 1.96 (d-like, J = 11,...

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References

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

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