Natural Compounds

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

1α-Acetoxy-6β-angeloyloxy-10αH-furanoeremophilan-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1313

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

Biological sources: Senecio rigidus L. [1]

C22H28O6: 388.1885

Mp: 166–170°C; isolated as mixture with 1α-angeloyloxy-6β-acetoxy-10αH-furanoeremophilan-9-one [1]

IR: 1748, 1250, 1725, 1650, 1703 [1]

MS: 388.189 [M]+ (2) (calc. for C22H28O6 388.189), 346 [M – H2C = C = O]+ (5), 345 [M – CH3CO]+ (10), 305 [M – C4H7CO]+ (8), 246 [346 – C4H7COOH]+ (79), 245 [345 – C4H7COOH]+ (52), 228 [246 – H2O]+ (80), 83 [C4H7CO]+ (100) [1]

1H NMR (CDCl3): 0.90 (3H, d, J = 6.5, H-15), 1.00 (3H, s, H-14), 1.85 (3H, d, J = 1, H-13), 2.67 (1H, d, J = 10, H-10), 5.31 (1H, m, H-1), 6.49 (1H, s, H-6), 7.32 (1H, q, J = 1, H-12) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013