Natural Compounds

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

3β-(2′-Methylacryloyloxy)-10βH-furanoeremophilan-15-oic Acid

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1215

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

Biological sources: Othonna amplexicaulis Thunb. [1]

C19H24O5: 332.1624

C20H26O5: 346.1780 (methyl ester: 3β-(2′-Methylacryloyloxy)-10βH-furanoeremophilan-15-oic acid methyl ester)

Mp: oil (isolated as methyl ester) [1]

IR (methyl ester): 1745, 1720, 1650 [1]

MS (methyl ester): 346.179 [M]+ (3) (calc. for C20H26O5: 346.178), 260 (20), 228 (25), 161 (16), 159 (45), 108 (100) [1]

1H NMR (methyl ester): 0.96 (3H, s, H-14), 1.91 (3H, d, J = 1, H-13), 2.28 (2H, br d, H-6b), 2.70 (2H, br d, H-6a), 2.96 (1H, d, J = 5.5, H-4), 3.67 (s, 15-OCH3), 5.32 (1H, ddd, J = 5.5; 11; 5.5, H-3), 7.05 (1H, br s, J = 1, H-12); OMeacr: 1.89 (3H, br s, H-4′), 5.96 (2H, J = 1; 1, H-3′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 3928 (1974)CrossRefGoogle Scholar

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