Natural Compounds

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

6β-(2′-Methylacryloyloxy)-1,10-epoxy-furanoeremophil-9-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1228

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

Biological sources: Euryops linifolius DC. [1]; E. multifidus DC., E. linifolius (L.) DC., E. spathaceus [2]; Senecio glastifolius L. f. [3]; S. grandiflorus Berg. [4]; S. arnicoides Wall. ex C.B. Clarke [5]

C19H22O5: 330.1467

Mp: 83–84°C [5]

IR: 1720, 1690 [1]

MS: 330.146 [M]+ (calc. for C19H22O5 330.147), 246, 177, 137, 69 (100) [1]

1H NMR (100 MHz, TMS): 1.05 (3H, d, J = 6.5, H-15), 1.28 (3H, s, H-14), 1.92 (3H, d, J = 1, H-13), 3.38 (1H, d, H-1), 6.76 (1H, H-6), 7.45 (1H, q, H-12); OMeacr: 2.05 (3H, t, H-4′), 5.72 (1H, dq, H-3′b), 6.28 (1H, br s, H-3′a) [1]

1H NMR (CDCl3): 1.03 (3H, d, J = 6.7, H-15), 1.23 (3H, s, H-14), 1.9 (3H, d, H-13), 3.37 (1H, br d, J = 4, H-1), 6.67 (1H, s, H-6α), 7.44 (1H, J = 1, H-12) [2]

References

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    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 2730 (1974)CrossRefGoogle Scholar
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    F. Bohlmann, C. Zdero, Phytochemistry 17(7), 1135 (1978)CrossRefGoogle Scholar
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    F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)CrossRefGoogle Scholar
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    F. Bohlmann, A. Suwita, P. Mahanta, Chem. Ber. 109, 3570 (1976)CrossRefGoogle Scholar
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    K.S. Khetwal, K. Manral, Planta Med. 54, 188 (1988)CrossRefGoogle Scholar

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