Natural Compounds

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

3β-(2′-Methylacryloyloxy)-6β,10β-dihydroxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1217

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

Biological sources: Lopholaena platyphylla Benth. [1]

C19H26O5: 334.1780

Mp: colorless oil [1]

IR (CCl4): 3620, 1715, 1655, 1645 [1]

MS: 334.178 [M]+ (12) (calc. for C19H26O5: 334.178), 316 (5), 124 (100), 83 (12), 69 (8) [1]

1H NMR (270 MHz, C6D6, 75°C, TMS): 0.79 (3H, d, J = 7, H-15), 1.39 (3H, s, H-14), 1.7–1.9 (4H, m, H-1, H-2), 1.91 (3H, d, J = 1, H-13), 2.46 (1H, br d, J = 18, H-9α), 2.72 (1H, br d, J = 18, H-9β), 4.43 (1H, br s, H-6), 4.92 (1H, m, H-3), 6.98 (1H, br s, H-12); OMeacr: 1.87 (3H, t, J = 1, H-4′), 5.27 (1H, dq, J = 1; 1, H-3′b), 6.13 (1H, br s, H-3′a) [1]

1H NMR (270 MHz, CDCl3, TMS) (its Ac): 1.19 (3H, d, J = 7, H-15), 2.1 (2H, m, H-2), 2.39 (3H, d, J = 1, H-13), 2.59 (3H, s, H-14), 3.09 (2H, dd, J = 9.5; 5, H-1), 3.52 (1H, dq, J = 7; 7, H-4), 5.21 or 5.25 (1H, ddd, J = 7;...

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References

  1. 1.
    F. Bohlmann, C. Zdero, P.K. Mahanta, Phytochemistry 16(11), 1769 (1977)CrossRefGoogle Scholar

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