Natural Compounds

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

3α-Angeloyloxy-9β-hydroxy-10βH-eremophil-7(11)-en-8-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1019

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

Biological sources: Senecio grisebachii Baker var. balansae (Baker) Cabrera [1]

C20H30O4 334.2144

Mp: oil [1]

IR: 3500, 1720, 1650, 1690 [1]

MS: 334.214 [M]+ (30) (calc. for C20H30O4 334.214), 234 [M – C4H7COOH]+ (15), 83 [C4H7CO]+ (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.96 (3H, d, J = 7, H-15), 0.96 (3H, s, J = 7, H-14), 1.5 (1H, m, J = 11, H-10β), 1.5 (2H, m, J = 5; 3, H-1), 1.82 (3H, br s, J = 1, H-13), 1.94 (3H, s br, J = 1, H-12), 2.1 (1H, m, J = 7, H-4α), 2.2 (1H, m, J = 5; 3; 12; 5, H-2β), 2.2 (1H, m, J = 5.5; 13, H-6α), 3.84 (1H, d, J = 11, H-9α), 4.86 (1H, ddd, J =11; 5; 11, H-3β); OAng: 1.90 (3H, dq, H-5′), 1.98 (3H, dq, H-4′), 6.05 (1H, qq, H-3′) [1]

References

  1. 1.
    F. Bohlmann, K.-H. Knoll, C. Zdero, P.K. Mahanta, M. Grenz, A. Suwita, D. Ehlers, N.L. Van, W.-R. Abraham, A.A. Natu, Phytochemistry 16(7), 965 (1977)CrossRefGoogle Scholar

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