Natural Compounds

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

3α-(5′-Angeloyloxy-hex-2′-cis-enoyloxy)-8β,9β-dihydroxy-7α,10βH-eremophil-11(12)-ene (5′-Angeloyl-8α,O-dihydrosenspecioson)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1016

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

Biological sources: Senecio speciosus Willd. [1]

C26H40O6: 448.2825

Mp: colorless oil [1]

IR (CCl4): 3585, 1718, 1650, 1615, 980 [1]

MS: 448.283 [M]+ (2), 348 (1), 236 (20), 218 (17), 201 (14), 195 (2), 113 (69), 83 (100) [1]

1H NMR (270 MHz): 0.83 (3H, s, H-14), 0.86 (3H, d, J = 6.5, H-15), 1.31 (3H, d, J = 6, H-6′), 1.83 (3H, br s, H-13), 2.26 (1H, br d, J = 13; 5, H-7α), 2.98* (1H, dddd, J = 1.5; 7; 15, H-4′b), 3.16* (1H, dddd, J = 1.5; 7; 15, H-4′a), 3.48 (1H, m (in D2O dd, J = 11.3), H-9α), 3.98 (1H, br s (in D2O dd, J = 3.2), H-8α), 4.82 (1H, ddd, J = 10; 10; 5, H-3β), 4.83 (1H, br s, H-12a), 5.00 (1H, br s, H-12b), 5.13 (1H, ddq, J = 6, H-5′), 5.87 (1H, ddd, J = 11.5; 1.5; 1.5, H-2′), 6.25 (1H, ddd, J = 11.5; 7; 7, H-3′); OAng: 1.87 (3H, dq, J = 1; 1, H-5″), 1.97 (3H, dq, J = 7; 1, H-4″), 6.04...

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References

  1. 1.
    F. Bohlmann, A. Suwita, C. Zdero, Phytochemistry 17(10), 1763 (1978)CrossRefGoogle Scholar

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