Natural Compounds

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

3α-(5′-Angeloyloxy-hex-2′-cis-enoyloxy)-9β-hydroxy-10βH-eremophil-7(11)-en-8-one (5′-Angeloyloxy-isosenspecioson)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1017

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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]

C26H38O6: 446.2668

Mp: colorless oil [1]

IR (CCl4): 3480, 1720, 1652 [1]

MS: 446.267 [M]+ (7) (C26H38O6), 346 (3), 234 (49), 191 (2), 113 (26), 83 (100) [1]

CD (Et2O): Δε312 = 0.6; Δε248= −5.1 [1]

1H NMR(270 MHz): 0.95 (3H, d, J = 6.5, H-15), 0.96 (3H, s, H-14), 1.33 (3H, d, J = 6, H-6′), 1.83 (3H, br s, H-13), 1.95 (2H, d, J = 2, H-12), 2.93 (1H, d, J = 5, H-6α), 2.99* (1H, dddd, J = 1.5; 7; 15, H-4′b), 3.16* (1H, dddd, J = 1.5; 7; 15, H-4′a), 3.76 (1H, d, J = 2.5, OH), 3.84 (1H, dd, J = 2.5; 11.5, H-9α), 4.81 (1H, ddd, J = 10; 10; 5, H-3β), 5.14 (1H, ddq, J = 6, H-5′), 5.87 (1H, ddd, J = 11.5; 1.5; 1.5, H-2′), 6.27 (1H, ddd, J = 11.5; 7; 7, H-3′); OAng: 1.88 (3H, dq, J = 1; 1, H-5″), 1.98 (3H, dq, J = 7; 1, H-4″), 6.05 (1H, qq, J = 7; 1, H-3″); * –...

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References

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

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