Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Furanoeremophilanes – Monoesters
Biological sources: Senecio rigidus L. [1]; S. pinnatus Poir. [2]; S. chionophilus Phil. [3]; S. hypochoerideus DC. [4]
C20H26O5: 346.1780
Mp: oil [1]
Mp: 147–148°C (colorless crystals from MeOH) [2]
UV (MeOH): 221, 281 [2]
MS: 346.178 [M]+ (2) (calc. for C20H26O5 346.178), 263 (10), 83(100) [1]
1 H NMR (CDCl3): 0.89 (3H, d, J = 6.5, H-15), 1.00 (3H, s, H-14), 1.86 (3H, d, J = 1, H-13), 2.40 (1H, d, J = 10, H-10), 4.15 (1H, m, H-1β), 6.47 (1H, s, H-6), 7.38 (1H, q, J = 1, H-12) [1]
1 H NMR (CDCl3): 0.88 (3H, d, J = 6.5, H-15), 0.98 (3H, s, H-14), 1.83 (3H, br s, H-13), 2.40 (1H, d, J = 10, H-10), 4.15 (1H, m, H-1), 4.53 (1H, br s, 1-OH), 6.43 (1H, s, H-6), 7.35 (1H, br s, H-12); OAng: 1.94 (3H, m, H-5′), 2.05 (3H, dd, J = 7; 1, H-4′),...
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References
F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)
M.S.A. de Salmeron, J. Kavka, O.S. Giordano, Planta Med. 47, 221 (1983)
J.-Q. Gu, Y.-H. Wang, S.G. Franzblau, G. Montenegro, B.N. Timmermann, J. Nat. Prod. 67, 1483 (2004)
F. Bohlmann, D. Ehlers, C. Zdero, Phytochemistry 17(3), 467 (1978)
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(2013). 6β-Angeloyloxy-1α-hydroxy-10αH-furanoeremophil-9-one. In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_1152
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