Natural Compounds

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

6β-Angeloyloxy-3β-hydroxy-10βH-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1144

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

Biological sources: Senecio pyramidatus DC. [1]; Petasites japonicus (Siebold et Zucc.) Maxim. [2]

C20H28O4: 332.1988

Mp: colorless oil [1]; viscous oil [2]

IR (CCl4): 3620, 1720, 1650 [1]

MS: 332.199 [M]+ (7) (calc. for C20H28O4: 332.199), 232 (15), 83 (100) [1]

1H NMR (270 MHz, CDCl3, TMS): 0.95 (3H, d, J = 7, H-15), 0.98 (3H, s, H-14), 1.81 (3H, d, J = 1, H-13), 2.32 (1H, br d, J = 17, H-9α), 2.85 (1H, br dd, J = 17; 5, H-9β), 4.36 (1H, ddd, J = 5; 10; 5, H-3α), 6.40 (1H, br s, H-6α), 7.02 (1H, br s, H-12); OAng: 1.92 (3H, dq, J = 1; 1, H-5′), 2.01 (3H, dq, J = 1; 7, H-4′), 6.10 (1H, qq, J = 1; 7, H-3′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, D. Berger, A. Suwita, P. Mahanta, C. Jeffrey, Phytochemistry 18(1), 79 (1979)CrossRefGoogle Scholar
  2. 2.
    F. Bohlmann, M. Grenz, A. Suwita, Phytochemistry 16(6), 774 (1977)CrossRefGoogle Scholar

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