Natural Compounds

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

3β-Angeloyloxy-6β-hydroxy-furanoeremophilane

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1125

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

Biological sources: Othonna filicaulis L. [1]; Gynoxys nitida Muschler [2]

C20H28O4 332.1988

Mp: oil [1]

IR: 3450, 1718, 1650 [1]

MS: 332.199 [M]+ (16) (calc. for C20H28O4 332.199); 314 (5), 232 (10), 214 (15), 199 (31), 159 [C11H11O]+ (100), 147 [C10H11O]+ (14), 83 (72) [1]

1H NMR (100 MHz, CDCl3, TMS): 0.98 (3H, s, H-14), 1.01 (3H, d, H-15), 2.07 (3H, d, H-13), 2.85 (2H, br dd, H-9β), 5.05 (1H, br s, H-6), 5.36 (1H, ddd, J = 10.5; 5, H-3), 7.04 (1H, br s, H-12); OAng: 1.91 (3H, qd, J = 1; 1, H-5′), 1.99 (3H, qd, J = 7; 1, H-4′), 6.05 (1H, qq, J = 7; 1, H-3′) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, M. Grenz, Chem. Ber. 107, 3928 (1974)CrossRefGoogle Scholar
  2. 2.
    J. Jakupovic, C. Zdero, M. Kings, Phytochemistry 40(6), 1677 (1995)CrossRefGoogle Scholar

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