Natural Compounds

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

6α-Anisoyloxy-5α(H)-dauc-8-ene-2α,4β-diol (2α-Hydroxyferutidin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_865

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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Monoesters

Biological sources: Ferula arrigonii E. Bocchieri [1]

C23H32O5: 388.2250

Mp: 83–85°C (Et2O) [1]

IR (KBr): 3357, 3459 (OH), 1690 (ester CO), 1609, 1584, 1512 (aromatic), 1279, 1167, 1101, 1026, 768 [1]

CI-MS: 389 [M + H]+ (10), 371 (100) [1]

1H NMR (400 MHz, CHCl3): 0.80 (3H, d, J = 7.0, H-13), 0.96 (3H, d, J = 7.0, H-12), 1.01 (3H, s, H-14), 1.72 (1H, m, H-11), 1.79 (3H, br s, H-15), 1.80 (1H, br d, J = 16.0, H-3α), 1.92 (1H, dd, J = 14.5; 8.0, H-10β), 1.97 (1H, dd, J = 16.0; 6.0, H-3β), 2.21 (1H, dd, J = 14.0; 3.0, H-7β), 2.29 (1H, br dd, J = 14.5; 4.0, H-10α), 2.50 (1H, d, J = 11.0, H-5), 2.55 (1H, br dd, J = 14.0; 10.0, H-7α), 3.76 (1H, d, J = 6.0, H-2β), 5.28 (1H, ddd, J = 11.0; 10.03; 3.0, H-6), 5.53 (1H, br dd, J = 8.1; 4.0, H-9); OAnis: 3.83 (3H, s, OCH3), 6.91 (2H, d, J = 8.0, H-3′, H-5′), 7.95 (2H, d,...

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References

  1. 1.
    G. Appendino, J. Jakupovic, S. Alloatti, M. Ballero, Phytochemistry 45(8), 1639 (1997)CrossRefGoogle Scholar

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