Natural Compounds

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

6α-Anisoyloxy-4β-hydroxy-5α(H)-dauc-8-en-2-one (2-O-Oxoferutidin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_870

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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]

C23H30O5: 386.2093

Mp: 123–125°C (Et2O) [1]

IR (KBr): 3445 (OH), 1726 (cyclopentanone), 1701 (ester CO), 1607, 1580, 1614 (aromatic), 1275, 1169, 1117, 1097, 773 [1]

CI-MS: 387 [M + H]+ (65), 369 (100) [1]

1H NMR (400 MHz, CHCl3): 0.84 (3H, d, J = 7.0, H-13), 0.93 (3H, d, J = 7.0, H-12), 1.27 (3H, s, H-14), 1.76 (1H, m, H-11), 1.86 (3H, br s, H-15), 2.00 (1H, br dd, J = 14.0; 6.0, H-10α), 2.30 (1H, dd, J = 19.5; 2.0, H-3α), 2.35 (1H, br dd, J = 14.0; 6.0, H-10β), 2.42 (1H, d, J = 19.5, H-3β), 2.43 (1H, dd, J = 15.0; 3.5, H-7β), 2.44 (1H, d, J = l0.5, H-5), 2.50 (d, J = 2.0), 2.56 (1H, br dd, J = 15.0; 9.0, H-7α), 5.50 (1H, ddd, J = 10.5; 9.0; 3.5, H-6), 5.57 (1H, br d, J = 6.0, H-9); OAnis: 3.88 (3H, s, OCH3), 6.95 (2H, d, J = 8.0, H-3′, H-5′), 7.99 (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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