Natural Compounds

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

2β,6α-Diangeloyloxy-4β-hydroxy-5α(H)-dauc-8-en-10-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_965

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

Biological sources: Ferula sinaica Boiss. [1]

C25H36O6: 432.2512

IR (CHCl3): 3680, 1700, 1610 [1]

MS: 432 [M]+ (0.2), 389 [M − 43]+ (0.2), 332 [M − 100]+ (0.5), 232 [332 − 100]+ (15), 83 (100) [1]

1H NMR (400 MHz): 0.90 (3H, d, J = 6.5, H-12), 0.91 (3H, d, J = 6.5, H-13), 1.46 (3H, s, H-15), 1.52 (1H, m, H-11), 1.62 (1H, dd, J = 10; 14, H-3b), 1.99 (3H, s, H-14), 2.38 (1H, ddd, J = 17; 1; 5, H-7b), 2.53 (1H, d, J = 9; 14, H-3a), 2.97 (1H, ddd, J = 17; 1; 3, H-7a), 4.94 (1H, dd, J = 10; 9, H-2), 5.79 (1H, ddd, J = 10; 5; 3, H-6), 5.96 (1H, br s, H-9); 2 × OAng: 1.88 (3H, dq, H-5′), 1.98 (3H, dq, H-5″), 2.03 (6H, br s, H-4′, H-4″), 6.08 (1H, dq, H-3′), 6.18 (1H, dq, H-3″) [1]

References

  1. 1.
    A.A. Ahmed, Phytochemistry 30(4), 1207 (1991)CrossRefGoogle Scholar

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