Natural Compounds

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

10α-Acetoxy-2α,6α-diangeloyloxy-5α(H)-dauc-8-en-4β-ol (Acetyldesoxodehydrolaserpitine)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_976

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

Biological sources: Ferula tingitana L. [1]

C27H40O7: 476.2774

IR: 3500, 2980, 2960, 1732, 1710, 1695, 1645, 1260, 1228 [1]

MS: 373 [M − C5H11O2]+ (21.5), 333 [M − C8H15O2]+ (15.7), 290 [M − C10H18O3]+ (10.6), 273 [M − C10H19O4]+ (57.4), 233 [M − C13H23O4]+ (13.9), 216 [M −C12H20O6]+ (80.6), 198 (36.4), 173 (93.9), 145 (87.5), 83 (100), 43 (67.4) [1]

1H NMR (200 MHz, CDCl3): 0.91 (3H, d, J = 6.8, H-13), 0.98 (3H, d, J = 6.8, H-12), 1.22 (3H, s, H-15), 1.58 (1H, dd, J = 10.3; 14.2H-3β), 1.82 (3H, dd, J = 1.2, H-14), 2.08 (3H, s, OAc), 2.16 (1H, dd, J = 3.4; 14.2, H-7α), 2.50 (1H, dd, J = 8.8; 14.1, H-3α), 2.70 (1H, d, J = 10.7, H-5), 2.72 (1H, dt, J = 14.1, H-7β), 4.76 (1H, dd, J = 8.8, 10.3, H-2α), 4.78 (1H, d, J = 7.4, H-10), 5.36 (1H, dt, J = 3.4; 10.7, H-6), 5.74 (1H, br d, J = 7.4, H-9); 2 × OAng: 1.89 (6H,...

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References

  1. 1.
    M. Miski, T.J. Mabry, J. Nat. Prod. 49, 657 (1986)CrossRefGoogle Scholar

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