Natural Compounds

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

6α-Anisoyloxy-4β-hydroxy-5α(H)-dauc-7-en-9-one (p-Methoxybenzoate of Lancerodiol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_871

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

Biological sources: Ferula lancerottensis Parl. ex Hartung [1], Ferula linkii Webb et Berthel. [2]

C23H30O5: 386.2093

IR: 3540, 2990, 1720, 1670, 1610, 1520, 1470, 1395, 1180, 1105, 1040, 850 [1]

MS: 386.2073 [M]+ (calc. for C23H30O5: 386.2093) [1]

EI-MS: 386 [M]+, 359, 343, 325, 276, 251, 248, 234, 219, 216, 205, 201, 191 [1]

1H NMR (90 MHz, CDCl3): 0.86 and 0.95 (6H, d, J = 8, H-12, H-13), 1.28 (3H, s, H-14), 1.80 (3H, br s, H-15), 2.51 (1H, d, J = 11, H-5), 2.70 (2H, br s, H-10), 3.90 (3H, s, OMe), 6.15 (1H, d, J = 11, H-6), 6.20 (1H, br s, H-7); OAnis: 6.98 (2H, d, J = 9, H-3′, H-5′), 8.05 (2H, d, J = 9.0, H-2′, H-6′) [1]

References

  1. 1.
    B.M. Fraga, A.G. Gonzalez, P. Gonzalez, M.G. Hernander, C.L. Larruga, Phytochemistry 24(3), 501 (1985)CrossRefGoogle Scholar
  2. 2.
    J.C. Diaz, B.M. Fraga, A.G. Gonzalez, M.G. Hernandez, A. Perales, Phytochemistry 25(5), 1161 (1986)CrossRefGoogle Scholar

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