Natural Compounds

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

6α-(4′-Hydroxy-benzoyloxy)-4β-hydroxy-5α(H)-dauc-7-en-9-one (p-Hydroxybenzoate of Lancerodiol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_901

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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]; F. linkii Webb et Berthel. [2]; F. orientalis L. var. orieintalis [3]; F. rigidula DC. [4]; F. sinaica Boiss. [5]

C22H28O5: 372.1937

Mp: 227–228°C [1]

IR: 3590, 2970, 1700, 1670, 1610 1595, 1520, 1460, 1390, 1330, 1270, 1170, 1100, 1040, 940, 850 [1]

MS: 372 [M]+, 329, 234, 219, 191, 163, 148 [1]

Found: C, 71.73; H, 7.65. C22H28O5 req.: C, 70.94; H, 7.58% [1]

1H NMR (60 MHz, CDCl3): 0.83 and 0.94 (eash 3H, d, J = 5.0, H-12, H-13), 1.23 (3H, s, H-15), 1.88 (3H, br s, H-14), 6.13 (1H, d, J = 11, H-6), 6.21 (1H, br s, H-7); Op-HOBz: 6.92 and 8.00 (each 2H, d × 2, J = 9, protons of Ph) [1]

References

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    B.M. Fraga, A.G. Gonzalez, P. Gonzalez, M.G. Hernandez, C.L. Larruga, Phytochemistry 24(3), 501 (1985)CrossRefGoogle Scholar
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    A.A. Ahmed, Phytochemistry 30(4), 1207 (1991)CrossRefGoogle Scholar

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