Natural Compounds

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

6α-(4′-Hydroxy-benzoyloxy)-8α,9α-epoxy-5α(H)-dauc-4β-ol (p-Oxybenzoyl-epoxy-jaeschkeanadiol; Tenuferidin; Epoxyjaeschkeanadiol p-Hydroxybenzoate; Jaeskeanin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_900

CAS Registry Number: 66559-24-8 Open image in new window

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

Biological sources: Ferula tenuisecta Korov. [1, 2]; F. lancerottensis Parl. ex Hartung [3]; F. jaeschkeana Vatke [4]

C22H30O5: 374.2093

Mp: 164–165°C [1]

[α]D +75° (c 1.2, CHCl3) [1]

UV 263 (4.15) [1]

IR: 3550–3200, 1690, 1600, 1580, 1520 [1]; IR (CHCl3): 3600, 3350, 2970, 2890, 1695, 1620, 1590, 1515, 1450, 1385, 1310, 1270, 1170, 1120, 1100, 960, 920, 880, 850 [3]

EI-MS: 331 [M − C3H7]+, 234, 207, 191, 163, 151, 148 [3]

1H NMR: 0.80 and 0.86 (6H, d, J = 6.5, H-12, H-13), 1.24 (3H, s, H-14), 1.45 (3H, s, H-15), 2.82 (1H, t, J = 6.5, H-9), 5.37(1H, sextet, J = 10.5; 10.5; 2.5, H-6); Op-HOBz: 6.72 (2H, d, J = 9.5, H-3′, H-5′), 7.75 (2H, d, J = 9.5, H-2′, H-6′) [1]

1H NMR (90 MHz, CDCl3): 0.88 (6H, t, J = 8), 1.26 (3H, s, H-14), 1.48 (3H, s, H-15), 2.93 (1H, t, J = 8), 5.48 (1H,...

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References

  1. 1.
    A.I. Saidkhodzhaev Terpenoids from plants of the Ferula L. genus, Author’s Abstract of a Doctoral Dissertation in Chemical Sciences, Tashkent (1984)Google Scholar
  2. 2.
    A.I. Saidkhodzhaev, Chem. Nat. Comp. 14, 55 (1978)CrossRefGoogle Scholar
  3. 3.
    B.M. Fraga, A.G. Gonzalez, P. Gonzalez, M.G. Hernandez, C.L. Larruga, Phytochemistry 24(3), 501 (1985)CrossRefGoogle Scholar
  4. 4.
    T.K. Razdan, B. Qadri, M.A. Qurishi, M.A. Khuroo, P.K. Kachroo, Phytochemistry 28(12), 3389 (1989)CrossRefGoogle Scholar

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