Natural Compounds

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

6α-Benzoyloxy-5α(H)-dauc-8-en-4β-ol (Teferidin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_878

CAS Registry Number: 60033-08-1 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]; F. pallida Korov. [2]; F. elaeochytris Korov. [3]; F. rigidula DC. [4]; F. jaeschkeana Vatke [5]; Ferula hermonis Boiss. [6, 7]

C22H30O3: 342.2195

[α]D +37.5° (c 1.0, CHCl3) [1]

UV 231 (3.58) [1]; UV (MeOH): 280, 250 [5]

IR: 3600–3400, 1725, 1620, 1580, 1520 [1]; IR: (KBr): 3360, 2980, 280, 1670, 1610, 1585, 1375, 1295, 1235, 1160, 1095, 950, 750 [5]

MS: 342 [M]+ [1]

MS: 342.3580 [M]+ (calc. for C22H30O3: 342.5794), 324 [M − H2O]+, 299 [M − C3H7]+, 237 [M − C7H5O]+, 221 [M – C7H5O2]+, 219 [M − H2O − C7H5O]+, 194 [M − C3H7 − C7H5O]+, 121 [C7H5O2]+, 105 [C7H5O]+, 77 [C5H5O − CO]+, 45, 28 [5]

HPLC [6]

1H NMR: 0.80 and 0.96 (6 H, d, J = 6.5, H-12, H-13), 1.08 (3H, s, H-15), 1.72 (3H, br s, H-14), 5.17 (1H, sextet, J = 10.0; 10.0;...

This is a preview of subscription content, log in to check access

References

  1. 1.
    A.I. Saidkhodzhaev, G.K. Nikonov, Chem. Nat. Comp. 12, 96 (1976)CrossRefGoogle Scholar
  2. 2.
    V.M. Potapov, G.K. Nikonov, Chem. Nat. Comp. 12, 739 (1976)CrossRefGoogle Scholar
  3. 3.
    M. Miski, A. Ulubelen, T.J. Mabry, Phytochemistry 22(10), 2231 (1983)CrossRefGoogle Scholar
  4. 4.
    M. Miski, J. Jakupovic, Phytochemistry 29(1), 173 (1990)CrossRefGoogle Scholar
  5. 5.
    T.K. Razdan, B. Qadri, M.A. Qurishi, M.A. Khuroo, P.K. Kachroo, Phytochemistry 28(12), 3389 (1989)CrossRefGoogle Scholar
  6. 6.
    E.A. Abourashed, A.M. Galal, F.S. El-Feraly, I.A. Khan, Planta Med. 67, 681 (2001)CrossRefGoogle Scholar
  7. 7.
    A. Lhuillier, N. Fabre, E. Cheble, F. Oueida, S. Maurel, A. Valentin, I. Fouraste, C. Moulis, J. Nat. Prod. 68, 468 (2005)CrossRefGoogle Scholar
  8. 8.
    S.S. Nazrullaev, Z.A. Khushbaktova, V.N. Syrov, Kh.S. Akhmedkhodzhaeva, A.I. Saidkhodzhaev, The chemistry and biological activity of synthetic and natural compounds, in Oxygen- and Sulfur-Containing Heterocycles, ed. by Prof. V.G. Kartsev, vol. 1 (IBS PRESS, Moscow, 2003), p. 329Google Scholar

Copyright information

© Springer Science+Business Media New York 2013