Natural Compounds

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

8-Acetoxy-6-angeloyloxy-9(10)-epoxy-3-germacrene (Fecorine; Fekorin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_687

CAS Registry Number: 56581-77-2 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Monocyclic Sesquiterpene Esters – Germacranes – Germacranes – Diesters

Biological sources: Ferula korshinskyi Korov. [1]; F. leucographa Korov. [2]

C22H34O5: 378.2406

[n]D24 1.491 [1]

[α]D23 −29° (c 0.94, CHCl3) [1]

UV: 222 (3.94) [1]

IR: 2960–2880, 1745, 1720, 1660, 1270–1230 [1]

MS: 378 [M]+, 318 [M − CH3COOH]+, 279 [M − C5H7O2]+ [1]

TLC: petrol – EtOAc (3:1) × 2, Rf 0.8 [1]

1H NMR (100 MHz, CDCl3, HMDS): 0.95 (3H, d, J = 6, H-12), 1.10 (3H, d, J = 6, H-13), 1.10 (3H, s, H-14), 1.76 (3H, s, H-15), 1.8 (3H, s, OAc), 2.72 (1H, d, J = 6, H-9), 4.75 (1H, d, J = 6, H-8), 5.30 (2H, d, J = 6, H-3, H-6); OAng: 1.87 (3H, d, J = 3, H-5′), 1.9 (3H, s, H-4′), 5.96 (1H, qd, J = 3, H-3′) [1]

References

  1. 1.
    A.Sh. Kadyrov, A.I. Saidkhodzjaev, G.K. Nikonov, Chem. Nat. Comp. 11, 167 (1975)Google Scholar
  2. 2.
    M.N. Kobilov, A.I. Saidkhodzhaev, N.D. Abdullaev, Chem. Nat. Comp. 31, 530 (1995)Google Scholar

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