Natural Compounds

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

2α-Acetoxy-6α-veratroyloxy-8α,9α-epoxy-5α(H)-dauc-4β-ol (Lapiferinin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_946

CAS Registry Number: 86918-85-6 Open image in new window

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

Biological sourcess: Ferula lapidosa Korov. [1]

C26H36O8: 476.2410

Mp: 157–158°C [1]

[α]D21 +63° (c 1.3, CHCl3) [1]

UV: 211 (4.34), 264 (4.0), 295 (3.87) [1]

IR: 3500, 1730, 1710, 1600, 1520 [1]

MS: 433 [M − C3H7]+, 416, 373, 355, 234, 217 [1]

1H NMR: 0.80 and 0.92 (each 3H, d, J = 7, H-12, H-13), 1.32 (3H, s, H-14), 1.46 (3H, s, H-15), 2.33(1H, d, J = 10, H-5), 2.71(1H, t, J = 7, H-9), 4.81 (1H, d, J = 5, H-2), 5.39 (1H, sextet, J = 10; 10; 3, H-6), 1.98 (3H, s, OAc); OVer: 3.83 and 3.86 (each 3H, s, 2 × OCH3), 6.78 (1H, d, J = 8, H-5′), 7.39 (1H, d, J = 2, H-2′), 7.52 (1H, q, J = 8; 2, H-6′) [1]

References

  1. 1.
    A.I. Saidkhodzjaev, L.A. Golovina, V.M. Malikov, Chem. Nat. Comp. 19, 286 (1983)CrossRefGoogle Scholar

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